Portola Valley is a small, affluent town nestled in the Santa Cruz Mountains of the San Francisco Bay Area. It is known for its rural beauty and friendly people who welcome visitors to explore its winding trails, quaint shops, and vibrant downtown. Portola Valley also offers a variety of activities for those looking for a first date, from romantic walks in the park to cultural excursions to modern dining establishments.
1. Portola Valley Parks and Places for a Walk on a First Date
Portola Valley has over 35 miles of trails, perfect for a romantic, leisurely walk with your date. Start at Portola Valley Town Center and explore along the trails, taking in the beauty of the redwood and bay forests, as well as the community’s many meadows. If you’re up for a longer walk, take the hiking trail up to Windy Hill Open Space Preserve, where you can admire the scenic views of the entire Bay Area.
2. Places for a Coffee Date in Portola Valley
Portola Valley has several spots for an enjoyable and laidback coffee date. Café Borrone is an ideal location for conversation, with cozy booths and a variety of savory pastries and espresso drinks. For a more intimate setting, try Ladera Coffee Café, where you and your date can chat and sip cappuccinos before heading out.
3. Portola Valley Galleries, Museums and Exhibitions to Visit on a Date
Portola Valley is home to several galleries and exhibitions, sure to spark conversation and give you and your date something to talk about. Visit the San Mateo County History Museum, which features a range of exhibits, from local American Indian artifacts to contemporary photography and art. The Art in the Park exhibition, usually held in July and August, is another great place to explore, with a variety of sculptures, paintings, and installations by local artists on display.
4. Live Music and Entertainment to Invite Your Date to in Portola Valley
Portola Valley’s live music and entertainment venues make for a fun date night. Reserve a table at the Tri Valley Conservatory Performing Arts Center, and catch a live show, from classical music to jazz, rock, and folk. Or check out the Portola Valley Playhouse, where you and your date can enjoy a film or live performance.
5. Portola Valley Pubs, Bars or Restaurants for a First Date Drink or Food
When it comes to food, Portola Valley has plenty of options for a first date. Sam’s Chowder House is a popular spot, with a menu featuring seafood-centric dishes, such as fish tacos, clam chowder, and grilled fish. Or head to the The Alpine Inn, a rustic beer garden that offers a variety of craft beers, bar snacks, and comfort foods.
6. Other Date Ideas to Try in Portola Valley
For a date with a bit of a twist, try a night of stargazing at the Foothills Observatory. Take a tour of the observatory and its interactive exhibits, then head outside to admire the night sky through its powerful telescope. If you’re feeling brave, sign up for a night of ghost hunting in one of Portola Valley’s haunted sites. Check out the outdoor disc golf course at Miramontes Point, or take a day trip to nearby Hidden Villa, a working farm, historic site, and nature preserve.
