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High Stakes Bar & Grill

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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

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Social

From TikTok & Reddit

Best Time

Wed/Fri 18-21h

Blue hour photography, calmer galleries

CrowdLow
East Side

High Stakes Bar & Grill

Highlights

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.

"The cheesesteak here is the real deal, 100% - better than Philadelphia's own!"

TIP

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.

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Quick Facts

Open·Closes 11PM

Cuisine

Bar & Grill

Price

Mid-range

Phone

(302) 537-6971

Address

5799 Lighthouse Cove Ln, Fenwick Island, DE 19944, USA

Insta-Factor

Medium

Highlights

Discover the most iconic attractions and experiences

Authentic Philly Cheesesteaks

Authentic Philly Cheesesteaks

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

Google Review+3
Generous Happy Hour & Specials

Generous Happy Hour & Specials

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

Google Review+1
Famous Old Bay Wings

Famous Old Bay Wings

Indulge in highly recommended wings, often cited as a must-try alongside their cheesesteaks and other bar fare.

Google Review+1
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Insider Tips

from TikTok, Instagram & Reddit

Replying to @Greg | Affiliate Wingman High Steaks inside Ocean Casino Resort in Atlantic City NJ.
@indyatlanticcity
205 likes • 27.3K views

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.

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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

4.6
(491k reviews)

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

Authentic Philly cheesesteaks
Delicious Old Bay wings
Generous happy hour deals

What People Dislike

Inconsistent cheesesteak preparation
Mediocre cheese curds

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.

Google Review+3

Yes, they offer a daily happy hour with specials that run from 11 am to 7 pm, making it a great time to visit.

Google Review+1

Absolutely! The restaurant features multiple TVs, making it a popular spot to catch any sporting event.

Eating Out in Fenwick Island20 Best Things to Do in Fenwick Island, DE

Yes, if you enjoy IPAs or a good beer selection in a small, neighborhood bar setting, this spot is recommended.

Google Review

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.

Google Review

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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.

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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.

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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.

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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.

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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.

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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.

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High Stakes Bar & Grill (2026) – Best of TikTok, Instagram & Reddit Food Guide