The Coolest Neighborhoods In San Diego

The Coolest Neighborhoods in San Diego

Hillcrest is one of San Diegos many hipster neighborhoods, and the site of the citys annual Pride parade
Hillcrest is one of San Diego's many hipster neighborhoods, and the site of the city's annual Pride parade | © Barry Winiker / The Image Bank / Getty Images
Juliet Bennett Rylah

San Diego, the second largest city in California, is a diverse place. Want a beachside party? Try Pacific Beach. Want to keep the beach but ditch the party? Try the calmer yet no less beautiful La Jolla. Or head further inland to the hipster shops and restaurants of North Park, or swing by Hillcrest, San Diego’s most LGBTQ-friendly neighborhood. Here’s our pick of the best.

Little Italy


Once a fishing village, Little Italy is now a downtown San Diego neighborhood known for its many excellent restaurants and shops, as well as a bustling farmers’ market, appropriately called the Mercato, open every Saturday from 8am to 2pm. The area also hosts several cultural festivals, including the Sicilian Festival, Taste of Little Italy, Little Italy Festa, and a spring ArtWalk.

North Park


Once intended as a lemon grove and recently pegged as a hipster neighborhood, North Park is home to art galleries, craft beer, cocktail lounges, modern restaurants, and trendy shops. Every second Saturday, the area hosts Ray at Night, an evening art walk from 6pm to 10 pm, where guests can visit over a dozen galleries as well as enjoy outdoor performances. Beer lovers should note that North Park is also home to a tasting room for the popular brewery, Modern Times.

Barrio Logan

Barrio Logan sits under the San Diego-Coronado Bridge. In addition to its several art galleries, it’s also home to Chicano Park, which features the biggest collection of Chicano murals in the world. Though there’s usually a line, a visit to Las Cuatro Milpas for authentic Mexican fare is a must. You can follow it up with a beer at Border X Brewing, a Mexican craft brewery that makes a horchata golden stout.

Gaslamp Quarter


Visitors to this 16.5-block neighborhood will note its architecture, as the area has nearly 100 buildings, some dating back to the 1800s. The oldest is the William Heath Davis House, built in 1850, which is now a museum. Today, this neighborhood is a highly walkable nightlife district crammed with bars, restaurants, shops, clubs, playhouses, and venues. It’s also quite near another cool neighborhood, the East Village, where the San Diego Padres play at Petco Park.

Old Town San Diego

Old Town touts itself as the birthplace of California, as it was the state’s first settlement – a Spanish settlement built in 1769, though, of course, there were people already here by the time the Spanish first became aware of the area in the 1500s. The neighborhood is anchored by Old Town San Diego State Historic Park, where you can find museums, historic buildings, and exhibits on the history of the region. The area also contains a collection of Victorian homes known as Heritage Park, as well as the supposedly haunted Whaley House. Several restaurants sit in Old Town, including Cafe Coyote, where the tortillas are hand-made, and Barra Barra Saloon, home of the best (so they say) $6 margarita in town.

Hillcrest


Hillcrest is San Diego’s most LGBTQ-friendly neighborhood and the site of the city’s annual Pride parade since its inception in the 1970s. You can enjoy one of the many restaurants here, including Bread & Cie bakery, Mexican restaurant Lalo’s, Snooze for brunch, and the ever-vibrant, gay burger joint, Urban Mo’s. There are several wine bars in the area too. Balboa Park, home to the California Tower and the San Diego Zoo, sits to the south of the neighborhood.

Pacific Beach


Tucked between Mission Beach and La Jolla is Pacific Beach, a youthful oceanside neighborhood characterized by spectacular coastline and a buzzing nightlife scene, particularly along Garnet Avenue. This neighborhood is home to the Crystal Pier Hotel, which takes the form of several charming bungalows dating back to the 1930s, on the pier.

La Jolla


La Jolla sits along the coast, north of Pacific Beach. You will likely want to spend a considerable amount of your time outside, enjoying the gorgeous weather. You can hit the beach, explore sea caves via kayak, rent bikes and ride them along the coast, or go whale watching. Make sure you also swing by the Museum of Contemporary Art San Diego, located in the former home of journalist Ellen Browning Scripps.
Did you know – Culture Trip now does bookable, small-group trips? Pick from authentic, immersive Epic Trips, compact and action-packed Mini Trips and sparkling, expansive Sailing Trips.

landscape with balloons floating in the air

KEEN TO EXPLORE THE WORLD?

Connect with like-minded people on our premium trips curated by local insiders and with care for the world

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.

Winter Sale Offers on Our Trips

Incredible Savings

X
Edit article