High Stakes Bar & Grill

Opens at 11:00 am 11:00 am - 11:00 pm
  • Sunday 11:00 am - 9:30 pm
  • Monday 11:00 am - 9:30 pm
  • Tuesday 11:00 am - 9:30 pm
  • Thursday 11:00 am - 9:30 pm
  • Friday 11:00 am - 11:00 pm
  • Saturday 11:00 am - 11:00 pm
  • Wednesday 11:00 am - 9:30 pm
Our team strives to bring you delicious food, friendly service, an affordable menu and a comfortable atmosphere. We are open 7 days a week from 9am to 1am. We offer a DAILY Happy Hour from 11am - 7pm. Our food and drink specials leave you wanting more.
 

We are located only footsteps away from Coastal Highway on Route 54 in Fenwick Island, Delaware. We have a TON of different activities and entertainment that change seasonally.  We feature some of the best local talent in the neighborhood and keep things as lively as possible.

The locals agree -- High Stakes is the place to be!

High Stakes Bar & Grill

Recent Reviews

High Stakes Bar & Grill
Heather Terech : 5 on 6/7/2025 7:16 pm
Best cheesesteaks, even better than Philly’s! Unassuming place right off the main drag on Fenwick Island, it is worth the stop. Great choice of toppings including choice of cheeses. Good prices, great service.
5 5
High Stakes Bar & Grill
Nickoya : 3 on 5/5/2025 12:32 pm
We were in OC and were searching for a good place to have a cheese steak and a few beers. A good friend recommended High Stakes so we decided to give it a try. The bar tenders are very friendly and attentive. The buffalo wings were good and the cheese steak I would rate about a 7.5 out of 10. They use real ribeye but the meat was overcooked and I should have ordered extra meat. Overall I would definitely come back when I'm in town.
3 5
High Stakes Bar & Grill
J Kilmer : 5 on 6/3/2025 10:23 pm
We came here from out of town and saw the glowing reviews and had to try it, and wow I’m glad we did! The cheese steaks are hard to beat and the wings are awesome! The staff is very attentive and friendly
5 5
High Stakes Bar & Grill

Events

Live Music at High Stakes Bar & Grill

Jul 5, 2025 7:30 pm - 11:00 pm
High Stakes Bar & Grill is the place to be for live entertainment and events featuring some of the best local talent in the area. Great food and drink specials are availalable too.

Live Music at High Stakes Bar & Grill

Jul 12, 2025 7:30 pm - 11:00 pm
High Stakes Bar & Grill is the place to be for live entertainment and events featuring some of the best local talent in the area. Great food and drink specials are availalable too.

Live Music at High Stakes Bar & Grill

Jul 19, 2025 7:30 pm - 11:00 pm
High Stakes Bar & Grill is the place to be for live entertainment and events featuring some of the best local talent in the area. Great food and drink specials are availalable too.

Specials

Monday Daily Spring Specials at High Stakes Bar & Grill

11:00 am - 9:30 pm
Special runs from May 01 2025 to Dec 31 2025
All Mini Subs -  $8.00
Bacardi Rum -  $6.00

Tuesday Daily Spring Specials at High Stakes Bar & Grill

11:00 am - 9:30 pm
Special runs from May 01 2025 to Dec 31 2025
Chicken Parmesan Sub - $10.00
 
$3.00 Bottles

Thursday Daily Spring Specials at High Stakes Bar & Grill

11:00 am - 9:30 pm
Special runs from May 01 2025 to Dec 31 2025
Smoked Sausage Sandwich - $10
 
Sam Adams Draft - $6.00

Friday Daily Spring Specials at High Stakes Bar & Grill

11:00 am - 11:00 pm
Special runs from May 01 2025 to Dec 31 2025
Fish Fillet Sandwich - $10.00
 
Fireball Whiskey - $5.00

Saturday Daily Spring Specials at High Stakes Bar & Grill

11:00 am - 11:00 pm
Special runs from Apr 01 2025 to Dec 31 2025

Hot Roast Beef Sandwich - $10.00

 
Deep Eddy Vodka - $6.00

Sunday Daily Spring Specials at High Stakes Bar & Grill

11:00 am - 9:30 pm
Special runs from Apr 01 2025 to Dec 31 2025
Cheesesteak Eggrolls - $11.00 
 
Jack Daniels Whiskey - $7.00

Happy Hour Specials at High Stakes Bar & Grill

11:00 am - 7:00 pm
Special runs from May 01 2025 to Dec 31 2025
Drink Specials
$4.00 Michelob Ultra Bottles
$4.00 Yuengling Draft
$5.00 Tito's Vodka and Captain Morgan
$6.00 Wines
 
Food Specials
$10.00 1/2 lb. Steamed Shrimp
$10.00 Buffalo Chicken Wrap
$10.00 Chicken Salad Sandwich
$10.00 Mini Club Sub
 
 

Wednesday Daily Spring Specials at High Stakes Bar & Grill

11:00 am - 9:00 pm
Special runs from May 01 2025 to Dec 31 2025

Pulled Pork Sandwich ~ $10

Canned Cocktails ~ $6