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Ratings and reviews

RATINGS
Food
Service
Value
Atmosphere

Food and ambience

Local cuisine, American, Steakhouse, Bar, Vegetarian Friendly
PRICE RANGE
$30 - $30
Special Diets
Vegetarian Friendly, Gluten Free Options
Meals
Lunch, Dinner, Brunch, Late Night
CUISINES
American, Steakhouse, Bar
FEATURES
Reservations, Outdoor Seating, Private Dining, Seating, Parking Available, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar, Table Service, Live Music
Reviews (363)
Filter reviews
361 results
Traveler rating
179
120
27
21
14
Traveler type
Time of year
LanguageEnglish
Traveler rating
179
120
27
21
14
Show reviews that mention
All reviews steak prime rib garlic mashed potatoes wedge salad calamari cakes front street an appetizer kisses appetizers sides booth patio
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Reviewed April 26, 2021 via mobile

Started out with a Lemon drop martini and an appetizer of Kisses (jalapeños stuffed with cream cheese and served with a sauce) they were very tasty but a bit rich for me. Main entree was a ceasar salad with chicken, a nice serving. With flavorful...chicken. Our server, Brooke was xlnt as always!More

Date of visit: March 2021
Helpful?
Reviewed October 31, 2020 via mobile

We came to visit California and our friends brought us here. First, prepare to take food home. Second, the loaded baked potatoe is a meal by itself. The chef veggies (corn and green beans)are to die for!!! The cowboy kisses (jalapeños wrapped with bacon are...ok) but that calamari is some of the best ever!!! Note if you look online there maybe a slight difference when you get the menu. The only reason I gave a 4 is because the adult beverages were "off". Only the chocolate martini tasted the way it should. Normally I don't eat dessert at restaurants but we got the chocolate mousse (which was large enough for the table of 4) was sooooo good...I ate the majority of it. Lol. Enjoy! (Pictured is the 6 oz filet mignon with cowboy potatoes and chef veggies)More

Date of visit: October 2020
Helpful?2  
Reviewed July 2, 2020

The food is mediocre at best and over priced and service is bad we sat 20 min before the waiter came to the table

Date of visit: June 2020
Helpful?1  
Reviewed June 21, 2020 via mobile

So happy to be out and about with the girls and able to be at my favorite place. Started with a lemon drop martini and brie bites as appetizer. Then decided to have a ceasar salad with chicken as my entree. So delicious and satisfying....Service was Xlnt, thanks Brooke. Also had nice live music playing. Very enjoyable. Prices are a little high but quality is good.More

Date of visit: June 2020
Helpful?1  
Reviewed March 6, 2020 via mobile

Girls nite out after a day of golf. I chose a entree size ceasar salad with added chicken. Dressing was delicious and so fresh. Served with a big parmesan crisp. Also ordered a lemon drop martini which was perfection! Service was outstanding, thank you Sarah....We sat out on the patio thinking it would be a little cool but it was very comfortable and lots less noisy than being inside.More

Date of visit: March 2020
Helpful?
Reviewed March 6, 2020 via mobile

Our Waitress Was Awesome the Foid Was Delicious & Restaurant Overall Was Excellent We Willn Be Back For Sure

Date of visit: February 2020
Helpful?
Reviewed March 5, 2020

we both ordered Steak Diane when we asked what our choices were for sides, waitress said "garlic mashed potatoes or cowboy potatoes, or fully loaded baked potato" when bill came there was an extra upcharge of $7.00 for baked potato when waitress was questioned she...claimed she said it was an "add" Food was good BUT when my wife made a reservation they took credit card and said $50 charge for no shows.restaurant. To me a sign that it is a tourist trap with many no showsMore

Date of visit: March 2020
Helpful?
Reviewed February 19, 2020

We were on our way to Luke's On Front Street and Lyft driver suggested Gambling Cowboy. Glad we took his suggestion. We went on site without a reservation. If we wanted a inside table it would be an hour wait, we opted for outside under...heaters...perfect choice. Our waitress was spot on making suggestions etc. Portions here are VERY BIG so take note. I suggest the Wedge Salad for starters. One of the best I have had. Crab Cake was in the Top Two of other cakes i have enjoyed. Big pieces of crab meat. Wine choices were most excellent. I enjoyed the nightly special. Sea Bass....WOW ! Price is not cheap but well worth the splurge. Gambling Cowboy was not a gamble....real winner.More

Date of visit: February 2020
Helpful?1  
Reviewed February 6, 2020

I've been to the Gambling Cowboy for dinner and for lunch and was happy with my meal both times. The food is very good and the service was outstanding.

Date of visit: November 2019
Helpful?
Reviewed January 20, 2020

I’ve been looking for the best French Dip in town. The sandwich was okay, but the decor was a trip back in cowboy time. I’m sure the restaurant has a great local following, it’s just not my thing. It’s a little too Kenny Rogers for...me.More

Date of visit: April 2019
Helpful?2  
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Questions & Answers
Ask a question
skyblueCancun
December 30, 2017|
AnswerShow all 2 answers
Response from 732JimM732 | Reviewed this property |
Yes
0
Votes
Q9539TLrandyb
February 7, 2017|
AnswerShow all 8 answers
Response from lindajT7539QI | Reviewed this property |
They Are kid friendly. So I would assume they have a kids menu. Call them to make sure! Food is great!!!
1
Vote
robertblomberg
January 7, 2017|
AnswerShow all 8 answers
Response from tomjonesCalifornia | Reviewed this property |
yes
0
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Frequently Asked Questions about The Gambling Cowboy

The Gambling Cowboy is rated accordingly in the following categories by Tripadvisor travelers:
  • Food: 4.5
  • Service: 4
  • Value: 4
  • Atmosphere: 4