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The Gambling Cowboy

Certificate of Excellence
€€ - €€€
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42072 5th St Ste 303, Temecula, CA 92590-2728 (Front Street)
+1 951-699-2895
11:00 - 22:30
Closed now
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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239 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 239: English reviews
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
8 reviews
5 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.

Temecula, California
Level Contributor
24 reviews
20 restaurant reviews
common_n_restaurant_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed 10 December 2015

Very eclectic atmosphere with excellent variety of entrees and exquisitely prepared meals. Service is top shelf. These qualities come with a price - entrees from $25 to $50 but if one is looking for a special place for a special occasion, the Gambling Cowboy will not disappoint. One can bring their own bottle(s) of wine and there is no "open... More 

1 Thank Jim K
Galway, Ireland
Level Contributor
10 reviews
5 restaurant reviews
common_n_restaurant_reviews_1bd8 6 helpful votes
4 of 5 bubbles Reviewed 14 November 2015

I visited in Nov 2015. Really nice restaurant in the centre of town. Food was excellent, the steak in particular

Thank Wegian99
Temecula, California
Level Contributor
28 reviews
19 restaurant reviews
common_n_restaurant_reviews_1bd8 6 helpful votes
3 of 5 bubbles Reviewed 11 November 2015

I have been here a couple of times and I haven't been overwhelmingly impressed. You have to take the elevator to get there and its usually pretty crowded. The food was ok- but I have not tried the steak and I hear that it is the best!

Thank Elicia H
Temecula, California, United States
Level Contributor
22 reviews
14 restaurant reviews
common_n_restaurant_reviews_1bd8 9 helpful votes
4 of 5 bubbles Reviewed 6 November 2015

My husband and I scoped out this place on our anniversary and had cocktails at the bar. They were hoppin on week night and with the huge portions especially the baked potatoes I can see why.

Thank Marcia_no_dias_malos
Level Contributor
389 reviews
216 restaurant reviews
common_n_restaurant_reviews_1bd8 241 helpful votes
5 of 5 bubbles Reviewed 29 October 2015

Got the recommendation from a bartender down the road. Place was all decked out in Halloween decorations could have passed as an haunted house. Food was very good, bartenders were spot on and the price was not that bad. Highly recommended.

Thank tmarcone
Temecula, California
Level Contributor
21 reviews
12 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 27 October 2015

This place is always busy and it's because the food is really good. The weekend atmosphere is lively and fun, plus there is a lounge area with a second bar and live music on the other side of the elevator. The Mac & Cheese is a must; delicious!!

Thank Teresa L

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Restaurant Details

Rating summary
  • Food
    4 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, Outdoor Seating, Seating, Waitstaff, Parking Available, Television, Wheelchair Accessible, Serves Alcohol, Full Bar, Private Dining
Dining Style
Casual Elegant
Good for
Bar Scene, Child-friendly, Special Occasion Dining, Local cuisine, 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
3 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?