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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
09:00 - 21:00
Closed now
See all hours
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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245 Reviews from our TripAdvisor Community

Traveller rating
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Time of year
Showing 245: English reviews
Townville, South Carolina
Level Contributor
454 reviews
102 restaurant reviews
common_n_restaurant_reviews_1bd8 225 helpful votes
3 of 5 bubbles Reviewed 8 February 2016

The burgers are 10 oz. All the food we saw was very large portions. The service is adequate (my wife and I split and they did not bring her a plate even after asking twice). I guess if you split (which I recommend) they don't like you much. No water refills, etc.... The food was quite good.

Thank cjd
Vancouver, Canada
Level Contributor
159 reviews
93 restaurant reviews
common_n_restaurant_reviews_1bd8 183 helpful votes
4 of 5 bubbles Reviewed 5 February 2016

Co-workers and I stopped her for dinner during a business trip. We went here based on reviews from various websites. We didn't have reservations, so we were told there was a 30 minute wait. But then she suggeted going to the bar area where they still serve the full dinner menu, so we decided to do that. The placed was... More 

Thank Vancouver_Roary
Level Contributor
85 reviews
30 restaurant reviews
common_n_restaurant_reviews_1bd8 21 helpful votes
5 of 5 bubbles Reviewed 3 February 2016 via mobile

Many restaurants in Temecula have mainly light food options for the millenial crowd while this place has a full menue with many options. The wine list offers many local wines as would be appropriate in this wine country. Reservations on weekends a must. Completely enjoyed my dinner with family.

Thank happy_to_travel_4752
Henderson, Nevada
Level Contributor
90 reviews
51 restaurant reviews
common_n_restaurant_reviews_1bd8 53 helpful votes
4 of 5 bubbles Reviewed 27 January 2016

We came here on a Friday night. The place was busy but had a great little bar area to hang out in. The hostess that night was just not in a very good mood. While we waited to put our names down we watched her be mean to everybody in front of us. No eye contact, snappy and rude and... More 

Thank Ms. Bing
Level Contributor
20 reviews
9 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 26 January 2016

We went to this restaurant as a recommendation from the winery called Cougar. I had the bone marrow and my husband had the bacon jalepeno cheese poppers. They were yummy! For dinner my husband had the new yorker teach which was cooked perfectly (medium rare). I seldom would hear him comment on his steak this way. I had the ribs... More 

Thank JeySL8
Level Contributor
24 reviews
22 restaurant reviews
common_n_restaurant_reviews_1bd8 8 helpful votes
4 of 5 bubbles Reviewed 22 January 2016

Five of us went to this restaurant on a Friday evening for dinner. Limited valet parking is available for an $8 fee; otherwise parking is available on the streets and in a few lots. The interior is Victorian Old West and the noise level is moderate. The male servers were pleasant and and willingly answered questions regarding the menu. The... More 

1 Thank Kolomyjka
Level Contributor
34 reviews
20 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
3 of 5 bubbles Reviewed 20 January 2016

We stopped in for dinner and drinks around Happy Hour. No tables available in the bar so we sat at the bar. We ordered a couple of appetizers and drinks. And then a little while later we ordered full menu items. We didn't mind sitting at the bar except the service was slow - we had to get the attention... More 

Thank Julzbirdies
Denver, Colorado
Level Contributor
9 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
4 of 5 bubbles Reviewed 9 January 2016

It was by chance that we ate at the Gambling Cowboy but we were pleased with our lunch. A local western author was set up in an area before we went into the restaurant on the second floor. That was a nice touch for the restaurant to support locals. The decor was first class western--even the tablecloths had fringe; and... More 

Thank O6491ODmarys
Temecula, California
Level Contributor
3 reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 17 December 2015

First restaurant we dined at in Old Town and we are happy to say our steaks were cooked and seasoned perfectly. The décor is fun and the booths/tables are comfortable. The bar area features a relaxed atmosphere with a good happy hour menu. Gambling Cowboy is our GO TO for primo steak!

Thank The Hotel Temec... T
Level Contributor
17 reviews
12 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 13 December 2015

A great place to take out of towners. Very good food, good people, great atmosphere. Big menu with meat as a a highlight. Two bars to choose from with small plates to order with drinks. Have a reservations and try to arrive by taxi or have a driver. Parking isn't easy.


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Restaurant Details

Rating summary
  • Food
    4.5 of 5 bubbles
    4 of 5 bubbles
  • Value
    3.5 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, Seating, Waitstaff, Parking Available, Television, Wheelchair Accessible, Serves Alcohol, Full Bar, Outdoor Seating, Private Dining
Dining Style
Casual Elegant
Good for
Bar Scene, Business meetings, Child-friendly, Local cuisine, Romantic, Special Occasion Dining, Groups
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?