Nearby points of interest

  1. Distance: 0.09mi
  2. Distance: 0.17mi
  3. Distance: 0.47mi
  4. Distance: 0.72mi
  1. Distance: 0.09mi
  2. Distance: 0.17mi
  3. Distance: 0.47mi
  4. Distance: 0.72mi

Nearby points of interest

  1. Distance: 0.09mi
  2. Distance: 0.17mi
  3. Distance: 0.47mi
  4. Distance: 0.72mi
  1. Distance: 0.09mi
  2. Distance: 0.17mi
  3. Distance: 0.47mi
  4. Distance: 0.72mi

About The Gambling Cowboy Chophouse and Saloon

The Gambling Cowboy Chophouse and Saloon, located in the heart of Old Town Temecula, brings a new standard to local casual fine dining. Expansive views from our third floor deck and elegant turn of the century setting offer an intimate and inviting atmosphere. Our Classic Steak and Seafood menu features only the highest quality aged Midwestern corn-fed beef along with many other sumptuous selections. We offer an impressive wine list featuring vintages from many local wineries and from the finest regions of the world. Join us for Happy Hour Tuesday through Thursdays from 3-close and Friday through Sundays from 3-6pm. Our bar features Premium Spirits, Draft Beer, Fine Wine and mouthwatering appetizers. Enjoy live music every Friday, Saturday and some Sunday Nights. $1.50/ounce Prime Rib on Sundays 3-6pm ONLY. Join us for a casually sophisticated Breakfast, lunch or a romantic dinner and enjoy a truly distinctive dining experience! Reservations Highly Recommended Friday-Sunday.

42072 5th Street, 3rd Floor
Temecula, CA 92590
View Larger Map

Dining Style:
Casual Elegant

Cuisines:
Steakhouse, Seafood, American

Hours of Operation:
Dinner Tuesday thru Thursday 4 - 9pm



Friday, Saturday 4 -11:00 pm



Sunday 4 -9pm



Lunch Tuesday thru Sunday 11am-3pm



Breakfast Saturday and Sunday 9am-2pm



Happy Hour Tues, Wed, Thurs 3pm- close. Fri, Sat, Sun 3pm-6pm



CLOSED MONDAYS

Cross Street:
Front Street

Dress Code:
Smart Casual

Price Range:
$31 to $50

Payment Options
AMEX, Discover, MasterCard, Visa

Phone Number:
(951) 699-2895

Website:
http://wwww.thegamblingcowboy.com/

Entertainment:
Now Playing; Guitarist Tim Cash, The Classics from Izon Eden, Alex Drizos...

Executive Chef:
Danny Clark

Private Party Facilities:
We offer our private veranda over looking Old Town Temecula. Our veranda is enclosed and is temperature controlled.

Private Party Contact:
Rene Ehmcke or Judi McMahon: (951) 699-2895

Additional:
Bar Dining, Beer, BYO Wine, Corkage Fee, Entertainment, Full Bar, Happy Hour, Late Night, Outdoor dining, Private Room, Takeout, View, Weekend Brunch, Wheelchair Access, Wine

Special Events & Promotions:
Wedding receptions, rehearsal lunches or dinners, Anniversary parties, Birthday parties, Business meetings, Pharmacuetical meetings

The Gambling Cowboy Chophouse and Saloon Ratings and Reviews

5
4
3
2
1

4.6

Overall Rating

based on recent ratings
food

4.6

service

4.6

ambience

4.5

value

4.2

Noise

Moderate

96% would recommend it to a friend

Good for Anniversaries (13)
Good for a Date (11)
Special Occasion (11)
See All
Neighborhood Gem (11)
Cozy (8)
Good for Groups (8)
Romantic (8)
Casual (8)
Fun (8)
Business Meals (7)
Happy Hour (6)
Authentic (6)
Worth the Drive (6)
Sunday Lunch (6)
Good for Birthdays (5)
Comfort Food (5)
Great for Lunch (5)
Notable Wine List (5)
Vibrant Bar Scene (5)
Bar Seating (4)
Creative Cuisine (4)
Great Beer (4)
Hot Spot (4)
Great for Outdoor Dining (4)
People Watching (4)
Pre/post Theatre (4)
Great for Brunch (3)
Handcrafted Cocktails (3)
Live Music (3)
Quiet Conversation (3)
Tasting Menu (3)
Fit for Foodies (3)
Kid-friendly (2)
Disabled Access (2)
Live Sports (2)
Local Ingredients (2)
Gluten Free Options (1)
Late-night Find (1)
Quick Bite (1)
Scenic View (1)
Seasonal (1)
Good Vegetarian Options (1)
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652 reviews
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 (Los Angeles)·Dined on January 14, 2018

We had a lovely evening at the Cowboy. We were pleasantly surprised that our drinks were reasonably-priced, generous servings. We first sat at the bar. What a contrast to other Old Town bars with their uncomfortable bar stools and drafty rooms! The Cowboy has cushy bar stools with high backs We lingered in the bar area and enjoyed the ambiance. Then our waiter Ariel escorted us to our table in the dining room. He is a fabulous waiter who provided impeccable service. Our ribeye and swordfish dinners were perfect. We look forward to returning in a couple of weeks, when we will
stay later for the entertainment .

