The 100 Best Christmas Songs of All Time: Staff List

Holiday 100 Chart Peak: No. 4 (Dec. 2012)

Why It’s a Gift: In a genre largely devoid of prog rock, the biggest hit from Trans-Siberian Orchestra (who, surprise, hails from Tampa!) is a Christmas jam for everyone who’s more into headbanging than holly. Amalgamating elements of “God Rest Ye Merry Gentlemen” and “Carol of the Bells,” then blowing them up to arena-sized proportions with crashing drums and truly bitchin’ guitar, this one barrels through our speakers like a freight train of cheer every holiday season, and we’re always down to get onboard.

Schmaltz Factor (rated on a scale of 1 to 10): 10, straight up. “Christmas Eve/Sarajevo 12/24” is totally over the top in a way that’s totally unique to the holiday season. — KATIE BAIN

Holiday 100 Peak: N/A 

Why It’s a Gift: This swinging jazz number‘s creeping baritone sax bassline recalls the score of a cheesy ‘30s horror movie, while the lyrics evoke Abbott & Costello Meet Frankenstein – “Cold winds are howling, or could that be growling?” — but the brassy instrumental breaks are as bright as a Staten Island Christmas display. (Ask Pete Davidson.) The song has been covered umpteen times since Armstrong’s original, but it’s Satchmo’s gravel road of a voice that makes his version the alpha and the omega.

Schmaltz Factor: 3. The song gives in to a Hollywood ending. It is Santa, not Oogie Boogie outside the door. Until then though, it’s a kicky shot of navy strength rum in the gloppy eggnog punch bowl of Christmas hits. — FRANK DIGIACOMO

Holiday 100 Peak: N/A

Why It’s a Gift: Appearing on his overlooked holiday two-pack High 4 Da Highladays, Smino’s “Sleigh” is a cozy track that finds the singer-rapper fully embracing his neo-soul sound. With help from frequent collaborator/producer Monte Booker and singer-saxophonist Masego, the trio create a vibe perfect for an adult Christmas Eve party full of drinking, card games — and of course, getting high for the holidays.

Schmaltz Factor: 1. As unique as Smino is as an artist, he created an equally original holiday song(s) while staying true to his soulful artistry and sound. And for “Sleigh” to make this list only being two years old, he obviously did something right. — CYDNEY LEE

Holiday 100 Peak: N/A

Why It’s a Gift: Considering Johnny Mathis’ run of Christmas albums coincided with the rise of rock on radio in the ’60s, his fealty to traditional vocal stylings put him on the outs with the ‘cool crowd’ of the Boomer generation. A pity, since his buttery vibrato is every bit as warm and heartening as a hot toddy after a long trek through a blizzard, which could not be clearer than on this immaculately packaged confection.

Schmaltz Factor: It’s a 10, but that’s no knock on “The Sounds of Christmas.” In 1963, the then-closeted Mathis, like any good friend of Dorothy, could deftly deliver delicious kitsch without ever delving into false histrionics. — JOE LYNCH

Holiday 100 Peak: N/A

Why It’s a Gift: “El Burrito Sabanero” has been covered by many artists, including Juanes and Aloe Blacc, but it’s the original 1972 release by children’s musical group La Rondallita that endures, almost 50 years later. A simple yet rhythmic Venezuelan folk song has become a timeless staple across Latin American countries and injects nostalgia every holiday season.

Schmaltz Factor: 9. In addition to being a children’s tune, “Burrito” has a religious background, telling the story about the pilgrimage of the shepherds to meet at the birth of the child Jesus. That’s not the cheesy part though — it’s the galloping beat and the ever-famous “tuki tuki tuki” for us. — JESSICA ROIZ

Holiday 100 Peak: No. 81 (Jan. 2015)

Why It’s a Gift: At the absolute height of Britney Spears’s cultural dominance in 2000, she decided to spread some holiday cheer (via melancholic lyrics) with this Christmas banger. From the cheesy lyrics about having Santa deliver a lover for the holiday to her iconic vocal runs and fries throughout the song, Britney put in the work to make sure that Santa heard her wish.

Schmaltz Factor: 9. Even for an early-2000s pop track, this song is absolutely dripping with the sugar-soaked, overly-sentimental lyrics that made Spears a star. Opening the song’s lyrics up with a sad walk in the snow while watching other couples hold hands is a peak set-up for the hokey (yet still incredibly catchy) chorus. — STEPHEN DAW

Holiday 100 Peak: N/A

Why It’s a Gift: Dance-punk outfit !!! (pronounced chk chk chk) melt the heart while heating up the dancefloor with the twinkling shimmy of this holiday romance rave-up. Cascading piano and bubbling bass set the sentimental glow for the song’s brief encounter, while frontman Nic Offer offers the swoon-worthiest moment on the opening verse: “I’ve been ’round the world, seen all kinds of girls/ But I’ve seen nothing better than you in that sweater.”

Schmaltz Factor: 5. “And Anyway It’s Christmas” is too limber to ever totally give way to schlock, but Offer leans into his crooniest impulses throughout, and it’s hard to call any song whose second verse ends with a dramatically whispered “Merry Christmas” schmaltz-free. — ANDREW UNTERBERGER

Holiday 100 Peak: No. 97 (Dec. 2013)

Why It’s a Gift: Fogelberg’s melancholy ballad describes a chance encounter by former lovers. Drawn from a real-life experience Fogelberg had in the mid-’70s, “Same Old Lang Syne” tells its story with honesty, insight and empathy; like the best songs by Fogelberg’s contemporary Harry Chapin, it’s really a movie in a five-minute pop song. The writers of those glossy Christmas movies on the Hallmark Channel should listen to this for inspiration.

Schmaltz Factor: 3. It’s an emotional song, no two ways about that, but it steps over the line into schmaltz just once, near the end, with the line, “And as I turned to make my way back home, the snow turned into rain.” But then Michael Brecker’s soprano sax solo closes the track on a graceful note. – PAUL GREIN 

Holiday 100 Peak: N/A

Why It’s a Gift: “Carol of the Bells” has long been known as a traditional, old school Christmas carol, but Destiny’s Child’s take feels modern without sacrificing its festive magic by checking off everything on our wish list to Santa  – soaring harmonies, Beyoncé’s unmatched runs, and spirited vocals from all three members that make it hard to believe that the song is performed a cappella. I mean, who needs instruments when you’re Destiny’s Child?

