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The Gambling Cowboy

Certificate of Excellence
$$ - $$$
American, Steakhouse, Bar, Pub
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42072 5th St Ste 303, Temecula, CA 92590-2728 (Front Street)
+1 951-699-2895
Sun 09:00 - 21:00
Tue - Thu 11:00 - 21:00
Fri 11:00 - 22:30
Sat 09:00 - 22:30
More Info
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255 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 255: English reviews
Los Angeles, California
Level Contributor
4 reviews
Reviewed 18 February 2017

We had a few days in Temecula and out tour company Little bus tours recommended this place for a great steak. They were right the service is great, the food was great. The price is a little bit higher then some but well worth it.

Thank lateesha101
International Falls, Minnesota
Level Contributor
50 reviews
35 restaurant reviews
common_n_restaurant_reviews_1bd8 13 helpful votes
Reviewed 6 February 2017 via mobile

Ambience of an upscale western saloon straight out of Temecula's history. Quiet, relaxing restaurant with unhurried approach - maybe a little too unhurried but not enough to complain about. It's located on the third floor so above the noise and crowds of Temecula's Old Town district. The menu is very interesting, with many "cowboy" chuckwagon touches. Prices are a little... More 

Thank LastCanadian__1
San Diego, CA
Level Contributor
6 reviews
4 restaurant reviews
common_n_restaurant_reviews_1bd8 7 helpful votes
Reviewed 4 January 2017 via mobile

A nice date night spot located in the Old Town Temecula location with tons of new rising hip restaurants, Gambling Cowboy remains a stable for the locals and tourists alike. Great ambiance, tasty crafted cocktails, and great steaks. It can be hard to get a reservation on the weekends, so be sure to reserve early. The service is 90% great,... More 

Thank Findsandy
Malvern, PA
Level Contributor
7 reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
Reviewed 17 December 2016

Gambling Cowboy was recommended by the hosts of our B&B in Rainbow and the restaurant did not disappoint.

Thank jetriderUSA
Level Contributor
9 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
Reviewed 14 December 2016 via mobile

My hubby and I enjoyed a night for dinner at this place. The only problem that I had was that my salmon dish was very salty. However, I told the waitress and she had no problem replacing it with a new one. It was our first time exploring downtown Temecula. Despite of the salty salmon, we were glad to have... More 

Thank Regina M
1 review
Reviewed 10 December 2016 via mobile

Terrible service! Our waitress was MIA the entire meal. We waited 30 minutes to be able to order a second round of drinks and after waiting another 15 minutes for them to come, we gave up and asked for the bill. Save your money and go elsewhere.

Thank Avery O
Hemet, California
Level Contributor
29 reviews
15 restaurant reviews
common_n_restaurant_reviews_1bd8 15 helpful votes
Reviewed 25 November 2016 via mobile

Wow! Best, relaxing thanksgiving dinner I have had at a restaurant. Service and atmosphere were wonderful. We have gone to the wineries in the past but this was much better. We weren't rushed at all. Turkey, and primerib were perfectly cooked as well as hot. We will be back.

Thank HAlbright
Temecula, California
Level Contributor
19 reviews
10 restaurant reviews
common_n_restaurant_reviews_1bd8 9 helpful votes
Reviewed 23 November 2016

This is my favorite place to eat in Temecula. Always well staffed with efficient courteous people. The food is awesome and the prices are reasonable. Definitely not a cheap place but a more than fair price for what you get. This is a good place to just stop and have a drink by yourself or bring family, friends, or just... More 

Thank Leonard C
Level Contributor
15 reviews
5 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
Reviewed 14 November 2016

Had a late dinner at this fun restaurant last month. Parking was a little bit of a challenge, but the restaurant was great! It was close to Halloween, and the place was decorated really nicely. The service was very good, and the food was delicious, albeit a bit pricey. The menu offers a ton of selections, and everything sounds divine.... More 

Thank Ciaogirl64
Palmdale, California
Level Contributor
4 reviews
4 restaurant reviews
Reviewed 2 November 2016

Had roasted artichoke as appetizer, very good, but could have been cooked more tender. The flavor was incredible, though. Very garlicky with garlic aioli. Sister order end cut of Roasted Prime Rib - giant and gorgeous! My wife had Prime Chateau Sirloin with a side of Béarnaise sauce, she loved it. I had the Roasted Filet of Ribeye, it was... More 

Thank DavidMC056

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Restaurant Details

Rating summary
  • Food
    4.5 of 5 bubbles
    4 of 5 bubbles
  • Value
    4 of 5 bubbles
    4 of 5 bubbles
Average prices
US$30 - US$30
American, Steakhouse, Bar, Pub
Brunch, Breakfast, Lunch, Dinner, After-hours
Restaurant features
Reservations, Outdoor Seating, Seating, Waitstaff, Parking Available, Television, Wheelchair Accessible, Serves Alcohol, Full Bar, Private Dining
Dining Style
Casual Elegant
Good for
Groups, Local cuisine, Special Occasion Dining, Business meetings, Child-friendly, Bar Scene, Romantic
Open Hours
09:00 - 21:00
11:00 - 21:00
11:00 - 21:00
11:00 - 21:00
11:00 - 22:30
09:00 - 22:30
Location and Contact Information
  • Address: 42072 5th St Ste 303, Temecula, CA 92590-2728
    (Front Street)
  • Location: United States  >  California (CA)  >  Temecula
  • Phone Number: +1 951-699-2895

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of The Gambling Cowboy and other visitors
5 questions
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Questions? Get answers from The Gambling Cowboy 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?