The Gambling Cowboy
$$$ • Steakhouses
Hours:
42072 5th St, Temecula
(951) 699-2895
About The Gambling Cowboy
Customers' Favorites
Our Signature Slow Roasted Prime Rib
Cowgirl Kisses Stuffed Jalapenos
Ribeye & Roasted Poblana
Blackened Ribeye Steak
Kerb Roasted Artichoke
Chocolate Cake Dessert
Bacon Wrapped Scallops
Filet Mignon Stroganoff
Six Layer Carrot Cake
Lobster Mac 'N Cheese
The Gambling Cowboy Reviews
Ratings
Menu
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Hours
| Monday | Closed |
| Tuesday | 3 - 9PM 11AM - 2:30PM |
| Wednesday | 3 - 9PM 11AM - 2:30PM |
| Thursday | 11AM - 2:30PM 3 - 9PM |
| Friday | 3 - 11PM 11AM - 2:30PM |
| Saturday | 3 - 11PM 9AM - 2PM |
| Sunday | 9AM - 2PM 3 - 9PM |
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The Gambling Cowboy offers exceptional food with large portions, leaving no one hungry. The friendly and efficient staff provide excellent service. Visitors to Temecula appreciate the antique decor and delightful dining experience, making it a top choice for a return visit. The restaurant’s rustic charm, warm lighting, and cozy ambiance create a romantic atmosphere that many find perfect for special occasions. Guests often enjoy appetizers like Brie Sachets—crispy, golden pastries filled with creamy brie and drizzled with a sweet glaze—and the Famous Cowgirl Kisses, smoky, bacon-wrapped jalapeños with just the right amount of heat. The bar staff is friendly and skilled, serving handcrafted cocktails that are strong yet smooth and full of flavor. Main dishes such as the Slow Braised Short Rib, melt-in-your-mouth tender and richly flavored, and the 72-Hour Blackened Ribeye, juicy and seared with a perfect crust, are highly praised. Sides of mixed vegetables and loaded mashed potatoes are generous and well-balanced. Live entertainment, like a duo playing guitar and violin, adds to the welcoming atmosphere without overpowering conversation. The service is attentive and sincere, with staff making guests feel comfortable and even offering special touches like complimentary desserts for celebrations. Overall, The Gambling Cowboy provides a memorable dining experience where food, atmosphere, and service come together beautifully. It remains a favorite spot for many and is highly recommended for those seeking a warm, lively, and satisfying meal.