
High Stakes Bar & Grill
A local favorite in Fenwick Island known for its authentic Philly cheesesteaks, Old Bay wings, and lively atmosphere with daily happy hour.
Highlights
Must-see attractions
Social
From TikTok & Reddit
Best Time
Blue hour photography, calmer galleries

High Stakes Bar & Grill

Highlights
Must-see attractions
A local favorite in Fenwick Island known for its authentic Philly cheesesteaks, Old Bay wings, and lively atmosphere with daily happy hour.
Happy Hour is a Steal
Visit before 7 pm for daily happy hour specials, which often include great deals on food and drinks.
Embrace the Local Vibe
Experience a true neighborhood bar feel, especially if you're a fan of a good beer selection and sports on TV.

Quick Facts
Cuisine
Bar & Grill
Price
Mid-range
Phone
(302) 537-6971
Address
5799 Lighthouse Cove Ln, Fenwick Island, DE 19944, USA
Website
highstakesbarandgrill.com/Highlights
Discover the most iconic attractions and experiences

Authentic Philly Cheesesteaks
Savor the 'real deal' cheesesteaks, praised by locals and visitors alike as better than Philadelphia's own.

Generous Happy Hour & Specials
Enjoy extended happy hour deals and specials on items like steamed shrimp, making it a budget-friendly local favorite.

Famous Old Bay Wings
Indulge in highly recommended wings, often cited as a must-try alongside their cheesesteaks and other bar fare.
Plans like a pro.
Thinks like you
Insider Tips
from TikTok, Instagram & Reddit
Happy Hour is a Steal
Visit before 7 pm for daily happy hour specials, which often include great deals on food and drinks.
Embrace the Local Vibe
Experience a true neighborhood bar feel, especially if you're a fan of a good beer selection and sports on TV.
Consider Sharing Portions
The cheesesteaks and wings are often described as huge portions, potentially enough for two people to share.
Tips
from all over the internet
Happy Hour is a Steal
Visit before 7 pm for daily happy hour specials, which often include great deals on food and drinks.
Embrace the Local Vibe
Experience a true neighborhood bar feel, especially if you're a fan of a good beer selection and sports on TV.
Consider Sharing Portions
The cheesesteaks and wings are often described as huge portions, potentially enough for two people to share.
What Travellers Say
Reviews Summary
High Stakes Bar & Grill is a beloved local spot, particularly praised for its authentic Philly cheesesteaks and flavorful wings. Diners also appreciate the generous happy hour specials and the friendly, attentive service, especially from staff like Kayla and Jess. While most reviews are overwhelmingly positive, a few diners noted issues with overcooked meat on cheesesteaks or less impressive sides like cheese curds.
"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
"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
"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."
Heather Terech
What People Like
What People Dislike
Frequently Asked Questions
The cheesesteaks are consistently hailed as a must-try, often compared favorably to those in Philadelphia. The Old Bay wings are also a highly recommended appetizer.
Yes, they offer a daily happy hour with specials that run from 11 am to 7 pm, making it a great time to visit.
Absolutely! The restaurant features multiple TVs, making it a popular spot to catch any sporting event.
Yes, if you enjoy IPAs or a good beer selection in a small, neighborhood bar setting, this spot is recommended.
They are generally open from 11 am to 9:30 pm Sunday-Thursday, with extended hours until 11 pm on Fridays and Saturdays. They are closed on Wednesdays.
Many reviewers mention that the cheesesteaks and wings come in huge portions, often enough for two people to share.
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2023 Hurricane Season Outlooks Released - Fenwick Island WebFenwick Island DE Restaurant High Stakes Bar & Grill High Stakes Food Happy Hour Entertainment Specials High Stakes Bar & Grill Sun 11am-9:30pm Mon, Tues, Thurs 11am-9:30pm Closed Wednesdays Fri & Sat 11am-11pm *Note that our full menu is available until 9pm on weekdays and 10:30pm on weekends unless an item is out of stock, gram fridge filter reset Fenwick Island Visit Delaware WebRestaurants in Fenwick Island. We found great results, but some are outside Fenwick Island. Showing results in neighbouring cities.
Where to Eat on Fenwick Island, Delaware
Check out High Stakes Bar and Grill for some of the best burgers on Fenwick Island. Their menu features a variety of delicious burgers made with fresh, never-frozen beef. Choose from classic toppings like lettuce, tomato, and onion, or try something a little more adventurous, like their Philly cheese steak burger.
Eating Out in Fenwick Island
If you’re looking for a fun, lively atmosphere, head to High Stakes Bar and Grill. This sports bar offers a wide selection of beers on tap, as well as a delicious menu of burgers, sandwiches, and appetizers. The friendly staff and lively crowd make it a great place to watch the game and enjoy a cold drink.
Dine Out at Incredible Fenwick Island Restaurants
If you’re looking for the perfect neighborhood sports bar, look no further than High Stakes Bar & Grill. Located on Route 54, this is an excellent option for anyone looking to catch the game or try their famous cheesesteak. Check out their entertainment calendar to know when you can enjoy live music.
20 Best Things to Do in Fenwick Island, DE
High Stakes Bar & Grill provides various entertainment options that frequently change. They keep things as exciting as possible by showcasing a few of the finest nearby performers. It has two bars, seating for more than 100 people, a full restaurant menu, and any sporting event you can think of.
Ocean City MD Maryland Calendar of Events and Special Events in Ocean City
The right mix of Rock and Reggae, The Rogue Citizens from Ocean City, Maryland are playing a full set of reggae rock, funk and rock tonight at High Stakes Bar and Grill in Fenwick Island Delaware.
Social
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