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What should I order at The Gambling Cowboy?

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The Gambling Cowboy

4.5 (2119 reviews)
You are 1 of 44 skippers at this restaurant
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Rib Eye

Most frequently praised steak in the reviews; repeatedly described as juicy, tender, perfectly cooked, and one of the best steaks people have had.

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Blackened Ribeye

Strongly recommended multiple times for its incredible flavor, perfect crust, and tender, juicy texture; several reviewers said it was a must-order item.

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Steak

Mentioned often as the restaurant’s standout item overall, with reviews calling the steaks flavorful, well-cooked, seasoned perfectly, and among the best in Temecula.

4

Corn

Frequently singled out as a memorable side dish, with reviewers saying it was a delight and even 'to die for' because of its flavor.

5

Filet

Recommended for being cooked exactly as requested and described as tender and on point in the reviews.

6

Prime Rib

Praised as terrific and a strong menu option, though one reviewer still felt the ribeye was even better.

7

Salmon

Called scrumptious and part of a generous, satisfying meal, making it one of the notable non-steak options.

8

The Cowboy Platter

Recommended for its juicy, perfectly cooked meat and especially for the mashed potatoes and corn that came with it.

9

Slow Braised Short Rib

Highlighted as melt-in-your-mouth tender and richly flavored, served with well-seasoned mashed potatoes.

10

Crab-Shrimp Benedict

Described as 'out of this world,' making it one of the most enthusiastically praised brunch items.

11

Chile Relleno

Called a favorite on the menu, with one reviewer saying it was a must-try and their personal favorite.

Location details

42072 5th St, Temecula, California, 92590, US

Open in Google Maps

Hours

Monday Closed
Tuesday 11 AM to 2:30 PM, 3 to 9 PM
Wednesday 11 AM to 2:30 PM, 3 to 9 PM
Thursday 11 AM to 2:30 PM, 3 to 9 PM
Friday 11 AM to 2:30 PM, 3 to 11 PM
Saturday 9 AM to 2 PM, 3 to 11 PM
Sunday 9 AM to 2 PM, 3 to 9 PM

About The Gambling Cowboy

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

Amenities & services

Service options

  • Outdoor seating
  • Delivery
  • Onsite services
  • 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 entrance
  • Wheelchair accessible parking lot
  • Wheelchair accessible restroom
  • Wheelchair accessible seating

Offerings

  • Alcohol
  • Beer
  • Cocktails
  • Coffee
  • Comfort food
  • Happy hour drinks
  • Happy hour food
  • Hard liquor
  • Late-night food
  • Private dining room
  • Small plates
  • Wine

Dining options

  • Breakfast
  • Brunch
  • Lunch
  • Dinner
  • Dessert
  • Seating
  • Table service

Amenities

  • Bar onsite
  • Restroom

Atmosphere

  • Casual
  • Cozy
  • Historic
  • Romantic
  • Trendy
  • Upscale

Crowd

  • Family-friendly
  • Groups
  • 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 parking lot
  • Free street parking
  • Paid parking lot
  • Paid street parking

Frequently asked questions

What is The Gambling Cowboy known for?

It is best known for prime rib and steak dishes such as the 72-hour blackened ribeye and ribeye cooked medium rare. Reviewers also call out the short ribs and the Cowgirl Kisses stuffed jalapeños, along with generous portions and well-seasoned sides.

What is the atmosphere like at The Gambling Cowboy?

The restaurant is described as casual, cozy, historic, romantic, trendy, and upscale, with a rustic Western feel in downtown Temecula. It seems to work well for date nights, groups, and solo diners, and several reviews mention the patio or bar area as especially comfortable.

Is The Gambling Cowboy good value, and what is the price range?

The price range is $50 to $100, and reviewers describe it as a premium steakhouse with pricing that matches the quality. Even so, many say the portions are large and the steaks, cocktails, and sides make the cost feel worth it.

Do you need a reservation at The Gambling Cowboy?

Yes, reservations are accepted and both dinner and brunch reservations are recommended, with reviews also noting that there is usually a wait. One reviewer with a reservation still waited a bit before being seated, so arriving early or planning extra time is a good idea.

Is parking available at The Gambling Cowboy?

Yes. Free parking lot, Free street parking, Paid parking lot, Paid street parking is available.

Is The Gambling Cowboy kid-friendly?

Yes, The Gambling Cowboy is good for kids.

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