Schmaltz Factor: 3, and that’s only because of the stereotypically merry lyrics – “Christmas is here / Bringing good cheer / To young and old / Meek and the bold.” Destiny’s Child significantly tones down the schmaltziness by tastefully opting for a rich vocal performance instead of the usual jingle bells and festive instrumentals. — RANIA ANIFTOS

Holiday 100 Peak: N/A

Why It’s a Gift: Queercore punk vets Pansy Division’s alt holiday gem is undoubtedly the most sexually explicit song on our list, but it’s also one of the funniest and one of the sweetest — a gleeful and truly merry celebration of getting what you really want most for Christmas, even if it’s a gift that rhymes with sock.

Schmaltz Factor: 3. In its own way, “Homo Christmas” is as corny as it is horny, but ultimately it’s only as schmaltzy as a song that prominently features the rectal insertion of candy canes can really be. — A.U.

Holiday 100 Peak: N/A

Why It’s a Gift:  Although the C-word appears in the title, this track from the Lips’ Ego Tripping at the Gates of Hell EP is not your typical holly jolly horses–t. It’s a melancholy meditation — with a heady bass drum kick — about how the world “embraces peace and love and mercy instead of power and fear” at Christmas. “But then,” frontman Wayne Coyne laments, “it passes along with the season” and “we just go back to the way we were.”

Schmaltz Factor: 2. Despite all the glockenspiel-and-sleigh bell-accented realism, “A Change at Christmas”  evokes hope instead of pathos. “I think it’s all going to work out just fine,” says Coyne at song’s end. And for that one shining musical moment, you want to believe him. — F.D.

Holiday 100 Peak: N/A

Why It’s a Gift: Legendary Spanish pop trio Mecano (made up of Ana Torroja and siblings José María and Nacho Cano) included “Un Año Más (One More Year) in their 1988 album Descanso Dominical, which wasn’t a holiday album. The set would become the top-selling album in Spain that year, and the nostalgic synth-pop third single “Un año” reprised every year since as a New Year’s celebration staple that’s been covered by dozens of artists in varying formats and languages.

Schmaltz Factor: 7. “Un año más” is a laundry list of every New Year’s celebration customary in Spain. Compounded by a message of togetherness (“Among shouts and whistles, Spaniards big and small do something together, for once”), it could come off as cringe-worthy — save for a dreamy, gorgeous melody that saves it from triteness. — LEILA COBO

Holiday 100 Peak: N/A

Why It’s a Gift: Classic rock cachet. When Jimmy Iovine asked Tom Petty to record something for his 1992 A Very Special Christmas Vol. 2 compilation, Petty trekked to his native Florida with a ukulele gifted to him by George Harrison and with it wrote “Christmas All Over Again,” in an attempt to emulate the larger-than-life sound of 1963’s A Christmas Gift for You from Phil Spector (“That was the only one we could relate to,” Petty said in the liner notes for 1995’s Playback) — and he succeeded wildly.

Schmaltz Factor: 3. If you dropped the bells and changed the lyrics, this would just be a really solid Tom Petty and The Heartbreakers song. — K.B.

Holiday 100 Peak: N/A

Why It’s a Gift: To a sweet country box-step rhythm, Nelson sings the holiday tale of a street vendor calling out to Christmas shoppers “hoping you won’t pass him by” as he offers “pretty paper, pretty ribbons of blue” to “wrap your presents to your darling from you.” Before Nelson recorded the song, Roy Orbison’s version reached No. 15 on the Billboard Hot 100 in 1963. Covers followed, from Glen Campbell to Dolly Parton, while Kenny Chesney’s version (featuring Nelson) went to No. 45 on Hot Country Songs in 2004.

Schmaltz Factor: 4.  The backstory of the song was revealed in a 2008 Nelson biography in which author Joe Nick Patoski wrote that Nelson was inspired by a disabled man, who could not walk, but sold paper and pencils outside a department store in Fort Worth, Texas. — THOM DUFFY

Holiday 100 Peak: N/A

Why It’s a Gift: Kate Bush is the gift here. With “December Will Be Magic Again,” she takes the traditional concept of a holiday record and makes it her own — the tingling, opening piano chords and her limitless vocal range break right through those conventions with a magical force that only Kate Bush can conjure.

Schmaltz Factor: 3.Its gentle hints of holiday atmosphere give it some schmaltz, but it’s a Kate Bush record above all else.  — E.J. PANALIGAN

Holiday 100 Peak: N/A

Why It’s a Gift: Bing’s original from 1943 was a WWII era hit for overseas troops, but this 1993 rendition from an AARP-eligible Fats Domino gives the oft-covered classic an amiable New Orleans flavor. Countless singers can rock out a Christmas classic; few but Fats knew how to imbue an endlessly covered tune with that distinct roll on the ivories.

Schmaltz Factor: Unlike most versions, this is a 3 on the schmaltz scale. Given the lyrical content of this one, singers tend to ham up its homesickness. Not Fats: The rock n’ roll architect makes this standard feel like a long-lost friend whose warm, easy personality makes you wonder why you ever lost touch in the first place. — J. Lynch

Holiday 100 Peak: N/A

Why It’s a Gift: “Our First Christmas” hails from an Alexander O’Neal album literally titled My Gift to You — and when it’s delivered care of peak Jimmy Jam and Terry Lewis, who produced the whole LP and penned the set’s five originals, it’s certainly worth a thank you note. The song’s chorus crackles like a hearth, with incandescent synths and harmonies wrapped around O’Neal’s hearty delivery of the central question: “It’s our first Christmas/ Will you still love me on New Year’s Eve?”

Schmaltz Factor: 7. The bumping late-’80s production keeps it from being suffocating, but lyrics like “I caught you in the toy department/ We met under the mistletoe” are much better heard in O’Neal’s robust belting than read on paper. — A.U.

Holiday 100 Peak: No. 17 (Dec. 2018)

Why It’s a Gift: While the jury’s still out on whether this winter classic is flirty or creepy (man trying to coerce woman into sleeping over after a date?), “Baby, It’s Cold Outside” remains a sing-along staple around the holidays. Dean Martin’s billowing vocals gently overlapping with Marilyn Maxwell’s delicate tone make for a cozy-by-the-fire feel, as described in the 77-year-old song written by Frank Loesser.

