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!
Recent Reviews
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.
Nickoya
1746448344
3
5
High Stakes Bar & Grill
Christine Gilbert : 5 on 1/21/2025 9:21 pm
10/10 would recommend! Not just for the happy hour prices, yummy bar fare, ample pours, and cozy seating, but also for the TOP NOTCH service! You'd never know that Kayla, Jess and Chris were busy covering both the bar and tables, because they were patient, highly attentive, informative (re: what to order), friendly, good-humored, and speedy! Highly recommend: Philly cheesesteak and wings. Both were HUGE portions; enough for two hungry adults to share...plus, leftovers! We are already planning a return visit next time on The Island.
Christine Gilbert
1737494482
5
5
High Stakes Bar & Grill
Sondra S : 5 on 7/14/2024 2:54 pm
Steamed shrimp with onions and fries with gravy steal the show. The cheesesteaks are comforting and hearty. This place was recommended by locals and I can't get enough of their happy hour specials.
Sondra S
1720968898
5
5
High Stakes Bar & Grill
Events
Live Music at High Stakes Bar & Grill
May 31, 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.
More Info
Remind Me
Live Music at High Stakes Bar & Grill
Jun 7, 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.
More Info
Remind Me
Live Music at High Stakes Bar & Grill
Jun 14, 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.
More Info
Remind Me
Live Music at High Stakes Bar & Grill
Jun 21, 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.
More Info
Remind Me
Live Music at High Stakes Bar & Grill
Jun 28, 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.
More Info
Remind Me
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.
More Info
Remind Me
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.
More Info
Remind Me
Specials
Monday Daily Spring Specials at High Stakes Bar & Grill
11:00 am - 9:30 pm
All Mini Subs - $8.00
Bacardi Rum - $6.00
Bacardi Rum - $6.00
Tuesday Daily Spring Specials at High Stakes Bar & Grill
11:00 am - 9:30 pm
Chicken Parmesan Sub - $10.00
$3.00 Bottles
Thursday Daily Spring Specials at High Stakes Bar & Grill
11:00 am - 9:30 pm
Smoked Sausage Sandwich - $10
Sam Adams Draft - $6.00
Friday Daily Spring Specials at High Stakes Bar & Grill
11:00 am - 11:00 pm
Fish Fillet Sandwich - $10.00
Fireball Whiskey - $5.00
Saturday Daily Spring Specials at High Stakes Bar & Grill
11:00 am - 11:00 pm
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
Cheesesteak Eggrolls - $11.00
Jack Daniels Whiskey - $7.00
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