San Cristóbal Hill (Cerro San Cristóbal) stands nearly 3,000 feet above the rest of Metropolitan Park, a large swath of green spread between the neighborhoods of Providencia and Vitacura. The hill's height affords spectacular views to those who visit the summit. To reach the top of the hill, you'll need to hop on the funicular located on the north end of Pío Nono Street, which flanks the western side of Metropolitan Park. Or, if you're up for the challenge, you can strap on some hiking shoes and make the roughly one-hour climb up the hill from the base at Plaza Caupolicán, which is a quick walk from the Baquedano stop on metro Lines 1 and 5.

Regardless of whether you decide to make the journey to the top of the hill on foot or by funicular, you'll be rewarded with iconic photo-ops of the city below, as well as unrivaled views of the statue of the Virgin Mary at the summit. Recent visitors mentioned checking the smog levels before setting off and trying to plan the trip on clear days for the best panoramas.

A hilltop park on the eastern edge of downtown Santiago, Santa Lucía Hill (Cerro Santa Lucía) draws visitors with its panoramic views. To reach the top of Santa Lucía Hill on foot, head to the park's main entrance near the Santa Lucía metro stop. You'll know you're there when you find the mustard-yellow Neptuno Fountain. From here, follow the stairs to a narrow zig-zagging path punctuated by high stone steps.

Though the walk can be arduous (especially on a hot summer day), recent travelers remark that it's well worth the climb not only for incredible photo-ops, but also for the pleasant ambiance – complete with leafy promenades and castle-like fortifications. For the best views, walk all the way up to the Terraza Caupolicán, a hilltop terrace with buskers, benches and public art. 

The 62-story Gran Torre Santiago is the tallest building in South America, looming large over the city from the high-rise "Sanhattan" district. At the very top is Sky Costanera, a panoramic observation deck towering approximately 1,000 feet above street level with 360-degree vistas over the city, the Andes and the distant coastal range (smog-permitting). There's an alluring bar and coffee shop at the top, so you can enjoy a craft cocktail or latte with the view.

Down below is the Costanera Center, where many visitors report having a fabulous experience shopping and taking advantage of special discounts for foreign tourists. One of the largest malls in Latin America, this six-floor mecca is a fantastic place to stock up on supplies for trips further afield in Chile, with the city's best supermarket (Jumbo), department stores (including Falabella) and outdoor brands (like Doite), as well as a host of familiar international chains.

U.S. News Insider Tip: While in the neighborhood, be sure to stop by the bottle shop Santiago Wine Club to learn about Chile's boutique, organic and natural wines. The store has one of the city's best selections and frequently hosts tastings. – Mark Johanson

Lastarria may be small in size, spanning just four city blocks, but it makes a big impression on visitors as the most alluring neighborhood in Santiago's historic center. The nucleolus of the city's art scene, it's home to some of Chile's most important galleries and museums. Chief among them is the National Museum of Fine Arts (Museo Nacional de Bellas Artes), which has an impressive permanent collection and hosts rotating exhibitions throughout the year. Nearby is the Visual Arts Museum (Museo de Artes Visuales), which showcases the work of emerging Latin American artists, as well as the Gabriela Mistral Cultural Center (GAM), which displays contemporary art in the basement while staging theater and dance performances on the upper floors.

Flanking the western edge of the Plaza de Armas, this neoclassical cathedral has a history that stretches back to 1541, when Spanish conquistador and city founder Pedro de Valdivia requested a place of worship be constructed at the edge of Santiago's colonial square. However, throughout the three centuries that followed, the original building succumbed to numerous fires and earthquakes. The towering cathedral that stands today underwent construction around 1750, and in the 1780s, Italian architect Joaquín Toesca added a new twist: a blend of neoclassical style with baroque elements. The result is an interior that boasts intricate stained-glass windows and an elaborate altar ornamented with marble and deep blue lapis lazuli.

Although you'll have to battle dense crowds to see the interior of this church, recent visitors agree that the cathedral is a must-see thanks to its stunning floor tiles and frescoed ceilings. It can be a particularly evocative experience during religious celebrations, including Easter and Christmas.

Wine connoisseurs love the aromatic vino and colorful scenery found in the Maipo Valley. A smattering of both big and boutique wine producers – renowned for their flavorful reds, especially cabernet sauvignon – can be found within an hour's drive of central Santiago. One of the Maipo Valley's most tourist-friendly vineyards is Viña Undurraga, which has an enchanting haceinda-style tasting room. Meanwhile, its most well-known winery is Concha y Toro. Situated in Pirque, a major wine-producing area about 15 miles southeast of Santiago, Concha y Toro pairs globally famous wines with flavorful small dishes and offers tours of its vineyards every day from 9 a.m. to 5 p.m. from 22,000 Chilean pesos (approximately $26) per person. According to recent visitors, the walks through the vineyard were quite nice, while the guides were exceptionally professional. For further details, visit Concha y Toro's website.

