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Best Historic Restaurants in Los Gatos

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12 restaurants available nearby

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A photo of Second Story restaurant
1. Second Story
4.5
Awesome(19)
Price: Moderate
• Cocktail Bar • Los Gatos
Booked 9 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 Gardenia Los Gatos restaurant
2. Gardenia Los Gatos
4.1
Excellent(72)
Price: Expensive
• Contemporary French • Los Gatos
Booked 19 times today
New dinner schedule: Tuesday to Sunday from 5pm to 9pm. HH schedule: Tuesday to Sunday 3:30pm to 5:30pm. Brunch schedule: Tuesday to Friday from 10:30am to 2:30pm, Saturday and Sunday from 9:30am to 2:30pm. New spring and summer brunch and dinner menu started on May 20th. Live music Fri & Sat. Nestled in a historic Victorian building in the heart of vibrant downtown Los Gatos, we offer brunch, dinner, and a lively happy hour, featuring a distinctive French-Asian fusion menu with a good local twist. Open seven days a week, Gardenia also serves as a welcoming coffee house, with beans sourced from around the world. In addition, we’re a popular venue for private events, known for our inviting atmosphere and exceptional service.Gardenia offers a unique seating experience, with traditional restaurant tables available both indoors and outdoors. For a more relaxed setting, we also provide comfortable couches in both areas—perfect for enjoying a cup of coffee or a glass of wine.
A photo of Bella Saratoga restaurant
3. Bella Saratoga
4.7
Exceptional(2214)
Price: Moderate
• Italian • Saratoga
Booked 7 times today
We are open for patio dining or pick up! You can order and pay through our website for pick up, or get delivery through DOORDASH, GRUBHUB and UBER EATS! Thank You for your support! Bella Saratoga! About our Restaurant. A romantic Victorian house with intimate indoor and outdoor dining in the heart of Saratoga Village. We feature bountiful portions of award winning pastas, the freshest fish, filet mignon, thin crust pizzas, and homemade deserts with fine wines and cocktails. Stop by for Lunch or weekend Brunch on the way to the Santa Cruz mountains or for dinner before the shows at Villa Montalvo, the Mountain Winery, or the Flint Center. Saratoga, the center of arts and culture, is conveniently located off Highway 85.
A photo of The Vesper restaurant
4. The Vesper
4.7
Exceptional(85)
Price: Moderate
• Bar / Lounge / Bottle Service • Campbell
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 The Pressroom restaurant
5. The Pressroom
4.3
Awesome(97)
Price: Moderate
• Californian • San Jose
Booked 41 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 Il Fornaio - San Jose restaurant
6. Il Fornaio - San Jose
4.4
Awesome(4206)
Price: Moderate
• Italian • San Jose
Booked 18 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 Orchestria Palm Court restaurant
7. Orchestria Palm Court
4.7
Exceptional(468)
Price: Expensive
• Contemporary American • San Jose
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
8. Olla Cocina
4.2
Awesome(356)
Price: Moderate
• Mexican • San Jose
Booked 7 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
9. The Club On Post
4.9
Exceptional(51)
Price: Moderate
• Californian • San Jose
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
10. San Pedro Social
3.3
Good(13)
Price: Moderate
• American • San Jose
Booked 1 time 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

See what locals rave about

From verified diners like you
From verified diners like you
  • AnkitaVIP
    San Francisco Bay Area •7 reviews
    4.0
    Dined 2 days ago
    Very pretty decor, drinks were good but not phenomenal. Could have been better for the prices.
    More info
    Second StoryPrice: Moderate• Cocktail Bar• Los Gatos
    •
    4.5
  • Jennifer
    Utah •17 reviews
    5.0
    Dined 4 days ago
    Our server took the time to give helpful drink and dinner suggestions. Out table ordered the short rib beef bourguignon, burgers and salmon. Everything was delicious!!
    More info
    The PressroomPrice: Moderate• Californian• San Jose
    •
    4.3
  • ScottVIP
    San Francisco Bay Area •14 reviews
    5.0
    Dined 7 days ago
    Loved our lunch and sitting on their beautiful terrace.
    More info
    Bella SaratogaPrice: Moderate• Italian• Saratoga
    •
    4.7
  • VinieVIP
    San Francisco Bay Area •2 reviews
    5.0
    Dined on 23 May 2025
    Gardenia is my go-to spot for a special meal or just hanging out with friends. The menu is innovative and just right amount of choices so everyone can get what they want and not be overwhelmed. Service was friendly and the freshly decorated old beautiful house has so much characters. I love the Wagyu beef brisket french dip and biscuit and gravy. The lobster bisque was more of a tomato base rather than cream, it's extremely flavorful without the heaviness. I find myself craving it from time to time. The place changes menu seasonally and always use the fresh high quality ingredients. I am so grateful as a Los Gatos resident to have this addition to our downtown dining scene.
    More info
    Gardenia Los GatosPrice: Expensive• Contemporary French• Los Gatos
    •
    4.1
  • Matsuko
    San Francisco Bay Area •1 review
    5.0
    Dined on 16 Apr 2025
    They made our anniversary such a special one, so grateful truly!
    More info
    The VesperPrice: Moderate• Bar / Lounge / Bottle Service• Campbell
    •
    4.7

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