Best Historic Restaurants in Hillsdale

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseMexicanPizzeriaTapas / Small Plates

Regions

San Jose / Silicon Valley

Areas

CampbellHillsdaleLos GatosSan Jose

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for fine wines

Dining Options

All dining options

Delivery only

Takeaway only

Seating Options

BarStandardHigh TopOutdoor

Accessibility

Gender-neutral restroomWheelchair access

10 restaurants available nearby

1. palm & ember

3.3

Good(2)

$$$$Price: Moderate

• American • Hillsdale

Booked 1 time today

Palm & Ember Restaurant located in The Hayes Mansion, Curio Collection by Hilton™, offers delicious, California-inspired cuisine and cocktails. Whatever your taste, you’re sure to find the delicious flavors and seasonal fare you’re looking for when you dine with us.Palm & Ember serves fresh California cuisine made from locally sourced ingredients. Guests can enjoy a diverse and delicious menu in our spacious indoor dining area or savor a handcrafted cocktail out on the deck – all overlooking our historic grounds.

2. Grand View

4.6

Exceptional(2021)

$$$$Price: Expensive

• Steakhouse • San Jose

Booked 23 times today

The Mt. Hamilton Grand View is a classic restaurant in a breathtaking location, with plenty of outdoor dining, overlooking the exquisite Santa Clara Valley. The memory of a great meal and our sunset views will stay with you long after your table’s been cleared.

A photo of Il Fornaio - San Jose restaurant

3. Il Fornaio - San Jose

4.3

Awesome(4191)

$$$$Price: Moderate

• Italian • San Jose

Booked 23 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.

4. Second Story

4.9

Exceptional(5)

$$$$Price: Moderate

• Cocktail Bar • Los Gatos

Booked 4 times today

In the heart of Los Gatos, Second Story is a modern cocktail lounge with a rich history of unforgettable moments. Reservations are welcomed for parties of six or more. Parties of five or less are welcomed on a first-come, first-serve basis. We also have two bar areas with open seating and standing room. Please call our host if you have any questions or need any assistance. We look forward to seeing you at Second Story!

5. Olla Cocina

4.1

Excellent(342)

$$$$Price: Moderate

• Mexican • San Jose

Booked 13 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.

A photo of Orchestria Palm Court restaurant

6. Orchestria Palm Court

4.6

Exceptional(465)

$$$$Price: Expensive

• Contemporary American • San Jose

Booked 1 time 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!

7. The Club On Post

4.8

Exceptional(39)

$$$$Price: Moderate

• Californian • San Jose

Booked 8 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.

8. San Pedro Social

3.2

Good(13)

$$$$Price: Moderate

• American • San Jose

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

9. The Vesper

4.6

Exceptional(82)

$$$$Price: Moderate

• Bar / Lounge / Bottle Service • Campbell

Booked 4 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 Sushi Confidential - San Jose restaurant

10. Sushi Confidential - San Jose

4.1

Excellent(6)

$$$$Price: Moderate

• Sushi • San Jose

Booked 1 time 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!

See what locals rave about

From verified diners like you

J
Jose
San Francisco Bay Area •2 reviews
5.0
Dined 2 days ago
The food was amazing! I also love the latin music they were playing from various artists! Drinks were also 10/10. Much recommended.
More info
Olla CocinaPrice: Moderate• Mexican• San Jose
•
4.1
S
Siaosi
Hawaii •1 review
5.0
Dined 2 days ago
The food was fantastic and the service was really perfect
More info
Il Fornaio - San JosePrice: Moderate• Italian• San Jose
•
4.3
M
Melissa
San Francisco Bay Area •2 reviews
5.0
Dined on 4 Feb 2025
Fantastic experience at Grandview for my husband's birthday celebration. Very attentive service and the food was outstanding. It was a chilly windy evening so we sat inside but we were still able to enjoy the view. We started off with the calamari- cooked perfectly, we then each had a salad- the Caesar Salad and the GV Tres Colori- both were beautiful and tasty. My husband ordered the Lobster Carbonaro and I had the wild Salmone Grandview, we were both very happy with our entrées. Highly recommend!
More info
Grand ViewPrice: Expensive• Steakhouse• San Jose
•
4.6
V
Valerie
San Francisco Bay Area •1 review
5.0
Dined on 4 Jan 2025
Great overall experience. Good vibes, music and cocktails. We didn’t have dinner there, but I couldn’t bypass the food review option.
More info
Second StoryPrice: Moderate• Cocktail Bar• Los Gatos
•
4.9

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