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food5
ambience5
service5
value5

 
 (San Diego)·Dined on January 13, 2018

This is our go-to steakhouse for special occasions. The Gambling Cowboy is exceptional, yet relatively casual. The service is top notch and the food is absolutely amazing. It’s such a special place for us that we purposely do not go there for just the sake of “eating out.” We want to keep it that way....because it is deserving of being a dinner destination that doesn’t become “everyday” or “mainstream.” We look so forward to our times at The Gambling Cowboy and have several wonderful memories of special times spent dining there. Birthdays, anniversaries, special family and friend visits, etc. So happy we have this wonderful steak and chophouse right in our backyard. Good job to the owners, managers, chefs, servers, and staff!

Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
·Dined on January 10, 2018

It was just okay.
Overpriced‼️

Was this review useful to you?Yes·No·
food3
ambience3
service3
value1

 
 (San Diego)·Dined on January 8, 2018

Casey and wait staff as well as Chriş the Manager were attentive and awesome. Food was excellent. Definitely make reservations because this place is in demand and with good reason!

Tags: Great for Lunch, Pre/post Theatre, Cozy, Neighborhood Gem
Was this review useful to you?Yes·No·
food5
ambience4
service5
value4

 
 (Los Angeles)·Dined on January 7, 2018

Took a small family group for a birthday dinner. It was the right location for everyone's appetite. Ambience was celebratory, the only thing flat was the beer.

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food5
ambience5
service5

 
·Dined on December 31, 2017

Food and service excellent. Wonderful meat tender and cooked perfectly, service was exceptional. From hostess to bus girl and waitress was so solicitous. We love the ambiance of the waiting area, bar and dinner seating. I recommend this restaurant to clients, especially out-of-towners.

Tags: Neighborhood Gem, Cozy, Creative Cuisine, Worth the Drive, Special Occasion, Seasonal, Good for Anniversaries, Hot Spot, Sunday Lunch, Comfort Food, Tasting Menu, Romantic, Notable Wine List, Good for a Date
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Los Angeles)·Dined on December 29, 2017

we LOVED this place! food and atmosphere was wonderful. A little pricey for such a casual place but I will go again for great food and good wine. big portions, good service.

Tags: Fit for Foodies, People Watching, Notable Wine List, Creative Cuisine, Fun, Good for Groups, Good for a Date, Casual
Was this review useful to you?Yes·No·
food5
ambience4
service4
value4

vip
 (San Francisco)·Dined on December 27, 2017

We had the tuna melt and they were delicious. Great service, too!

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food5
ambience4
service5
value4

 
 (San Diego)·Dined on December 9, 2017

Had our 10th wedding anniversary here, and were not disappointed. We rarely have dinner in old town Temecula, and had no idea this great place was so close to home. We both ordered the prime rib and it was cooked to perfection. It was loud when we went, but could still easily hear each other at a conversational tone. If I could afford to eat there frequently, I would.

Tags: Business Meals, Happy Hour, Neighborhood Gem, Live Sports, Vibrant Bar Scene, Authentic, Good for a Date, People Watching, Good for Birthdays, Great Beer, Special Occasion, Good for Anniversaries, Fun
1 person found this review helpful.
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (San Diego)·Dined on December 2, 2017

Amazing steaks!!

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food5
ambience5
service5

 
 (Las Vegas)·Dined on November 30, 2017

Ordered filet tips with our Salads.. It was too spicy to eat. We order this almost everytime. It's never been spicy.

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food3
ambience5
service5

 
 (Adelaide / SA)·Dined on November 26, 2017

Great food, service, Great attendance, very good music.

Tags: Creative Cuisine, Authentic, Neighborhood Gem, Local Ingredients, Special Occasion, Live Music, Late-night Find, Business Meals, Good for a Date, Cozy, Good for Groups, Casual, Good for Anniversaries, Tasting Menu
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
·Dined on November 25, 2017

Very busy, but nice... wish we could have got sat near the live music.. food was great (I had the swordfish) use the valet and don’t worry about parking it’s only 8 dollars

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food4
ambience5
service4
value4

 
 (San Diego)·Dined on November 20, 2017

The Gambling Cowboy continues to blow me away with their fantastic steaks! Also the service is top notch here.

