Pit Stops to Make When You're Road Tripping Through San Jose
The best road trips aren’t just about the destination. They’re about the memorable stops along the way. The next time you drive through California or embark on a cross-country road trip, don’t just pass through San Jose. Make it a destination on your journey.
Whether you’re looking for a dose of history, a sense of adventure, or a global culinary experience, these are some San Jose pit stops to add to your road trip.
Downtown
San Pedro Square Market
For a road trip stop that has a little bit of everything, San Pedro Square Market is a must. With a mix of mouthwatering eats, craft drinks, and live entertainment, it’s the perfect place to take a break and refuel. History lovers can also explore two iconic landmarks — the Gonzales/Peralta Adobe, the oldest building in San Jose dating back to 1797, and the Fallon House, once home to former San Jose mayor Thomas Fallon. Whether you’re here for the food, the music, or a dose of history, this lively spot is a win for every traveler.
The Tech Interactive
Looking to make learning part of your road trip adventure? Head to The Tech Interactive. This world class science and technology center is home to the largest IMAX Dome Theater on the West Coast. With over 130,000 square feet of hand-on activities, interactive exhibits and immersive experiences, The Tech is a stop everyone on your trip will enjoy.
Downtown Mural Walk
If you want to get a feel for the culture and community of San Jose look up at the city’s walls. There are colorful murals to be found along Downtown. Stretch your legs and take a mural walk. With the help of on-profit organizations like Local Color, whose mission is to build equitable pathways for creatives thrive, talented artists are able to transform streets and alleyways into vibrant works of art that showcase the city’s rich cultural diversity.
10th Street Distillery
As San Jose’s first and only single malt whisky distillery, 10th Street Distillery is a unique stop to add to your road trip itinerary. Book a tasting and tour to experience international award-winning whiskeys that highlight the best of the Bay Area.
West San Jose
Winchester Mystery House
If you’re looking for a bit of a spook to make your road trip unforgettable, make a stop at the Winchester Mystery House. The mysterious, labyrinth-like mansion was once the home of Sarah Winchester, the widow of gun mogul William Winchester. Inside you’ll find numerous rooms, hallways, stairwells and doors leading to nowhere, possibly to confuse the spirits of the Winchester rifle’s victims.
Falafel’s Drive-In
It wouldn’t be a road trip stop in San Jose without grabbing a bite at Falafel’s Drive-In. Featured on the Food Network Show “Diners, Drive-Ins, and Dives.” This drive-in offers delectable falafels as well as classic drive-in food like cheeseburgers and onion rings, and other options like a mouthwatering burrito.
Santana Row
Santana Row
Need a road trip stop that has it all? Santana Row is your go-to for shopping, dining, and even some R&R. Stroll through stylish boutiques, grab a bite at one of the many top-notch restaurants, or treat yourself to a stay at the chic Hotel Valencia. Whether you’re refueling with a gourmet meal or just soaking in the lively atmosphere, Santana Row is the perfect place to pause before you hit the road again.
Alviso
Alviso Marina County Park
Alviso Marina County Park
If you’re ready to be off the road and want to get outdoors, make a stop at Alviso Marina County Park. Bordering the Don Edwards San Francisco Bay National Wildlife Refuge, the park offers beautiful views of the Bay Area and a chance to explore unique salt ponds. Whether you want to hike, bike, walk along the park’s trails, or get into the water for some fishing and boating, there are plenty of options for the whole family.
Rosita’s De Basilio Deli & Market
If you’ve been on the road for a while and are looking for a hearty, home-style meal, head to Rosita’s De Basilio Deli and Market. With a menu that features Mexican favorites like chile verde, mole, fajitas, enchiladas and crispy carnitas, you’ll want to bring your appetite. *Note: This business is cash only.
Topgolf
Take your golf game to another level and make a stop at Topgolf San Jose. This high-tech driving range offers three floors of climate-controlled hitting bays, as well as a sports bar and restaurant. Practice your swing and take aim at the giant outfield targets while playing a variety of fun and competitive golf games.
New Almaden
The Quicksilver Mining Museum
Transport back in time to California’s Gold Rush and make a stop in New Almaden – home to California's first mining operation. Just over 10 miles South of Downtown San Jose, the New Quicksilver Mining Museum, located inside the historic Casa Grande, showcases the region’s rich mining history and the important role mercury (also known as quicksilver) played in California’s Gold Rush. You can also visit the historic Carson House, which was the mining museum’s previous home.
Alamitos Vineyards
If wine is in the cards for your road trip, stop by San Jose’s only vineyard winery, Alamitos Vineyards. Nestled within the hills of New Almaden, you can enjoy a glass of award-winning, sustainably produced wines while taking in views of San Jose’s countryside. Alamitos wines carry Silicon Valley’s innovative spirit while building on a family legacy of creating small-batch wines that embody the artistry of old-world techniques.
La Forêt
If you’re looking for a romantic stop or a well-earned indulgence on your road trip, make a stop at La Forêt. This fine-dining gem offers an unforgettable culinary experience. Whether you’re ordering off their dinner menu or taking it up a notch with their tasting menus and wine pairings, La Forêt’s history and hospitality make it a bucket list worthy restaurant in San Jose.
Little Saigon
History Park
Step back in time at History Park. Perfect for families and history buffs alike, this open-air museum offers a glimpse into the city’s rich heritage with over 30 historic and reproduction buildings, running trolleys, an old fashioned candy shop and interactive exhibits. It’s a fun and educational stop that feels like a mini time-travel adventure!
Grand Century Mall & Vietnam Town
San Jose is home to the largest Vietnamese population outside of Vietnam, making Grand Century Mall and Vietnam Town the perfect stops if you’re looking for an international immersion without leaving the country. The two shopping centers are located next to each other and offer a hub of authentic eats, unique shopping, and cultural experiences. Whether you’re a foodie or just love discovering new flavors, this spot is a delicious detour worth taking.
Mount Hamilton
Lick Observatory
For a road trip stop that’s truly out of this world, head up to Lick Observatory on Mount Hamilton. The scenic drive is an adventure itself, with winding roads and breathtaking views of San Jose and Silicon Valley. Once you arrive, explore the state-of-the-art research facility that is home to giant, historic telescopes. Depending on when you visit, you can also catch musical performances, lectures and other special events.
The Grandview Restaurant
If you’re making the journey up to Lick Observatory, be sure to add a scenic sunset dinner to your itinerary as well. Just down the road, The Grandview Restaurant offers an elegant yet cozy atmosphere, surrounded by a backdrop of city lights and a stunning sunset. Their menu features mouthwatering steaks, fresh seafood and handcrafted cocktails. Whether you’re celebrating a special occasion or just toasting to a great trip, The Grandview is the perfect place to soak it all in.
Make San Jose part of your road trip
San Jose is more than just a stop along the way. It’s a destination full of history, culture, and unique experiences that make any road trip unforgettable. Book your San Jose stay and experience all that the city has to offer the next time you’re cruising through California.
