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What should I order at The Gambling Cowboy?

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The Gambling Cowboy

4.5 (1818 reviews)
You are 1 of 33 skippers at this restaurant
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Cowgirl Kisses

Mentioned multiple times as a fantastic appetizer, described as smoky, bacon-wrapped jalapeños with just the right amount of heat, consistently praised for flavor.

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Prime Rib

Frequently recommended main dish, noted for great crust and tenderness, served with sides like mashed potatoes and lobster mac and cheese; considered one of the best prime ribs by several reviewers.

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Ribeye

Highly praised steak option, including a 72-hour blackened ribeye and a 16oz ribeye topped with roasted poblano pepper and cheese; described as juicy, flavorful, and outstanding quality beef.

4

French Onion Soup

Recommended soup, regarded as exceptionally flavorful and cheesy, with multiple reviewers calling it the best they've ever had.

5

Brie Sachets

Appetizer highlighted for its crispy, golden pastry filled with creamy brie and sweet glaze, noted as a delicious starter.

6

Lobster Mac and Cheese

Mentioned as one of the best lobster mac and cheeses ever tasted, with generous lobster portions, highly recommended as a side or accompaniment.

7

Slow Braised Short Rib

Praised for melt-in-your-mouth tenderness and rich flavor, served over perfectly seasoned mashed potatoes.

8

Pecan Crusted Sea Bass

Mentioned as tender and delicious, recommended by a reviewer who emphasized wanting to try everything on the menu.

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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