Schmaltz Factor: 4. Considering there’s no actual mention of Christmas or any holiday, combined with the track’s originality as a wintertime duet, this cut ranks relatively low in the schmaltz department. — NEENA ROUHANI

Holiday 100 Peak: N/A

Why It’s a Gift: If you’re going to release a holiday song keyed around the phrase “All I really want for Christmas is you,” better make sure it has a vibe entirely of its own. Luckily, rapper DeJ Loaf’s “All I Want For Christmas” accomplishes that fairly effortlessly, with a down-home sentimentality that focuses on a familial” you” rather than a romantic one — climaxing with a nostalgic spoken-word outro reflecting on how Christmas spirit is more about who you’re celebrating with than which new sneakers are waiting for you under the tree. “You can’t take those type of things for granted,” she allows; too true.

Schmaltz Factor: 5. The tender keys and jingling bells lay it on pretty thick, but DeJ Loaf’s delivery sounds so matter-of-fact — and feels so hard-earned — that the song never veers into mawkish territory. — A.U.

Holiday 100 Peak: N/A

Why It’s a Gift: With the holiday exerting such a powerful emotional pull in all directions, even the most chipper of Christmas enthusiasts rarely can make it through the whole season without finding themselves in at least one maudlin moment. It’s a reality evocatively recognized by Kacey Musgraves’ downbeat “Christmas Always Makes Me Cry,” which finds the country star trying to get in the spirit but perennially pulling up short. “It seems like everybody else is having fun,” she frets, slumped on the shoulder of plucked acoustics and moaning strings. “I wonder if I’m the only one….” Yeah, don’t worry about that one too much, Kacey.

Schmaltz Factor: Maybe a 6 — the song and production unquestionably go straight for the heartstrings, but Kacey’s delivery eschews high melodrama for the gentle frustration of Charlie Brown getting the Christmas football pulled out from him yet again. — A.U.

Holiday 100 Peak: No. 87 (Dec. 2017)

Why It’s a Gift: Since the song’s creation in the ‘30s, artists spanning countless genres have tried their hand at “Winter Wonderland” — including Selena Gomez, Blake Shelton and even Snoop Dogg in recent years. Still, it’s Bennett’s jazzy rendition that captures the song best more than five decades later. It’s airy enough to create the sensation of a pleasant stroll, and saves its brightest moments until the very end to make all the surrounding scenery sparkle.

Schmaltz Factor: 5. The legendary singer mostly keeps it snappy as listeners frolic through winter-themed bliss, but don’t be mistaken: Bennett takes advantage of moments, both small (expanding “fire” into “fi-yah-ah-ahhh”) and large (the song’s rousing conclusion), to remind people that he knows how to work a crowd. — JOSH GLICKSMAN

Holiday 100 Peak: N/A

Why It’s a Gift: Carla Morrison’s Navidad anthem “Jesús” is a gauzy indie rock ballad off her 2016 EP La Niña del Tambor. A solemn oath to remember and honor the birth of Jesus, the poignant lyrics also serve as a moment of reflection: “Today is Christmas and although it seems like any other day, you came to remind me that you gave everything up for my dreams, that I should love everyone equally and celebrate that we’re a part of you.”

Schmaltz Factor: 5. If anything, “Jesús” is an ultra-sentimental song that serves as a reminder of the real meaning of Christmas. “This day is special because today you were born, to become flesh and bones, to embrace us and love us,” Morrison emotionally sings. — GRISELDA FLORES

Holiday 100 Peak: No. 97 (Jan. 2015)

Why It’s a Gift: Originally featured in the musical The Best Little Whorehouse in Texas (and the subsequent 1982 film, starring Parton as the madam), it may be the only Christmas song set in a brothel. The wistful ballad, poignantly rendered by Parton, is more about rising above one’s circumstances and desired new beginnings than the holidays, especially when all Santa has in his bag is a few pieces of hard candy.

Schmaltz Factor: 4  There’s a little melodrama to be sure, but when Parton sings “I’m barely getting through tomorrow, but still I won’t let sorrow bring me way down,” it’s like an angel’s blessing promising a brighter day is coming. — MELINDA NEWMAN

Holiday 100 Peak: No. 9 (Dec. 2020)

Why It’s a Gift: This version of the holiday standard “Sleigh Ride” has it all: a horse neighing, jingle bells, the clip-clopping of hooves. But all the cutesy bells and whistles have nothing on Ronnie Spector’s casually cool delivery and her Ronettes’ ring-a-ling-a-ling-a-ding-dong-ding backing vocals. Our cheeks are nice and rosy thanks to the song’s warm Wall of Sound production and sped-up tempo — that horse is really moving!

Schmaltz Factor: 3. This song can be so cheesy, but The Ronettes somehow make it cool. – KATIE ATKINSON

Holiday 100 Peak: No. 13 (Dec. 2018)

Why It’s a Gift: This is a fine example of American pop music in the decade between the end of World II and the arrival of rock and roll. Its relative blandness while exhorting the superiority of spending the Christmas season at the homestead is part of its charm.

Schmaltz Factor: 8. It’s pure Americana, from the line about “homemade pumpkin pie” to the recurring lines about motoring cross-country to spend time with loved ones. You want to call that schmaltz? OK, but “when you pine for the sunshine of a friendly gaze,” this tune will be waiting for you. — P.G.

Holiday 100 Peak: N/A

Why It’s a Gift: In the middle of Sufjan Stevens’ 2006 five-disc box set Songs For Christmas is an understated folk gem that wraps Stevens’ songwriting strengths during the Illinois era — harmonized refrains, graceful myth-making, Christian undertones, banjo — in holiday-friendly packaging.

Schmaltz Factor: 2. Sure, there are warm recollections of snow-shoveling and sled-riding, but that bit about the father “throwing gifts in the wood stove” helps explain the song title here. — JASON LIPSHUTZ

Holiday 100 Peak: N/A

Why It’s a Gift: As if a collaboration between salsa icons Hector Lavoe and Willie Colón isn’t gift enough on its own, this ’70s classic brings a tropical Christmas to any household. In Puerto Rico, especially, it marks the beginning of the island’s nearly three-month-long holiday season.

Schmaltz Factor: 5. A salsa song that takes you on a journey through a Puerto Rican Christmas, especially an asalto navideño, which is how the barrios celebrate, “Aires de Navidad” has just the right amount of sentimental value. — J.R.

Holiday 100 Peak: N/A

Why It’s a Gift: “7 O Clock News / Silent Night” is more of a political art piece than a holiday charmer, but that is why it remains one of the most powerful renditions of “Silent Night” to date. In juxtaposing the soft savior ballad with a raucous retelling of the 7 O Clock News — complete with racism, war, and murder — it acts as an apt reflection of American life in 1966. And while it was made prior to today’s 24/7 news cycle, it foreshadowed the ever-presence of Bad News and the plight we all face, trying to find peace despite it all.

