The Gambling Cowboy

The Gambling Cowboy

42072 5th St, Temecula, CA 92590, United States

+1 951-699-2895

Steak house, Restaurant, Seafood restaurant
(2019)
Share Your Experience

About This Place

Located in the vibrant heart of downtown Temecula, The Gambling Cowboy is a standout steakhouse and seafood restaurant that masterfully blends Wild West charm with gourmet dining. This unique eatery invites guests to step back in time, indulging in a rustic yet refined atmosphere where hearty portions and impeccable flavors take center stage.

The cuisine at The Gambling Cowboy revolves around expertly prepared steaks and fresh seafood, appealing directly to lovers of bold, satisfying flavors. The Blackened Ribeye Steak is a signature favorite, boasting a perfect sear that locks in tender juiciness, while the Prime Rib Dinner offers a slow-roasted, melt-in-your-mouth experience bursting with rich, savory depth. Seafood lovers will appreciate highlights like the Macadamia Crusted Salmon, featuring fresh Scottish salmon glazed with a sweet and spicy Asian sauce and served over flavorful Thai-style fried rice, or the indulgent Lobster Mac 'N Cheese that layers decadent lobster meat with crispy pancetta and tender asparagus.

Start your meal with vibrant starters such as the Classic Cowboy Shrimp Cocktail, served with a horseradish-spiked house cocktail sauce that perfectly complements the chilled jumbo shrimp’s freshness. Another crowd pleaser is the Cowgirl Kisses—jalapeños stuffed with serrano cream cheese and wrapped in crispy bacon, drizzled with a tangy raspberry chipotle sauce for a delightful balance of heat and sweetness. For those craving deep, comforting flavors, the French Onion Soup and Clam Chowder warm the soul, while the Crème Brulee and six-layer carrot cake conclude your experience on an indulgent, sweet note.

Guests consistently praise the restaurant’s inviting ambiance, which perfectly captures a warm Wild West vibe with rustic décor and cozy lighting—ideal for everything from lively date nights to special celebrations. Valerie Hackbarth raved about the “fun experience” and “hearty portions” that made her evening memorable, while Juan Padilla shared that the romantic atmosphere and standout appetizers like the Brie Sachets and Cowgirl Kisses created an exceptional anniversary dinner.

The service matches the quality of the food and setting, attentive yet unintrusive. Frequent visitors note how the staff’s friendly approach enhances the experience without pressure, allowing diners to savor each course at their own pace. Whether you’re a steak hunter like Sam Escoto or just discovering the restaurant, you’ll find that every dish—from the perfectly medium rare steaks to the delightful seafood options—is crafted with care and a deep appreciation for bold flavors.

In every bite and every moment spent at The Gambling Cowboy, you’ll feel the passion for good food and genuine hospitality. It’s not simply a meal; it’s a vibrant celebration of taste, texture, and tradition that leaves a lasting impression and calls you back for more.

Service options
Outdoor seating Delivery Dine-in
Highlights
Fast service Great beer selection Great cocktails Great coffee Great dessert Great wine list Live music Serves local specialty
Popular for
Lunch Dinner Solo dining
Accessibility
Wheelchair-accessible car park Wheelchair-accessible entrance Wheelchair-accessible seating Wheelchair-accessible toilet
Offerings
Alcohol Beer Cocktails Coffee Comfort food Happy-hour drinks Happy-hour food Late-night food Private dining room Small plates Spirits Wine
Dining options
Breakfast Brunch Lunch Dinner Dessert Seating Table service
Amenities
Bar on site Toilet
Atmosphere
Casual Cosy Historic Romantic Trendy Upmarket
Crowd
Groups Locals Tourists
Planning
Brunch reservations recommended Reservations required Dinner reservations recommended Accepts reservations Usually a wait
Payments
Credit cards Debit cards NFC mobile payments Credit cards
Children
High chairs Kids' menu
Parking
Free of charge street parking Free parking lot Paid parking lot

Opening Hours

  • Monday
    Closed
  • Tuesday
    11:00 AM - 02:30 PM 03:00 PM - 09:00 PM
  • Wednesday
    11:00 AM - 02:30 PM 03:00 PM - 09:00 PM
  • Thursday
    11:00 AM - 02:30 PM 03:00 PM - 09:00 PM
  • Friday
    11:00 AM - 02:30 PM 03:00 PM - 11:00 PM
  • Saturday
    09:00 AM - 02:00 PM 03:00 PM - 11:00 PM
  • Sunday
    09:00 AM - 02:00 PM 03:00 PM - 09:00 PM

Map & Directions

Visitor Reviews

  • Valerie Hackbarth
    1 month ago

    Fun experience in the heart of downtown Temecula! Immerse yourself back to the Wild West! The ribeye and filetwere both on point! Friendly service. Ambiance is key!! Fun date night!! Hearty portions!!!