There are also a handful of venerable and up-and-coming wineries scattered across Chile's Casablanca Valley (about 50 miles northwest of Santiago). This region's wineries specialize in cool-climate grapes like sauvignon blanc and pinot noir. To arrange a trip to a variety of wineries across the valley without having to rent your own set of wheels, plan your trip on the Casablanca Valley Wine Producers Association website (Spanish only).

For literary aficionados, no trip to Santiago would be complete without visiting La Chascona, the former residence of Noble Prize-winning poet Pablo Neruda. Named "La Chascona" – or the "Woman with the Tousled Hair" for Neruda's third wife, Matilde Urrutia, who was characterized by her red, wavy strands – the converted museum today houses a rare collection of Neruda's personal possessions, including a portrait of Neruda's third wife painted by Diego Rivera. 

While you're free to explore the museum on your own, previous visitors recommend taking advantage of the audio guide tour (included in the cost of admission and available in a variety of languages, including English), which provides a rich background of Neruda's life, as well as some needed context. They add that, even if you're not a fan of Neruda, you should still plan a visit for the architecture alone. They also compliment the neighborhood the house is located in and say it houses several tasty restaurants. 

Spanish conquistador Pedro de Valdivia (who founded Santiago) established this historic square back in 1541, creating a religious and political hub teeming with architectural treasures. Amid the many sights on display in the Plaza de Armas, you can't miss the graceful Metropolitan Cathedral set along its western border. You'll also stumble upon the former Governor's Palace, which has been converted into the city's main post office as well as the Historical Museum (Museo Histórico Nacional), which houses fascinating exhibits cataloguing Chile's history from the pre-Conquest period to the 20th century. Meanwhile, the plaza fills with musicians, artists, photographers, performers and street vendors on a daily basis, making this a popular spot to simply relax and soak up the city's culture.

A recent visitor found this palm covered square to be the soul of the city, with many museums within a few blocks, including the Chilean Museum of Pre-Columbian Art and the National History Museum of Chile. It is also, in recent years, a hub for Santiago's immigrant communities, with several Peruvian, Colombian, Venezuelan and Haitian restaurants nearby.

Bicentenario Park is one of the city's most serene corners, located along the southern edge of the Mapocho River in the heart of Santiago's ritziest enclave, Vitacura. Since it's shaded in perky palms and riddled with winding paths, it's as great for a picnic as it is for a leisurely stroll or a bike ride. Numerous events are staged here throughout the year, including design expos, wine fairs and craft shows. There are also open-air film screenings and occasional theatrical performances in the summer months.

Recent visitors praised the view back toward the high-rise "Sanhattan" district, noting that this park is one of the best spots in town to appreciate the capital's growing skyline. They also appreciate how clean and neatly manicured the grounds are, with sprawling playgrounds, swan-filled ponds and even a flamingo enclosure. Many visitors recommend capping off a visit with a meal (or pisco sour) at the park restaurant, Mestizo.

U.S. News Insider Tip: Five blocks east of the museum is one of the capital's most beloved restaurants, Peluquería Francesa, which serves French-tinged Chilean cuisine. Part old-school barbershop, part antique-filled eatery, dining here is like stepping back in time to the Santiago of yore. – Mark Johanson

If you're looking to learn more about General Augusto Pinochet's dictatorship, plan a visit to the Museum of Memory and Human Rights (Museo de la Memoria y los Derechos Humanos). The museum catalogues Pinochet's 17-year rule during the last Chilean military dictatorship, which resulted in the torture, murder and disappearance of thousands of Chileans. According to many recent visitors, the museum succeeds in increasing cultural awareness of the ways persecutions, imprisonments and torture during Pinochet's rule have had a ripple effect on Chilean society to this day. The museum pays tribute to the thousands of lives lost between 1973 and 1990 through photographs of victims, video coverage of protesters, and a host of legal documents, letters and artifacts from the late 20th century. According to recent visitors, the majority of the informational displays are written in Spanish. However, there is an audio guide you can download that includes narration in English. You'll have to pay 2,000 Chilean pesos (about $2) to access the audio guide, say recent visitors.