Schmaltz Factor: 1. “7 O Clock News / Silent Night” is one surefire way to sober up after too many spiked egg nogs. — KRISTIN ROBINSON

Holiday 100 Peak: No. 38 (Dec. 20)

Why It’s a Gift: Cole, a wildly talented jazz pianist with an implacable cool, was gifted with one of the richest, most distinctive voices of his era. Bing Crosby’s version from the ’40s of this 18th century Christmas carol (originally known as “Adeste Fideles”) was stately and genteel, but Nat sings it with a warmth and familiarity — even when he switches to Latin, no small feat — that makes this religious favorite resonate for all, even the less-than-faithful.

Schmaltz Factor: It’s an 8. Ralph Carmichael’s orchestral arrangement is alternately swelling and subdued; those backup singers, however, are exactly the kind of saccharine drip that rock would soon exile from radio. But with Cole‘s casual vocal precision in play, this 1960 recording of a centuries-old classic feels like a fitting tug-of-war between play-acting and authenticity. And what’s more Christmas than that? — J. Lynch

Holiday 100 Peak: N/A

Why It’s a Gift: De La Soul’s brilliantly bleak tale of a young girl finally fighting back against the domestic abuse that no one around her (including the song’s narrating rappers) takes seriously isn’t an obvious holiday song, save for the titular confrontation taking place over Christmas. But it’s that holiday setting that makes the story unforgettable: So many seasonal classics focus on the importance and safety of being home for the holidays that framing Xmas as the backdrop for a traumatized Millie’s revenge makes it a particularly knuckles-out gut punch.

Schmaltz Factor: Even a 1 is probably too high for a song this gritty and chilling. — A.U.

Holiday 100 Peak: No. 18 (Jan. 2013)

Why It’s a Gift: Originally released in 1960 by blues singer/pianist Charles Brown, the Eagles scored a top 20 Hot 100 hit with this most melancholy of Christmas tunes. Brown’s version is sad enough, but the Eagles even changed his lyrics from “bell’s will be ringing the glad, glad news” to “bells will be ringing the sad, sad news” for their 1978 take. If your holiday is a bummer, this song is a reminder that the poor sap in the song has it worse… every single year.

Schmaltz Factor: 2. While soulful isn’t always a word associated with the Eagles, Don Henley pours it on here as he pleads with his loved one to say they’ll be home for Christmas and he can be happy once again. It’s more heartbreaking than corny. — M. Newman

Holiday 100 Peak: N/A

Why It’s a Gift: Most recently covered by emerging regional Mexican acts Fuerza Régida and Eslabon Armado, “Navidad Sin Ti” is a gift that keeps on giving and is played on loop during the holidays in Spanish radio stations. Penned by Marco Antonio Solís and originally released in the mid-’80s by his Los Bukis outfit, what makes his version so special is Solís’ melancholic interpretation, which gives you chills as he sings, “Christmas is here and I’m without you, in this solitude/ I remember the day I lost you and I don’t know where you are/ But really, for your happiness, I will cheer for that on this Christmas.”

Schmaltz Factor: 6. Here, Solís validates whoever is feeling alone on Christmas. It’s not all “Jingle Bells” and “Feliz Navidad” — sometimes you just want to be in your feelings on Christmas, and that’s OK too. — G.F.

Holiday 100 Peak: No. 44 (Dec. 2017)

Why It’s a Gift: This song dates back to the 1800s, but the pop rendition we’re familiar with today was ushered in by producer David Foster’s piano-forward arrangement for Michael Crawford in 1993 – and Foster returned to the song with Dion five years later to prove what an epic vocal showcase it can be. Dion gets the dynamics of the plaintive ballad just right: starting the song in barely a whisper and ending with her patented power note.

Schmaltz Factor: 4 — It’s a bombastically earnest performance. – K.A.

Holiday 100 Peak: No. 25 (Dec. 2020)

Why It’s a Gift: You need more than two hands to count the number of holiday standards that Bing Crosby has done definitive versions of, but on none of them does he sound like he’s having nearly as much fun as he does on this warm-weather (and perhaps somewhat appropriative) collab with the Andrews sisters, a jaunty instruction to folks on the mainland in “Hawaii’s way to say, ‘Merry Christmas to you.'” Maybe that’s why “Mele Kalikimaka” is the one where, despite its many covers, it’s still nearly impossible to imagine any other voice but Crosby’s bouncing along its title phrase.

Schmaltz Factor: 5. It’s still Bing, but it’s too sunny to be all that schmaltzy. — A.U.

Holiday 100 Peak: No. 12 (Dec. 2019)

Why It’s a Gift: Williams introduced this spirited medley on The Andy Williams Christmas Album in 1963 — the same year his Days of Wine and Roses topped the Billboard 200 for a remarkable 16 weeks. Bing Crosby and Marjorie Reynolds sang Irving Berlin’s “Happy Holiday” in the 1942 film Holiday Inn. Kay Thompson wrote “The Holiday Season.” Marty Paich (father of Toto’s David Paich) arranged this spiffy coupling of the two songs.

Schmaltz Factor: 4. With the swinging tempo and Williams’ spry vocal, you barely notice some of the cornball lyrics, like, “Leave a peppermint stick for old St. Nick/ Hanging on the Christmas tree.” — P.G. 

Holiday 100 Peak: N/A

Why It’s a Gift: With it’s signature JB horn stabs, urgent ad-libs and funky bass, Brown’s loving 1968 snapshot of what the holiday looks like in the inner city was a welcome relief from the traditionally lily-white strains of old school Christmas pop music.

Schmaltz Factor: 3 — Brown is not going for nostalgia or soft-focus memories with this R&B burner. Instead, he offers a funky plea to help those who don’t have from someone who knows how it feels to wake up to an empty space under the tree on Christmas morning. — GIL KAUFMAN

Holiday 100 Peak: N/A

Why It’s a Gift: U2 took perhaps the highest degree-of-difficulty assignment with their choice of cover for 1987’s first all-star A Very Special Christmas compilation — and delivered like they’d been prepping their entire life for it. Bono in particular wrings every ounce of desperation possible from the song’s subtitular plea, saving a couple extra “BAAAAAABY PLEASE COME HOME!”s for a post-chorus that probably made even Darlene Love marvel at how bad he was down.

