Things to Do in Los Gatos, CA

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Most people I talk to know about Silicon Valley. But what you may not know is that Los Gatos, tucked at the base of the Santa Cruz Mountains, offers a stylish small-town retreat with boutique charm, scenic trails, and a laid-back vibe that blends wine country ease with tech-world edge.

I recently visited for a weekend and was blown away by the blend of upscale boutiques, local wine tasting, and peaceful trails. Whether you’re on a romantic getaway or just want a taste of California elegance without the crowds, Los Gatos delivers.

Los Gatos, CA Highlights (What I Recommend):

For Nature Lovers: Hike or paddle at Vasona Lake County Park – Rent a kayak, bring a picnic, or walk the lakeside trail with incredible views right in town.
For Wine Enthusiasts: Do the Los Gatos Wine Walk – I loved sampling boutique wines at Testarossa Winery and tasting rooms sprinkled downtown. No car needed!
For Shoppers: Wander downtown Los Gatos – Find everything from high-end fashion and vintage décor to local chocolate and stylish cafes. It’s compact, beautiful, and so fun to explore.
For Couples: Bike the Los Gatos Creek Trail – One of my favorite ways to unwind—shaded paths, mountain views, and peaceful moments, whether you bike or stroll.
For Families: Visit Oak Meadow Park – Ride the vintage carousel and Billy Jones Wildcat Railroad, then relax in the shade while the kids play. It’s nostalgic and sweet.

Best Time to Visit Los Gatos, CA

My favorite time is spring and fall (April–June, September–October). The weather is just right for sitting on a winery patio or hiking without breaking a sweat. Summer brings fun outdoor events but can get a little warm. Winter is totally doable too—mild, quiet, and cozy in town.

How to Get to Los Gatos, CA

By Car: Take CA-17 or CA-85—it’s about 15 minutes from downtown San Jose and just under an hour from San Francisco if traffic’s kind.
By Air: San Jose International Airport (SJC) is closest and super convenient—about a 20–25 minute drive to town.
By Transit: You can hop on Caltrain to San Jose, then take a short VTA bus or rideshare into Los Gatos.

Where to Stay in Los Gatos, CA (Top Picks):

For Couples: Hotel Los Gatos – This place is gorgeous—Mediterranean touches, lush landscaping, spa, and literally steps from wine bars and dinner spots.
For a Boutique Feel: Toll House Hotel – Modern with cozy touches, fireplaces in some rooms, and a great view of the hills. Very central too.
For Business or Convenience: Best Western The Inn of Los Gatos – Clean, quiet, and a great value with easy access to highways and Silicon Valley offices.