The Gambling Cowboy

Steak house · Temecula

The Gambling Cowboy

Steak house · Temecula

1

42072 5th St, Temecula, CA 92590

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The Gambling Cowboy by null
The Gambling Cowboy by The Gambling Cowboy/Facebook
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null
The Gambling Cowboy by null

Highlights

Rustic-yet-elegant steakhouse featuring filet mignon, lobster mac 'n cheese & Maine lobster tail.  

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42072 5th St, Temecula, CA 92590 Get directions

ilovethecowboy.com

$50–100 · Menu

Reserve

Information

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42072 5th St, Temecula, CA 92590 Get directions

+1 951 699 2895
ilovethecowboy.com

$50–100 · Menu

Reserve

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reservations required

Last updated

Jul 11, 2025

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"Fringed tablecloths, vintage lamps, and a saloon-style bar set the scene at this gourmet chophouse in Old Town. The suitably meat-centric dinner menu covers everything from classics - think filet mignon and traditional rib eye with add-ons like bone marrow - to St. Louis style pork ribs with a homemade white peach barbecue sauce. Save room for the homemade bread pudding, and, from the cocktail list, the Saddle Me Up Sangria or Reverse Cowgirl Martini with Absolut Peach Vodka and St. Germain." - Keri Bridgwater

Where to Eat & Drink in Temecula Valley - Eater San Diego
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Eddy Bretado

Google
The portions match the price. Excellent value. The food was prepared as expected nothing lacking full of flavor fresh and also an excellent presentation. The decoration was nice everything was very clean and well-kept you definitely felt welcome and they also had a very huge bar

Steven Wong

Google
Good place for a nice steak with great ambience. Seems like a casual steak house but the food quality is significantly higher. I had the prime rib with mashed potatoes, and string beans. I think the food was a touch cold, but it makes sense because we had a large group of people. I warmed up the food the next day and it was fantastic. Would definitely recommend for date night or even just a nice family outing.

Connie Moreno

Google
Soup and appetizers- you can’t go wrong! I had the Cowgirl Kisses and they were fantastic. The French Onion soup was the best I’ve ever had. Really. That good! I tried the Blueberry Lemon Drop and loved it!

G T

Google
Delicious appetizers, nice outdoor balcony seating, fun decor and atmosphere. I really wanted to try the prime rib and baked potatoes but they don't those during lunch hour. Appetizers came out timely but the main dish took a little longer than expected. Food was good and service was great. Walking through Old Town Temecula on a sunny day after parking on the street was quitetpleasant.

Michael A.

Google
I was in the area during a recent business trip and we had dinner at The Gambling Cowboy . What a treat ! A real unique and special steakhouse . Located on the second floor, it has a unique design inside and cowboy flair without being over the top . Nice and classic dark inside the steakhouse . We are outside on the terrace balcony overlooking the old town. Service was top notch . Our server was fun , professional and explained the menu and drinks perfectly . She was great . Skipped the appetizers and went for cocktails and steaks immediately. Ordered their house specialty of Ribeye & Relleno . A perfectly cooked 16oz ribeye topped with roasted poblano pepper filled with classic Mexican style cheese . Side of roasted street corn , green beans and potatoes . A combination worthy of Tex-mex flavors that will not be forgotten for a long time . I tried to finish the entire plate and every time I stopped , I went back and continue to eat . The flavors go so well together and the quality of the beef is outstanding. Possibly my favorite and best meal experience on this short trip . Excellent dinner and steakhouse ! Congrats you guys !

Ric Peri

Google
Nice experience. The decor of this restaurant alone is worthy of the visit. We stopped for a mid-week lunch and were a bit overwhelmed by the menu selections as well as the very large dinner-sized portions. The quality of the food was reasonably a 5 star. We were early in the lunch hour and caught them not quite ready so the service a quite slow getting started close to a 3 star, but then quickly recovered and was responsive and friendly ending with a 5 star. Overall, a nice lunch was had by all and it will be a repeat location.

Frank S

Google
Visited this place when I came to Temecula and it was great. The building and decor fit the western look. The food was great, we ordered prime rib with lobster mac and cheese and lobster mashed potatoes. They were sooooo generous with the lobster. We literally separated it to see if it was at least a whole tail in meat and it was (probably claw meat in it too). The prime rib crust was really good but overall, didn't stand out that far from other prime rib. I asked for a recommendation between clam Chowder and French onion soup and they recommended French onion. It did not disappoint - flavorful and extra cheesy. Also, honorable mention, the side corn was so good. I didn't expect it as it was just a side that came with it, but it tasted roasted with lime. Will come back to try other dishes.

Leonela C Garcia

Google
First time here and it won't be my last. Tried their Halibut special and it was so delicious. Loved the charred lemon it came with. Watermelon Mojito was refreshing but the pour was on the lighter side for me. Our server Ricky and Julio were very attentive and friendly.