Tags: Authentic, Business Meals, Great for Outdoor Dining, Happy Hour, Bar Seating, Cozy, Pre/post Theatre, Casual, Good for Anniversaries, Neighborhood Gem, Worth the Drive, Hot Spot, Great for Lunch, Comfort Food, Romantic, Great for Brunch, Sunday Lunch, Good for a Date, Handcrafted Cocktails, Kid-friendly, Vibrant Bar Scene
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (San Diego)·Dined on November 15, 2017

Great place to celebrate

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food5
ambience5
service5
value5

 
·Dined on November 13, 2017

Great food! Great service! Wonderful ambiance! This restaurant really knows how to bring rustic charm to fine dining. Delicious steaks and amazing desserts.

Tags: Worth the Drive, Great for Lunch, Cozy, Romantic, Fun
Was this review useful to you?Yes·No·
food5
ambience4
service4
value5

 
·Dined on October 21, 2017

Always a great meal and time at The Gambling Cowboy!! Best steak, huge baked potato and fabulous roast corn, it’s all good. You will be hooked!

Tags: Authentic, Romantic, Hot Spot, Good Vegetarian Options, Good for Birthdays, Comfort Food, Great Beer, Special Occasion, Fit for Foodies, Neighborhood Gem, Quick Bite, Good for Groups, Happy Hour, Good for a Date, Great for Brunch, Good for Anniversaries, Pre/post Theatre, Worth the Drive, Great for Lunch, Bar Seating, Disabled Access, People Watching, Fun, Gluten Free Options, Great for Outdoor Dining, Handcrafted Cocktails, Live Music, Kid-friendly, Vibrant Bar Scene, Creative Cuisine, Sunday Lunch, Business Meals
Was this review useful to you?Yes·No·
food5
ambience5
service5
value5

 
 (Richmond)·Dined on October 15, 2017

My entree was Country Fried Steak with mashed potatoes and veggies with Sage Gravy. The dish had absolutely no flavor, and the gravy was lumpy.

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food5
ambience5
service5
value3

 
 (Las Vegas)·Dined on October 13, 2017

This is always our first choice for dinner with friends and clients. Service is always first rate. Up until this recent visit, I have always been pleased with the food (never had a bad meal and we are frequent diners).However, this time, my ribeye was tough and so fatty there was barely any meat. The gigantic loaded baked potato, which is my absolute favorite, was not cooked on the inside at all for 3 out of 4 guests. The chicken dish for one guest was horrible and salty. Very disappointed. I will return and give another try. I hope things improve because I really love this place.

Tags: Happy Hour, Special Occasion, Sunday Lunch, Handcrafted Cocktails, Quiet Conversation, Live Music, Romantic, Cozy, Good for a Date, Good for Anniversaries, Neighborhood Gem, Bar Seating, Casual, Pre/post Theatre
Was this review useful to you?Yes·No·
food2
ambience5
service5
value3

 
 (Tucson)·Dined on October 11, 2017

The restaurant was recommended to us by our hotel in Temecula as being a great place to go for good food. We were not disappointed. I had the 12 oz. prime rib and my wife had the 12 oz rib eye, which came sliced with a wonderful burgundy sauce on top. Both were tender and cooked to perfection. We left with a box each since there was so much food and enjoyed the rest of the meat the following afternoon with a nice glass of wine. We will return on our next trip to Temecula.

Tags: Neighborhood Gem, Fun
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food5
ambience4
service5
value5

 
·Dined on October 9, 2017

Food was very good, but slow out of the kitchen. Waitress tried to make up for slow food by bringing us cup of clam chowder on the house. Very thoughtful! Ambience was noisy, better for fun than romance.

Tags: Good for a Date, Live Sports, Casual
Was this review useful to you?Yes·No·
food5
ambience3
service4
value4

 
 (San Diego)·Dined on October 5, 2017

Everything from cocktails to desert was outstanding!
Exceptional service.

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food5
ambience4
service5
value5

 
 (San Diego)·Dined on September 30, 2017

Service is slow and short staffed. People were actually leaving because they were not getting waited on.

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food3
ambience3
service2
value2

 
 (Los Angeles)·Dined on September 27, 2017

Great food and service! Our server suggested an amazing wine that went perfectly with our fantastic rib eye!

Tags: Quiet Conversation, Notable Wine List, Comfort Food, Good for a Date, Authentic, Fun
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food5
ambience4
service5
value5

 
 (Orange County)·Dined on September 19, 2017

We absolutely love this place. We come here every time we stay at South Coast Winery.

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food5
ambience5
service5
value5

 
·Dined on September 7, 2017

Everything was outstanding. From the service to the food. The food especially. It was an excellent experience and I can not wait to try the other menu options. Thank you for the service.

