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Best Historic Restaurants in Los Gatos

Discover the best restaurants in Los Gatos

Explore must-try spots, new openings, and hidden gems.

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11 restaurants available nearby

How are Featured results ranked

A photo of Second Story restaurant
1. Second Story
4.4
Awesome(17)
Price: Moderate
• Cocktail Bar • Los Gatos
Booked 8 times today
In the heart of Los Gatos, Second Story is a modern cocktail lounge with a rich history of unforgettable moments. Reservations and walk-ins are welcomed on a nightly basis for all party sizes. We kindly ask guests to observe our table time limits if there is another reservation waiting, in an effort to accommodate all guests in a timely manner. Bar stools and high-top seating areas are available on a first-come, first-served basis. Please call our host if you have any questions or need any assistance. We look forward to seeing you at Second Story!
A photo of lelé kitchen restaurant
2. lelé kitchen
4.9
Exceptional(74)
Price: Very Expensive
• Californian • Los Gatos
Booked 5 times today
Lele Kitchen is a continuation of Lena Leskina’s beloved bakery and cafe, now expanding into upscale dining with a California farm-to-table and Eastern European twist. Chef Ulad Skoblia curates a menu that celebrates bold Slavic flavors — caviar, smoked fish, dill, and root vegetables — infused with California’s seasonal ingredients.Nestled near the scenic Santa Cruz Mountains, our location inspires both our seasonal cuisine and wines. Advanced Sommelier Fedar Kamkou guides the wine program, highlighting Californian winemakers to pair perfectly with each dish. Our casual upscale atmosphere blends classy sophistication with a relaxed vibe, perfect for any occasion — whether it's a cozy dinner with friends or a special family night out. And yes, we’re kid-friendly, with special touches like a small children’s menu.Whether you’re savoring oysters, clay pot-roasted rabbit, or treating yourself to our dessert at Lele Kitchen, you’ll experience the best of creative, chef-driven cuisine.
A photo of The Vesper restaurant
3. The Vesper
4.7
Exceptional(85)
Price: Moderate
• Bar / Lounge / Bottle Service • Campbell
Booked 8 times today
The Vesper is an American craft cocktail bar focused on artisan cocktails and delicious food. We are located in Downtown Campbell, just around the corner from the historic Campbell Water Tower. Multi level dining room, with seating on the patio and inside. Private events for up to 150 people, and small get togethers cool for walk-ins.
A photo of Il Fornaio - San Jose restaurant
4. Il Fornaio - San Jose
4.3
Awesome(4204)
Price: Moderate
• Italian • San Jose
Booked 42 times today
Il Fornaio means 'The Baker' in Italian. This award-winning restaurant offers an authentic and unique dining experience. Specialties include wood-fired rotisserie and grilled meats, poultry and game; housemade pastas; pizzas from an oak wood burning oven; fresh salads and housemade soups; a wide variety of desserts; and fresh baked bread made daily from scratch. Repeat winner of the Wine Spectator Award of Excellence.
A photo of The Pressroom restaurant
5. The Pressroom
new
4.5
Awesome(47)
Price: Moderate
• Californian • San Jose
Booked 69 times today
The Pressroom is set to open in the historic Lyndon Building at 189 West Santa Clara Street, downtown San Jose. This iconic location, once home to the San Jose Mercury News, merges the building’s rich journalistic past with a modern dining experience. The Pressroom promises to be a culinary landmark in the heart of San Pedro Square, blending historical significance with innovative dining.
A photo of Orchestria Palm Court restaurant
6. Orchestria Palm Court
4.7
Exceptional(467)
Price: Expensive
• Contemporary American • San Jose
Booked 5 times today
Our player pianos make us unique! But our food makes us special. We feature rich European-influenced American dishes using things like:- Eggs from vegetarian-fed free-range chickens, high in healthy Omega 3 fatty acids- White whole wheat flour, a variety naturally high in fiber yet light enough for pastry- Vegetables from local farms that are certified organic growers- Butter, milk, and ice cream from grass-fed cattle, another Omega 3 source.Our food is not low-fat or low-calorie, but its ingredients are healthful. The meal will leave you feeling reinvigorated, not weighed down!
A photo of Olla Cocina restaurant
7. Olla Cocina
4.2
Awesome(352)
Price: Moderate
• Mexican • San Jose
Booked 6 times today
Olla is a casual Mexican dining experience that serves quality Mexican food and cocktails with efficiency and flair. Situated on the Historic San Pedro Square in Downtown San Jose, Olla features house-made tortillas and tamales, delicious tacos and enchiladas with fresh seafood and locally sourced meats and vegetables. Our bright and airy dining room opens to our street-front patio with plenty of outdoor seating. Olla offers a fast-fine model of service which ensures swift ordering and attentive, warm hospitality.
A photo of The Club On Post restaurant
8. The Club On Post
4.9
Exceptional(48)
Price: Moderate
• Californian • San Jose
Booked 4 times today
Introducing The Club on Post, a culinary gem nestled in the historic district of San Jose. Led by the visionary Chef Antonio, our restaurant embodies the vibrant spirit of downtown, situated amidst iconic landmarks like the San Jose Center for the Performing Arts, California Theatre, San Jose Improv and SAP Center. With a prime location near major hotels and Cesar Chavez Plaza, we offer a haven for locals and visitors alike.At The Club on Post, indulge in our culinary masterpiece, the signature Club Wagyu Burger, a testament to Chef Antonio's culinary prowess. Pair it with our renowned espresso martini, hailed as the best in San Jose, for an unforgettable dining experience. Step into our laid-back yet chic atmosphere, adorned with welcoming Roman plaster walls, where every visit feels like a journey into culinary excellence and relaxation. Experience the essence of San Jose's dining scene at The Club on Post.
A photo of San Pedro Social restaurant
9. San Pedro Social
3.3
Good(13)
Price: Moderate
• American • San Jose
Booked 2 times today
San Pedro Social brings games, food, drinks, entertainment and fun to the heart of historic Downtown San José. We offer a choice of bowling, arcade games, pinball, pool, skee-ball, shuffleboard, hoops, karaoke, DJs, and streamed sports. Join us for your next celebration or company gathering for groups of all sizes. Together, We Are Social. https://sanpedrosocial.com/san-jose-san-pedro-social-amenities
A photo of Sushi Confidential - San Jose restaurant
10. Sushi Confidential - San Jose
4.2
Awesome(8)
Price: Moderate
• Sushi • San Jose
Booked 2 times today
Sushi Confidential (San Jose) is located in the heart of historic San Pedro Square in downtown San Jose, just minutes away from the SAP Center (The Shark Tank). A bright, contemporary atmosphere, along with award-winning food, makes this a go-to place for San Jose locals, visitors, and celebrities alike. Sushi Confidential success started in downtown Campbell in 2012 which grew out of "Sushi Randy's" vision to bring fun and flair into the sushi dining experience.Sushi Confidential (San Jose) has a contemporary atmosphere in the main dining room and a lively inside bar. A huge, trendy patio space on the San Pedro side of the property features an outside bar, along with lounge seating with fire pits. Come check it out!

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