There’s a place in Temecula, California, that does things the old-fashioned way—steaks grilled to perfection, whiskey poured generously, and a view that makes you want to settle in and stay a while. The Gambling Cowboy isn’t just a restaurant; it’s an experience. A little bit of Old West charm, a whole lot of flavor, and just the right amount of attitude.
A Steakhouse With Personality
This isn’t your run-of-the-mill steak joint. At The Gambling Cowboy, the meat is aged, hand-cut, and cooked just how you like it. Whether you’re after a bone-in ribeye or a tender filet mignon, expect bold flavors, perfect char, and a side of something delicious. Feeling adventurous? Try the Cowboy Cut Prime Rib—big, juicy, and worth every bite.
Not in the mood for steak? No problem. There’s a killer seafood selection, fresh salads, and even some comfort food classics. If you stop by for brunch, the Country Fried Steak & Eggs or Crab Cake Benedict will set you up for the day.
Whiskey, Wine, and Craft Cocktails
A good meal deserves a good drink, and The Gambling Cowboy’s bar does not disappoint. With an impressive selection of bourbons, scotches, and handcrafted cocktails, there’s something for everyone. Try the Smoked Old Fashioned, sip on a local Temecula wine, or ask the bartender to mix up something special. Either way, you’re in good hands.
Live Music, Good Vibes, and a Rooftop View
It’s not just about the food and drinks here. Live music adds to the atmosphere, creating the perfect backdrop for a night out. And if you grab a seat on the rooftop patio, you’ll get a stunning view of Old Town Temecula. Sunset drinks? Highly recommended.
Cowboy Taco Tuesday & Friday Lunch? Yes, Please!
Good news, taco lovers. The Gambling Cowboy is now open Tuesday nights from 3 p.m. to 9 p.m. for Cowboy Taco Tuesday with drink specials to match. And if you’re looking for a midday bite, Friday lunch (11 AM-2:30 PM) is officially a thing.
When to Saddle Up and Visit
Here’s when and where you can get your fix:
- Monday: Closed
- Tuesday – Thursday: 11 AM – 9 PM
- Friday: 11 AM – 2:30 PM, 3 – 11 PM
- Saturday: 9 AM – 2 PM, 3 – 11 PM
- Sunday: 9 AM – 2 PM, 3 – 9 PM
42072 5th St, Temecula, CA 92590
(951) 699-2895
If you like your steak bold, your whiskey smooth, and your nights lively, this is your spot. Just make sure to show up hungry.
Sources: ilovethecowboy.com, The Gambling Cowboy Facebook Page, The Gambling Cowboy Instagram Page
Header Image Source: ilovethecowboy.com