Schmaltz Factor: 8. Love’s original was dramatic without going over the top, but Bono is practically rabid with his scenery-chewing here. — A.U.

Holiday 100 Peak: No. 29 (Jan. 2019)

Why It’s a Gift: Vince Guaraldi’s jazzy take on “O Tannenbaum” sheds the somewhat formal nature of the classic Christmas carol with casual yet jolly piano runs that provide a warmth that feels like the holidays at home, cozied up by the fireplace. No wonder it’s a fan favorite from the A Charlie Brown Christmas Soundtrack – it’s innocent, intimate and heartwarming, just like the Peanuts holiday special itself.

Schmaltz Factor: 6. It’s unexpectedly sentimental, and its association with Charlie Brown, Snoopy, Linus and the rest of the bunch makes Guaraldi’s “O Tannenbaum” cozy, cute and at least slightly schmaltzy by default. — R.A.

Holiday 100 Peak: N/A

Why It’s a Gift: Christmas isn’t only for the good little girls and boys, and the perpetually funky Clarence Carter was happy to sneak in to give the Christmas pop canon its first classic entry that could be described as “raunchy.” By later Blowfly standards, the PG-13 nefariousness of “Back Door Santa” is still pretty tame, but its sexy (and sax-y) strut leaves little mystery about what it intends, and the song even puts the stankiest of its many double-entendres right in front as its title.

Schmaltz Factor: 1. Any schmaltz deployed by Clarence Carter is strictly for diversional purposes. — A.U.

Holiday 100 Peak: N/A

Why It’s a Gift: Although Billboard can’t confirm the song’s origins, there’s no doubt that “Peces en el Rio” was made popular by ’80s music trio Pandora. Its edgy alternative beat turned this symbolic Christmas carol into a Xmas jam that all generations will forever enjoy.

Schmaltz Factor: 8. It’s not the song so much as how it features on the very nostalgic festive album Eterna Navidad, which includes Latin ‘90s pop stars (Mijares, Yuri, Daniela Romo & more) doing their own renditions of Christmas carols. Now if we were talking about the music video, this would be an easy 10! — J.R.

Holiday 100 Peak: No. 35 (Dec. 2011)

Why It’s a Gift: “A voice as big as the sea,” you say? Then Whitney Houston is the right woman for the job. This performance — from 1987’s A Very Special Christmas charity compilation — is a showcase for what made Houston such a singular pop star, as she marries her church-choir upbringing with a top 40 sensibility to create a spiritual experience even for the non-believers.

Schmaltz Factor: 6. There’s a lot of over-the-top moments in these lyrics, but with Houston’s vocal delivery, it all works. — K.A.

Holiday 100 Peak: N/A

Why It’s a Gift: Recorded by Johnny Moore’s Three Blazers in 1947 and by Rock and Roll Hall of Famer Charles Brown in 1956 after he departed that group, this frisky blues ballad boasts an all-time great lyric (“I haven’t had a drink this morning / But I’m all lit up like a Christmas tree”) and has been covered by everyone from Chuck Berry to Bruce Springsteen — but never bested.

Schmaltz Factor: 2. In an era best-known for producing heartstring-tugging holiday ballads, the post-WWII “Merry Christmas Baby” is the slow, cool secular Christmas song the other half needed, a slice-of-life salute to “good music on my radio” and kisses “beneath the mistletoe” borne on a bluesy piano roll. — J. Lynch

Holiday 100 Peak: N/A

Why It’s a Gift: Written by Ross Bagdasarian (a.k.a. Seville) for his high-pitched cartoon band Alvin and the Chipmunks, this amusing and still fairly tender Grammy-winning novelty was the first Christmas record to reach No. 1 on the Billboard Hot 100 — later making a No. 70 Hot 100 comeback in 2007, thanks to the animated group’s self-titled live action film — before Mariah Carey again claimed the holiday throne in 2019.

Schmaltz Factor: 8. While the Chipmunks and mischievous frontman Alvin were popular among baby boomers and their families in the late ‘50s and ‘60s, and Nickelodeon still airs a revamped offshoot of the band’s ‘80s cartoon series, “The Chipmunk Song” has lost some of its comedic charm against animated fare like Spidey and His Amazing Friend, Paw Patrol and popular recurrent A Charlie Brown Christmas. — GAIL MITCHELL

Holiday 100 Peak: No. 10 (Dec. 2012)

Why It’s a Gift: “It’s Beginning to Look a Lot Like Christmas” had been a hit for Perry Como and The Fontane Sisters with Mitchell Ayres & His Orchestra as well as Johnny Mathis, but Bublé’s descending cadence while crooning “A pair of hop-a-long boots and a pistol that shoots” makes the 1951 classic trot to a gentler, satisfying pace. 

Schmaltz Factor: 6. He doesn’t adhere to the other versions’ merry yet choppy verses and makes the sparkling percussive intro more subtle, but the Canadian singer sprinkles his signature swelling jazz sound all over his extended “It’s Beginning to Look a Lot Like Christmas” before his orchestral grand finale celebrates, “Sure it’s Christmas once more.” — HERAN MAMO

Holiday 100 Peak: N/A

Why It’s a Gift: Prince was so unbeatable in 1984 that he could relegate a wholly original and heartbreaking holiday song to B-side status (“I Would Die 4 U” was the A-side) and no one blinked. It’s almost a shame, because his virtuoso performance and the song’s sly lyrics (“Remember the time we swam naked in your father’s pool? / Boy, he was upset that night, but boy, was that ever cool”) make it the rare Christmas recording that demands your attention every time.

Schmaltz Factor: 3. The setup and delivery of “Another Lonely Christmas” would be total schmaltz in the hands of most artists, but Prince was the rare artist who could make an over-the-top performance feel as genuine and serious as your last words to a lover. Which, come to think of it, is exactly what this is. — J. Lynch

Holiday 100 Peak: N/A

Why It’s a Gift: With all due respect to Dame Angela Lansbury, this peppy song from the 1966 Broadway musical Mame is best performed by Muppets. The road-trip sing-along – featured in 1987’s A Muppet Family Christmas – is the ideal vehicle for all the wassail wordplay (“haul out the holly,” “we need a little snappy, happy ever after”) in this impatient Christmas carol, as Fozzy Bear drives a truck packed with his fuzzy friends through the snow.

Schmaltz Factor: 5. It’s hand puppets singing a song from a Broadway musical, so there must be some schmaltz. – K.A.