Beckoning an alternative crowd, the Bellavista neighborhood features graffiti-lined streets with restaurants, boutique shops and – more than anything else – late-night dance clubs. Here, you'll find inventive cocktail bars and eclectic eateries next to historic homes and colonial mansions. Spend some time exploring La Chascona – the former home of celebrated poet Pablo Neruda – before scouring the Patio Bellavista shopping area for souvenirs. Also, be sure to continue north to take in the scenery from Santiago's crown jewel: San Cristóbal Hill, a nearly 3,000-foot high hill tucked inside Metropolitan Park.

The vibrant nightlife, leafy parklands and laid-back vibes found in Bellavista make this a popular hangout spot among travelers and locals alike. It is particularly popular with backpackers and budget travelers, who have several character-rich lodging options. According to some recent visitors, the best way to experience the neighborhood is by wandering away from the main drag, Pío Nono, to search for the colorful homes and lavish art found on the side streets.

Outdoor enthusiasts flock to the Andes' jagged peaks and wine lovers explore the Maipo Valley's spectacular vineyards. Meanwhile, art history buffs head to the Chilean Museum of Pre-Columbian Art (Museo Chileno de Arte Precolombino). The museum's permanent collection includes a diverse assemblage of pottery, sculptures and textiles from Mesoamerica, the Amazon, the Caribbean and Central and Southern Andes. Highlights include pieces from the Inca and Aztec empires and Chinchorro mummies, a funerary technique that's 2,000 years older than the Egyptian method. The temporary exhibits, which showcase everything from desert hats to weavings to rock art, are also worth visiting.

Travelers praise the museum for its versatile collection of artifacts and well-designed layout. Many are amazed by the extent and quality of the collection, noting that the museum is well designed. However, a few were disappointed that some of the descriptions are only labeled in Spanish. Others said the text is small and the lighting is dim, which they cited as other potential obstacles for reading the exhibition labels.

La Moneda is the palace of the President of the Republic of Chile, covering an entire city block with flag-filled plazas on either end. Originally the colonial-era mint, it only served that purpose for two decades before being converted to the seat of government it is today. The striking neoclassical building has been the site of many pivotal moments in Chilean history, including military strikes during the 1973 coup, during which the democratically-elected president, Salvador Allende, died by suicide inside.

Most visitors come to the palace today to see what's down beneath it. The subterranean La Moneda Cultural Center (CCLM) is a colossal space holding six galleries of varying sizes dedicated to photography, cultural heritage, design, children's programming, modern art and history. Exhibits change several times throughout the year and include a robust schedule of cultural programming. CCLM also includes the national cinema (which hosts art house film screenings), two cafes and several shops. Recent visitors raved about both the museum store and a gallery-like outpost of Artesanías de Chile, which sells fair-trade Chilean crafts sourced from the Atacama Desert and Patagonia.

U.S. News Insider Tip: Just across the Mapocho River is Santiago's sprawling vegetable market, La Vega Central, where you can try local fruits (like cherimoya), vegetables (like endemic Chiloé potatoes) and nuts (like piñones from the araucaria tree). – Mark Johanson

To get your seafood fix in Santiago, head straight to the Central Market (Mercado Central). Here, you'll find a festive atmosphere and top-grade fish. As you walk past the stalls and stands, you'll come across rarities like the giant abalone loco, prickly sea urchins and fleshy tunicates like piure, among other unconventional offerings. Venture to the center of the market to indulge in local cuisine – like ceviche and seafood empanadas – as you listen to live music. Even if you're not a fan of seafood, the Central Market is worth a visit: You'll find an eclectic assortment of fruits, vegetables and spices here as well. As you eat your way through the stalls, don't forget to admire the surrounding architecture. Set beneath a wrought-iron ceiling raised in 1872, the market impresses as much with its lively ambiance as its setting.

U.S. News Insider Tip: The Andes above Santiago are also an excellent place for a hike, particularly in the shoulder seasons of spring and fall. Most visitors head to the Maipo Canyon where there are several public and private parks. – Mark Johanson

Just above Santiago – and visible on a clear day – are the Tres Valles Ski Resorts, which all lie high in the Andes between 8,000 and 12,000 feet above sea level in the mountain town of Farellones. La Parva is often considered the most exclusive of the resorts here, while El Colorado is more kid-friendly and family-oriented (though its snow park is billed as the best in the Andes). Valle Nevado, meanwhile, offers the largest skiable terrain in South America (more than 2,000 acres) and is a member of several multi-resort passes you can purchase in the U.S. It's also the resort most prepared to receive international visitors with bilingual workers and an English-language website.