  • sam escoto
    1 month ago

    Best place in town! Food is amazing. Steak is super juicy and tender. Need to try the chile relleno, my fave in the menu. No other restaurant can top their steaks, believe me, we are steak hunters. Friendly staff, great atmosphere. Will be back soon

  • Juan Padilla
    1 month ago

    My wife and I celebrated our anniversary at The Gambling Cowboy, and it exceeded all expectations. The rustic charm, warm lighting, and cozy ambiance created a romantic atmosphere perfect for the occasion. We began our evening with two standout appetizers: the Brie Sachets—crispy, golden pastries filled with creamy brie and drizzled with a sweet glaze—and the Famous Cowgirl Kisses, which were smoky, bacon-wrapped jalapeños with just the right amount of heat. The bar staff was friendly and skilled; we both had handcrafted cocktails that were strong yet smooth and full of flavor. My wife’s drink had a floral finish with hints of citrus, while mine had a bourbon base that paired perfectly with the meal. For our entrées, my wife chose the Slow Braised Short Rib, which was melt-in-your-mouth tender, richly flavored, and served over a perfectly seasoned bed of mashed potatoes. I ordered the 72-Hour Blackened Ribeye, medium rare, and it was outstanding—juicy, flavorful, and seared with a perfect crust. The sides of mixed vegetables and loaded mashed potatoes balanced the dish well and were generously portioned. Service throughout the evening was attentive and sincere—our server made sure we were comfortable without being overbearing, and even wished us a happy anniversary with a complimentary dessert to cap off the evening. From start to finish, The Gambling Cowboy delivered a truly memorable dining experience. It’s the kind of place where food, atmosphere, and service come together beautifully. We’ll definitely be returning—and recommending it to friends and family.

  • Miko
    2 month ago

    It was my First time,Food was really delicious steak was really delicious and cooked even though we were at 8:30 pm but food and service was great a little bit pricey but worth it

  • Snorfy
    2 month ago

    Heavily recommend making a reservation. Service was well attentive and refills were never an issue as I didn’t have to ask. Serving staff was not pushy on ordering alcoholic beverages. When it comes to the food it was amazingly well done. It came out to a perfect medium rare just like I asked and the juices and quality of the meet you could tell by just cutting into it. The pasta also came out better than expected. Well decorated interior.

  • Carlos Quezada
    2 month ago

    The gambling cowboy was really good and cool vibes. The restaurant is on the third floor so you have to go up the elevator. The food was amazing and the service was on point. I had the 16oz rib eye with poblano chilli and it was amazing. Definitely will be coming back.

  • Mia W
    3 month ago

    Sooooooo, whenever the man and I go to Temecula of course we either go or stay at one of the wineries, but this time we decided to do something different for his bday this. I wanted a good steak and good drinks and based off the reviews decided on The Gambling Cowboy, AND I’M SO GLAD WE DID. even though we had reservations we still had to wait a bit no biggie. The inside is spacious but loud so we opted to be seated on the patio (best spot ever). We dined, we drank then drank some more and had a fantabulous time. Food good, large portions, drinks good very tasty and pricing was reasonable. Our server, she was phonemail (forgot her name, too much to drink ) If you haven’t been give them a try. You won’t be disappointed. Everything was seasoned just right.

  • Meranda Garreaud
    4 month ago

    My husband and I came about a week ago for a date night out, and this place is delicious! I highly recommend making a reservation. We came once as a walk-in, and they sat us right away. Another time I called later in the day, and our reservation wasn’t until about 9. Another time we came in, and it was about an hr wait for a walk-in. The food is delicious, and the main dishes have a lot of food on them. I was able to take my leftovers and eat them for another meal the next day. The steak was cooked perfectly, and when I cut into it, it was like cutting butter! The lobster was a bit dry in the lobster mashed potatoes but still good. The corn was super good. We ordered the cowgirl kisses for an appetizer. We did wish it came with four peppers instead of three, but still good. Service was a bit slow when we sat. It seemed the servers were more focused on bigger parties instead of smaller ones, so we did wait a little bit before we were served. But once we were served, everything was pretty quick. The atmosphere is very country, cozy, and cute. I love the food here, so I do recommend it.

Share Your Experience

Your Rating

Discover What Travelers Love About This Place

Real experiences, honest impressions, and insights shared by the Wherevi community to help you explore with confidence.