Holiday 100 Peak: No. 45 (Jan. 2012)

Why It’s a Gift: What makes this Motown version of a 1952 Christmas staple stand out among the rest is a 12-year-old Michael Jackson’s show-stopping pipes and adorable ad libs. In the soulful rendition, the youngest Jackson brother attempts to convince his brothers that he really did see mommy kissing Santa Claus, between big production and cheerful composition.

Schmaltz Factor: 8. The very things that make this song a gift are also what make it so cheesy. Despite it being MJ, the track is still sung by a 12-year-old, and combined with Jackson’s pleas (“Come on, fellas, believe me!”) and the classic Christmas sleigh bells, the track can incite a little bit of reflexive cringe. — N.R.

Holiday 100 Peak: N/A

Why It’s a Gift: Taylor Swift’s five-track Holiday Collection was 80% an inessential seasonal stopgap between her first two albums — but the lone exceptional track was an absolute knockout. With its underplayed acoustic lilt and teardrops-on-her-guitar-stained vocal, “Christmases When You Were Mine” carries with it a brutal ache and longing that the then-17-year-old Swift should’ve been a decade away from truly understanding, let alone being able to vocally translate in such heartbreaking fashion.

Schmaltz Factor: 4. The sentiment is heavy but never really cheesy, and you have to wonder if the fact that it sounds so unmistakably personal is the reason why no one’s really tried to cover it yet. — A.U.

Holiday 100 Peak: No. 30 (Jan. 2016)

Why It’s a Gift: Hard to imagine anyone had really been missing the swing in “White Christmas” until The Drifters showed up, swaying with their organ and hi hat groove and irresistible “dub-dub, dub-da-dub” backing vocals. But what really makes the song an essential version of the biggest Christmas pop standard ever is the contrast of Bill Pinkney’s lead bass vocal and Clyde McPhatter and the rest of the quartet’s higher harmonies when they come soaring in late in the verse, a masterful moment from one of the most storied groups in R&B history.

Schmaltz Factor: 5. Nobody’s totally de-schmaltzing “White Christmas,” but a cover this lithe and rubbery is about as close as you can get. — A.U.

Holiday 100 Peak: N/A

Why It’s a Gift: Punks need to rock around the Christmas tree too, right? The famously battling “brudders” managed to keep it civil while paying homage to their favorite girl group sound on a surprisingly joyous ditty about sharing love and good cheer while avoiding the usual Christmas crack-ups.

Schmaltz Factor:  6 (10 if you’re a true punk) The idea of punk OG Joey Ramone writing a semi-sweet song of the season seems absurd at first. But the combo of the group’s signature buzz saw guitars, sleigh bells and Joey’s search for the holiday’s hallmarks (“Where is Santa and his sleigh?/ Tell me why is it always this way?/ Where is Rudolph, Where is Blitzen,baby?”) makes this an enduring cretin carol. — G.K.

Holiday 100 Peak: N/A

Why It’s a Gift: This Haggard-penned song is a stark reminder that the holiday season doesn’t always mean presents piled high beneath a gilded tree. Here, a father was laid off from his factory job just before Christmas and can’t offer a bountiful harvest of gifts that year. He does his best to convince himself that better times are ahead if they can make it to Spring. The song was a four-week No. 1 on Billboard‘s Hot Country Songs chart, and while it has been covered by artists like Alan Jackson, the Pistol Annies and Phoebe Bridgers, it’s Haggard’s grim yet hopeful delivery that remains the benchmark.

Schmaltz Factor: 1. It would be easy for a song about surviving through a hard-scrabble holiday season to become melodramatic, but The Hag’s heart-weary vocal, paired with understated instrumentation, renders the song with a stoic dignity. — JESSICA NICHOLSON

Holiday 100 Peak: No. 27 (Jan. 2014)

Why It’s a Gift:  Recorded by a Who’s Who of major artists since its 1818 inception, “Silent Night” got the Tempts’ traditional treatment in 1968, helmed by Eddie Kendricks’ heavenly falsetto — and then this more popular soulful interpretation captained by the soothing, sonorous voices of Dennis Edwards, Melvin Franklin and Glenn Leonard.

Schmaltz Factor: 2. Between its gospel undertones, ad-libbed verses like “If I had one wish in this world / It would be that all men would be free” and Franklin’s deep bass wishing everyone a heartfelt “Merry Christmas,” this 1980 “Silent Night” truly hits home 41 years later in the wake of the ongoing pandemic and social unrest. — G.M.

Holiday 100 Peak: N/A

Why It’s a Gift: “Christmas in Harlem” is as wholesome a holiday posse cut as you’re going to get from this GOOD Music collective — Teyana Taylor’s angelic, reminiscent hook on the beauties of the holidays is paired with picture-painting verses and classic Kanye-isms: “My only question is, ‘Where my present?’/ She said, ‘Shhh,’ she got a gift for me that ain’t for the kids to see.”

Schmaltz Factor: 5. The “winter wonderland”-esque instrumental and Taylor’s lovely chorus lean heavily into the sentimentality of the holidays, but Kanye’s signature charisma and contributions from the rest of the song’s star-studded rap lineup reels it in and keeps things level. — E.J.P.

Holiday 100 Peak: N/A

Why It’s a Gift: Los Tigres del Norte are the voice of the pueblo, and they gifted the pueblo with this Christmas anthem, which translates to “Christmas of the poor.” “They said God comes down on Christmas Eve on a white star, to share with us, poor and rich,” the song says. “But he stays longer at the poor people’s table to take away our hardships.”

Schmaltz Factor: 7. Los Tigres del Norte never fail to deliver a poignant corrido, and this Christmas anthem is no exception: “That’s why, as a poor man, I feel fortunate when Christmas Eve comes because I know God is by my side.” — G.F.

Holiday 100 Peak: No. 84 (Dec. 2017)

Why It’s a Gift: Elton John promises to help find a way to entertain listeners in the Christmas bop’s second verse and he does not let down. “Step Into Christmas” is meant to make its way into the holiday song rotation at that perfect point of celebratory bliss, when just enough eggnog has been consumed, torn wrapping paper litters the floor and no distant relatives have started talking politics. 

Schmaltz Factor: 8. It doesn’t get much schmaltzier than Elton John asking the listener to “hop aboard the turntable.” The song is playful and a beautiful ode to end any year. — T.M.

