Santana Row Muscle Car Road Trip in San Jose

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
 

San Pedro Square Market
San Pedro Square Market entrance


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

 

Life Abundant Mural San Jose Road Trip
Life Abundant Mural

 

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

 

Winchester Mystery House San Jose Road Trips
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