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Dempseys Grille

4.5

About this business

Give your taste buds a treat with delicious food from our full-service restaurant and catering company located in historic Middletown, Maryland. Dempsey's Grille is located on downtown Main Street at a location that has hosted a restaurant for more than 70 years. Our current owners have carried on the tradition for more than five of those years with a diner that is renowned for its fabulous catering services and scrumptious home-cooked food. 

Location details

116 W Main St, Middletown, MD, 21769, United States

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WeekdayScheduleStatus
Mon9:00 a.m. to 6:00 p.m.
Tue9:00 a.m. to 6:00 p.m.
Wed9:00 a.m. to 6:00 p.m.
Thu9:00 a.m. to 6:00 p.m.
Fri9:00 a.m. to 6:00 p.m.
SatClosed
SunClosed
4.5636 reviews
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Steve Brando's profile image
Steve Brando 
recommend  Recommended
6 years ago

Small, locally owned restaurants are hard to find anymore. It is great to have Dempsey's good home style, moderately priced cooking in the area. It is a much needed community gem! 

Lynda Kundrat's profile image
Lynda Kundrat 
recommend  Recommended
6 years ago

My husband is part of the Thursday morning breakfast club. A group of veterans who meet at Dempsey's every Thursday at 10AM. They have become very faithful to Dempsey's. The owners, the wait staff and all the employees have embraced these old veterans. The guys love it. Best breakfast on the mountain. 

Jill Weddle Eyler's profile image
Jill Weddle Eyler 
recommend  Recommended
6 years ago

Great food. Love breakfasts 

Nick Díaz's profile image
Nick Díaz 
recommend  Recommended
6 years ago

I enjoy meeting friends for breakfast. Friendly service and good food, at reasonable prices. We lounge around talking, with no pressure to leave. :-) 

Anna Risse's profile image
Anna Risse 
recommend  Recommended
6 years ago

Dempsey’s is a great breakfast 🍳 spot. I enjoyed the eggs Benedict and the thin fried potatoes. 

Bob Fetzer's profile image
Bob Fetzer 
recommend  Recommended
6 years ago

Clean, friendly, fast, delicious! 

Maria Rivera's profile image
Maria Rivera 
recommend  Recommended
6 years ago

I always love going to Dempsey’s! The food always tastes delicious and is freshly cooked and out within minutes of ordering! The workers are also super friendly! I highly recommend this restaurant! 

Demi Schmitt's profile image
Demi Schmitt 
recommend  Recommended
6 years ago

Love the new renovations! Makes the place feel so much at home and so cozy. Every time I have ate here I have always loved my food. The reuben is too die for, not to mention they always have the best specials. The workers are always very friendly and make you feel as if you come there everyday! 😋 

Abby Souder's profile image
Abby Souder 
recommend  Recommended
6 years ago

we come here all the time! the food is great as well as the entire staff!!! 

Frequently asked questions about Dempseys Grille

How is Dempseys Grille rated?

Dempseys Grille has a 4.5 star rating with 636 reviews. 

When is Dempseys Grille open?

Dempseys Grille is open now. It will close at 6:00 p.m.  

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