Holiday 100 Peak: No. 43 (Jan. 2020) 

Why It’s a Gift: With his gritty yet supple voice and powerful gospel-style delivery, Redding made bluesy downers like “Fa-Fa-Fa-Fa (Sad Song)” and “Mr. Pitiful” crowd pleasers. So, when he recorded this happy, romantic Christmas classic, it became — and remains — an effective means of growing grinchy hearts three sizes in two minutes and 36 seconds.

Schmaltz Factor: 2. If the song didn’t arrive freighted with the tragedy of Redding’s death in a December 1967 plane crash, his version of “Merry Christmas Baby” would be schmaltz-free. Charles Brown and Chuck Berry’s cooler, slinkier (and similar) renditions from 1947 and 1958, respectively, are classics in their own right, but Redding’s radiates the kind of warmth that defines the season. — F.D.

Holiday 100 Peak: No. 20 (Dec. 2015)

Why It’s a Gift: Sinatra’s velvety voice fills the room like a warm embrace throughout his rendition of the quaint holiday classic. He opens the first eight seconds of the song strictly on the power of his own singing, with backing instruments — and soon thereafter, a choir — slowly swelling to join him, but you’ll have felt your troubles begin to melt away long before then.

Schmaltz Factor: 3. He spruced up a lyric or two from the original to make it more jolly, but the song is a down-the-middle effort that speaks for itself. Sometimes, it’s better to skip all of the bells and whistles, even during Christmastime. — J.G.

Holiday 100 Peak: No. 82 (Dec. 2017)

Why It’s a Gift: Gene Autry popularized this song in 1950, but The Ronettes gave it extra verve and attitude in 1963 when they recorded it for Phil Spector’s legendary holiday album, A Christmas Gift for You. That was the same year they teamed with Spector to record the immortal “Be My Baby,” a No. 2 hit on the Billboard Hot 100.

Schmaltz Factor: 2. Not much schmaltz here; Spector’s Wall of Sound had a vigor and tautness that wouldn’t allow for it. – P.G. 

Holiday 100 Peak: No. 24 (Dec. 2012)

Why It’s a Gift: Karen Carpenter, Karen Carpenter, Karen Carpenter. Her vocal on “Merry Christmas Darling” as she longs for her loved one, who is away for Christmas and New Year’s Day, is pure, sublime perfection. She conveys the perfect mix of yearning, sadness and hope since she knows, even though it’s unspoken, they will be joyfully reunited after the holidays. Over 50 years since its release, it’s still the soundtrack for any college couples separated during the holiday break.

Schmaltz Factor: 7. There’s nothing schmaltzy about Carpenter’s wistful vocals on this 1970 gem — it’s the background singers that bring on the cheese, as does the somewhat clunky line “the logs on the fire fill me with desire,” and turning “Christmasing” into a verb. But they just add to the song’s dreamy reverie. — M. Newman

Hot 100 Peak: N/A

Why It’s a Gift: One of Ray Davies’ most indelible sing-alongs, “Father Christmas” pairs the biting humor of a department store Santa getting mugged by a hard-luck gang with a loping hook — easy enough to hum along with, even if you’re oblivious of the class warfare at its core.

Schmaltz Factor: 3. Although “Father Christmas” is largely a social satire, its final verse re-centers its focus on those less fortunate around the holiday season in an affecting way: “Have yourself a merry, merry Christmas / Have yourself a good time / But remember the kids who got nothin’ / While you’re drinkin’ down your wine.” — J. Lipshutz

Holiday 100 Peak: N/A

Why It’s a Gift: This do-your-worst dare to the gods of winter has proven a timeless holiday classic since it was first written by Sammy Cahn and Jule Styne in 1945 — even though, strictly speaking, nothing about it is particularly December-specific. Regardless, it’s Ella Fitzgerald’s brisk, jazzy 1960 version (from the appropriately titled Ella Wishes You a Swinging Christmas) that’s proven the very coziest, a quick glance outside that just confirms that everything is as it should be inside.

Schmaltz Factor: 4. “I’ve brought some corn for popping” is about as…. well, corny a holiday lyric as they come, but Fitzgerald paces her way through it (and the rest of the song) so quickly and delightfully that there’s simply no time to get bogged down in the thickness. — A.U.

Holiday 100 Peak: N/A 

Why It’s a Gift: Can we please just party? While many think Christmas in Latin American countries is all about pious activity, dancing and jubilation is a central component to the season. El Gran Combo’s song was meant to be a party with every salsa name that mattered in attendance, with name-dropping galore (Perez Prado, Celia Cruz, Ralph Mercado, Hector Lavoe, to name a few), and became the de facto celebration track for the revelers.   

Schmaltz Factor: 1. Here, Christmas is just an excuse to hit the dance floor til the early hours of morning. — L.C.

Holiday 100 Peak: No. 14 (Jan. 2017)

Why It’s a Gift: In a world where Christmas songs are usually serious, religious, romantic or tear-inducingly sentimental, “You’re a Mean One, Mr. Grinch” is refreshingly funny. The three-minute roast fest of the Grinch lays on burn after relentless burn, bringing a strange sense of levity to the holiday season. “Your soul is an appalling dump heap overflowing with the most disgraceful assortment of rubbish imaginable?” It’s hilarious. Imagine saying that to someone.

Schmaltz Factor: 7, just because Ravenscroft is so over-the-top in listing the reasons why the Grinch sucks, with enough bullying to keep his furry green heart two sizes too small. — R.A.

Holiday 100 Peak: No. 87 (Jan. 2014)

Why It’s a Gift: Nearly 45 years later, there is still nothing normal about watching one of most successful mainstream entertainers of the ’30s to ’50s share a mic with the transcendently weird/wired Bowie. Somehow, though, the forced marriage on this string-laden, soft rock duet recorded for Crosby’s 1977 Merrie Olde Christmas special has become one of the most enduring, beloved holiday classics. The key is the way it pairs Crosby’s mellow croon with Bowie‘s high harmonies and counter-melodies as they meld the two old chestnuts into one beautifully weird, warm modern carol.

Schmaltz Factor: 9. If you count the super awkward two-minute “getting to know you talk-up” at the beginning of the song’s video, this duet has enough cheese in it to clog your arteries worse than a straight egg nog IV. But those voices? If you don’t get chills from hearing these two masters bounce back and forth, then you deserve that lump of coal. — G.K.

Holiday 100 Peak: No. 24 (Dec. 2020)

Why It’s a Gift: Thanks to an arrangement that is equal parts funk and bubblegum soul, paired with a 12-year-old Michael Jackson’s precocious singing talent, this track became a righteously rocking holiday classic. A nod to its staying power, the song made its debut on Billboard’s Hot 100 in early 2021 — 50 years after its initial release.

