We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Book On TripAdvisor Bonus Book your hotel on TripAdvisor — then save 20% on things to do for your trip. Use code BOOKTOSAVE.

The Grand Oak Steakhouse & Bar

Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
10600 Highland Springs Ave, Cherry Valley, CA 92223-5548 (Overland Trail)
11:00 am - 8:00 pm
Open now
All hours
Sun 10:00 am - 2:00 pm
Tue 11:00 am - 3:00 pm
Wed - Sat 11:00 am - 8:00 pm
More Info
Add Photo Write a Review

63 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Showing 63: English reviews
Level Contributor
23 reviews
13 restaurant reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

We have dined several times at the Grand Oak Steakhouse main dining room and Bistro/Bar area. For lunch in the Bistro/Bar, we have had the delicious Portobello Burger with Rosemary-Garlic Fries, yum. As well as the Grand Oak Burger and Farmer's Salad-mixed greens and shaved seasonal vegetables, tasty. In the spacious dining room for dinner we ordered several starters, Pan-seared... More 

Thank 1TaylorFamily
Rancho Mirage, California
Level Contributor
109 reviews
79 restaurant reviews
common_n_restaurant_reviews_1bd8 39 helpful votes
5 of 5 stars Reviewed 1 week ago via mobile

Love this place. They are trying to be sustainable and I really appreciate this in our area!! The food was great and the service was outstanding. Paul was a quiet presence during our meal just like a professional server should be. Bravo!

Thank April E
Rancho Mirage, California
2 reviews
5 of 5 stars Reviewed June 22, 2016

First time to experience their lunch (instead of dinner). Entrees not as extensive as on the dinner menu, but our choices were both delicious. Special kudos to the bartender who created a delicious and refreshing cocktail of watermelon juice, tequila and lime with muddled basil and mint---that's right. it included basil. It was wonderful. Wished I didn't have to drive... More 

Thank Martha A
Beaumont, California
Level Contributor
10 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed June 21, 2016

The steaks are great and the bartenders are a lot of fun. The food is super fresh and you can definitely taste the quality

Thank kbjorkii
So California
Level Contributor
11 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed June 11, 2016 via mobile

This has been our go to place for our annual New Years Brunch with family and friends for the last few years. The atmosphere is relaxing and the food is fresh with most of it grown onsite. The food range is nice, from bagels and lox to prime rib. With a nice variety of desserts to finish things off. Coffee,... More 

Thank vinnie_86
Bristol, Connecticut
2 reviews
5 of 5 stars Reviewed June 8, 2016 via mobile

Ordered prime rib rare and it was just as I anticipated. For grass fed beef, it was tender and very flavorful. A glass of wine was included with the order. We shared a creme brûlée to complete the evening. The service was great and it was a very relaxing evening.

Thank SJ B
Palm Springs, California
Level Contributor
8 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
4 of 5 stars Reviewed May 22, 2016

Went there for an advertised dinner. Everything about it was amazing! The table bread, to the lavender lemonade (best i've ever had), to the wonderful piano accompaniment. We did have a NY Steak that was slightly overcooked, but the manager quickly corrected that and had another one cooked according to our liking. I didn't know the NY Steak was that... More 

Thank richiejc24
Yucaipa, California
Level Contributor
43 reviews
35 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed May 9, 2016 via mobile

This place is beautiful with history to boot. The Grand Oak is everything you want in a restaurant. The food & service are exceptional. You definitely get what you pay for. Check out the Grand Oak Tree on the property, awesome in the evening. There is wonderful ambiance at dinner time with the piano playing in the background. From family... More 

Thank Michelle B
Palm Springs, California
Level Contributor
98 reviews
55 restaurant reviews
common_n_restaurant_reviews_1bd8 253 helpful votes
4 of 5 stars Reviewed April 25, 2016

This place offers both a bistro and a formal dining option in a romantic getaway spot that has atmosphere plus.. Evenings the bar has entertainment, Nightly specials from burgers to prime rib.... All in a Spanish style hacienda in the foothills of the mountains yet only 5 min off interstate 10.... You want class and a romantic atmosphere.... come here....

Thank hawaiidan
Los Angeles, California
Level Contributor
163 reviews
107 restaurant reviews
common_n_restaurant_reviews_1bd8 60 helpful votes
3 of 5 stars Reviewed March 1, 2016

This is a nice venue, friendly wait staff, promising menu, but I was frankly a little disappointed with the salad, which seemed a typical bagged lettuce, not farm fresh, and the Cauliflower 3 Ways was okay, but still...meh. My husband was happier with his small steak, so even though we can't complain exactly, the expectations for something local and fresh... More 

Thank Ann T

Travelers who viewed The Grand Oak Steakhouse & Bar also viewed


Been to The Grand Oak Steakhouse & Bar? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing
Improve this listing

Restaurant Details

Rating summary
  • Food
    4.5 of 5 stars
    4.5 of 5 stars
  • Value
    4 of 5 stars
    4.5 of 5 stars
Average prices
$30 - $32
American, Steakhouse, European, Healthy
Breakfast, Lunch, Dinner
Restaurant features
Reservations, Seating, Waitstaff, Serves Alcohol
Dining Style
Fine Dining
Good for
Romantic, Special occasions, Large groups, Local cuisine, Business meetings, Families with children
Open Hours
10:00 am - 2:00 pm
11:00 am - 3:00 pm
11:00 am - 8:00 pm
11:00 am - 8:00 pm
11:00 am - 8:00 pm
11:00 am - 8:00 pm
Location and Contact Information
  • Address: 10600 Highland Springs Ave, Cherry Valley, CA 92223-5548
    (Overland Trail)
  • Location: United States  >  California (CA)  >  Cherry Valley
  • Phone Number: 951-845-1151
It's on the grounds of the Highland Springs Resort.

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of The Grand Oak Steakhouse & Bar and other visitors
1 question
Ask a question
Questions? Get answers from The Grand Oak Steakhouse & Bar staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?