Tags: Romantic, Great for Brunch, Business Meals, Kid-friendly, Great for Lunch, Good for Birthdays, Special Occasion
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food5
ambience5
service5
value5

vip
 (Los Angeles)·Dined on August 27, 2017

Never have had any meals in Temecula and what a cute place for our brunch before meeting friends for wine tasting. Great food and great service! My spouse had breakfast of eggs, bacon and pancakes. I had the filet mignon tacos. Everything was delicious! If we're ever in Temecula again, we'll return for a fantastic meal.

Tags: Comfort Food, Disabled Access, Quick Bite, Cozy, Fun, Casual, Authentic, Bar Seating
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food4
ambience3
service4
value4

 
 (San Diego)·Dined on August 27, 2017

I requested a balcony table when I made the reservation in advance. The table was on the end next to the door which I wasn't pleased about. People constantly going in and out and there was no view from that particular table. Service was good and timely but very robotic and impersonal. Bruschetta was amazing, Brussels sprouts amazing, salmon was just ok. Dress is very casual.

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food4
ambience3
service3
value3

vip
 (Los Angeles)·Dined on August 26, 2017

We had and enjoyed tonight...swordfish, salmon & steak...all excellent!!! Appetizers included bone marrow and bruschetta...again all excellent.

Cocktails were outstanding...free corkage fee for a Temecula wine...bargain.

1 person found this review helpful.
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food4
ambience2
service5
value3

vip
 (San Diego)·Dined on August 20, 2017

Awesome food as usual, you just can’t beat it, we try go to other top rated steak houses and always walk away saying no comparison to Black and Blue, by a mile the best San Diego has to offer

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food5
ambience5
service5
value5

 
 (San Diego)·Dined on August 2, 2017

Had an amazing time!
Food was spectacular, service was top notch! Very, very noisy!

Tags: Good for Birthdays, Special Occasion
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food5
ambience5
service5
value5

 
·Dined on July 30, 2017

Went for sunday brunch, and Food was great. The service was terrible. Server didn't check on us after ordering. Had to go and find someone else to fill our waters and coffees. Disappointing service especially since I have had dinner there and that was a great experience.

Tags: Special Occasion, Scenic View, Bar Seating, Good for Anniversaries, Good for a Date
Was this review useful to you?Yes·No·
food4
ambience4
service1
value4

vip
 (Los Angeles)·Dined on July 30, 2017

We've eaten at the Cowboy for dinner several times and it's always great but this morning was the first time we had breakfast. It too was delicious and reasonably priced. The patio overlooking old town was the perfect place to be this morning.

1 person found this review helpful.
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food5
ambience5
service5
value5

vip
 (Los Angeles)·Dined on July 30, 2017

Service was prompt and courteous. I had the ribeye cap steak and it was excellent. My wife had the prime rib and it was delicious. Consistently goos

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food4
ambience3
service4

 
 (Los Angeles)·Dined on July 23, 2017

The waiter was very attentive. We had a person who can not eat dairy and they especially prepared her food.

Tags: Tapas, Good for Birthdays, Special Occasion, Live Music, Comfort Food
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food5
ambience5
service5
value5

 
 (San Diego)·Dined on July 20, 2017

Steaks were okay at best. Very salty. Customer service was spot on. Very overpriced though..

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food3
ambience5
service5
value1

vip
 (Los Angeles)·Dined on July 15, 2017

Our experience was incredibly average. They couldn't make a rare steak and while eager to please and happy to remake it, the 2nd one was still only "almost rare" but so chewy we left half of it. They couldn't make a hamburger steak either. They did take the steak off the bill but we left disappointed. This had been a go to place when visiting Temecula for several years but it's off the rotation now.

1 person found this review helpful.
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food3
ambience5
service5

 
 (San Diego)·Dined on July 14, 2017

Excellent dinner menu and excellent atmosphere. Very delicious with great desserts also.

Tags: Worth the Drive, Fun, Quiet Conversation, Creative Cuisine, Bar Seating
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food5
ambience4
service5
value4

 
 (Los Angeles)·Dined on July 7, 2017

Absolutely great food (Prime Rib and Filet). Perfectly prepared and extremely well-seasoned for a terrific taste.

Tags: Good for Anniversaries, Hot Spot, Good for a Date
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food5
ambience4
service5
value5

 
 (Los Angeles)·Dined on July 5, 2017

Had dinner there during our recent short vacation to wine country. Loved being able to bring local wines with no corkage fees. The steaks were very good. The staff was attentive. We dat outside since the weather was perfect.

Tags: Great for Outdoor Dining, Good for a Date, Good for Birthdays
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food5
ambience5
service5
value4

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