Schmaltz Factor: 5. Lyrically, the song could be read as a stern warning to kids around the world eagerly awaiting Christmas Eve. However, Michael’s youthful falsetto, alongside the group’s exuberant harmonies, inject the song with an enduring vitality. — J.N.

Holiday 100 Peak: N/A

Why It’s a Gift: The joke of this 2000 SNL sketch song exists in the childlike simplicity of the musicianship, the dancing and the lyrics (“I wish it was Christmas today/ In the good old U-S of A”.) But for anyone who grew up on early 2000s SNL, “I Wish It Was Christmas Today” — performed by Horatio Sanz, Jimmy Fallon, Chris Kattan and Tracy Morgan — is simultaneously laugh-out-loud funny, legitimately catchy and, like so many of the best parts of Christmas, totally nostalgic.

Schmaltz Factor: 2, because it’s almost impossible to be schmaltzy and self-aware at the same time, and everyone involved in this sketch — from the four comedians who’ve performed it a half dozen times on SNL over the years, to Julian Casablancas, who covered it in 2009 — is totally conscious that this one is just pure fun. — K.B.

Holiday 100 Peak: No. 1 (Jan. 2012)

Why It’s a Gift: Bieber makes his teen heartthrob status adaptable for “the most beautiful time of the year,” while making his listeners feel like they’re the apple of his eye in the swoon-worthy 2011 holiday love song.

Schmaltz Factor: 8. The song about an innocent kiss at Christmastime has quite the nod to Bieber’s unwavering Christian faith when he sings in the bridge, “Ayy love, the wise men followed the star/ The way I followed my heart/ And it led me to a miracle.” — H.M.

Holiday 100 Peak: N/A

Why It’s a Gift: Over a majestic waltz, dreams of romance and Broadway turn into realities of breakup and the Bowery. As sweeping as it is ultimately heartbreaking, “Fairytale of New York” has become as close to a Christmas standard as any song from a band as Hallmark-unfriendly as Irish punks The Pogues could possibly be.

Schmaltz Factor: 3. The strings and bagpipes pack a dewy-eyed emotional wallop, but the song’s sweetness turns to sandpaper by the wince-inducing use of the hard “f” word in the combative second-to-last verse, and by the gut-wrenching back and forth between MacColl and Pogues frontman Shane McGowan that begins the concluding one: “I could’ve been someone/ Well, so could anyone.” — A.U.

Holiday 100 Peak: No. 7 (Dec. 2018)

Why It’s a Gift: This tale of a bullied reindeer who becomes the story’s hero after leading Santa’s team through a foggy Christmas Eve thanks to his shiny red nose is an enduring classic. It’s a relatable message for any child who has felt lonely and left out by other kids.

Schmaltz Factor: 8. The song’s subject matter, coupled Autry’s earnest, calm delivery can make for a cloying track, even if it is aimed at children. — J.N.

Holiday 100 Peak: No. 14 (Dec. 2011)

Why It’s a Gift: Band Aid came together with the best intentions — if not always the best lyrics — to record this plea for a moment of universal holiday selflessness in 1984, a rare (effective) Christmas song that gives more consideration to the world outside the homestead than the one within. The song’s legacy is complicated, but the feeling it inspires isn’t, and as an early-MTV-era U.K. pop production and cultural snapshot, it’s absolutely peerless.

Schmaltz Factor: 10. Again, nothing schmaltzy about the subject of Ethiopian famine, but the song’s first line of defense against the issue is a level of cheese rarely heard before or since, peaking with the singalong outro: “Feeeeeed theeeee WO-ORLD!/ LET THEM KNOW IT’S CHRISTMAS TIME AGAIN!” — A.U.

Holiday 100 Peak: N/A

Why It’s a Gift: The first major Christmas rap single was a standard-setter in all sorts of ways, with a disco groove that could’ve worked on the dancefloor any time of the year and Blow’s typically high-energy bars proving indeed that “this ain’t 1823 — ain’t even 1970.” It became a cultural staple in such short order that it was sampled by songs as far-flung as Public Enemy’s cautionary tale “Night of the Living Baseheads” a decade later — and then Next’s Hot 100-topping erection apology “Too Close” a decade after that.

Schmaltz Factor: 6. Blow’s Yuletide swagger probably caused some broken monocles in ’79 among those used to Bing Crosby and Nat King Cole, but after 40-plus years of rap outliving its fad predictions, its lessons about “not concealing the way you you feel about your friends” feels pretty sappy indeed. — A.U.

Holiday 100 Peak: N/A

Why It’s a Gift: Lead Pretender Chrissie Hynde gives one of the great performances in holiday music history on this lonesome ballad, with her bleary-eyed, octave-bounding vocal giving unimaginable emotional heft to lyrics as simple as “He’s gone/ 2000 miles/ It’s very far.” As chiming guitar falls around her like sheets of snow, Hynde tries to keep the faith that “he’ll be back at Christmastime,” but she’s far more believable as she resigns herself in the song’s devastating bridge: “I’ll think of you wherever you go.”

Schmaltz Factor: 6. It’s as tearjerking a holiday torch song as they come, but there’s an unmistakable dignity to Hynde’s vocal that remains even at its most desperate. — A.U.

Holiday 100 Ranking: No. 15 (Dec. 2018)

Why It’s a Gift: Paul was attacked by critics in the ’70s for giving the world light, joyous pop fare after his culture-shifting run with The Beatles in the ’60s. But when you take that yule log out of your ass, it’s hard to deny the charming ebullience of McCartney‘s seasonal synth sing-along. Like his best, its deceptive simplicity makes it an evergreen delight.

Schmaltz Factor: 8. Trying to keep the schmaltz out of a McCartney song is like withholding presents from children on Christmas Eve; sure, you can do it, but why not let a perfect pairing do its thing? The sweet, childlike holiday wonder of this 1979 single has a perfect counterpoint in the primitive, echo-laden synths that make “Christmastime” weirdly sentimental and strange at the same time. — J. Lynch

Holiday 100 Peak: No. 8 (Jan. 2014)

Why It’s a Gift: If Kelly Clarkson’s full-length Wrapped in Red in an underrated holiday treasure, then “Underneath the Tree” is the shimmering diamond at it’s center. The boisterous big-band sound, optimistic lyrics and Clarkson&