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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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Nicholas Falkenberg's profile image
Nicholas Falkenberg 
5 years ago

friendlier staff better menu more room 

Erin Austin's profile image
Erin Austin 
recommend  Recommended
5 years ago

Fantastic atmosphere with delicious meals! Having items that can be made gluten free makes it even more special. I always enjoy visiting when I come down from New York. See you all again soon!! 

Bonnie Jagger's profile image
Bonnie Jagger 
recommend  Recommended
5 years ago

We got carry out the other night of a Salmon Dinner which the Salmon & fresh Green Beans were fabulous but the mashed potatoes tastes like boxed. My daughter had the Bacon Cheeseburger with Fries. She said it was delicious! We also got 2 Quarts of Soup for later. Your soups are Amazing & remind me of my Grandma's However, Idk if these were old or what. The Veggie Beef Soup tasted like vinegar & the Ham & Bean Soup just tastes old! My daughter was really bummed out bc she paid for everything & felt like she wasted her money o... read more

John Yurciw's profile image
John Yurciw 
recommend  Recommended
5 years ago

We go here almost weekly, great food and service and real small town restaurant feel. 

Mary Elizabeth Mann's profile image
Mary Elizabeth Mann 
recommend  Recommended
5 years ago

awesome scallops. food and service were great...will be back soon for crab cakes. 

Teresa Mena's profile image
Teresa Mena 
recommend  Recommended
5 years ago

Great food and great service!!! 

James Woods's profile image
James Woods 
recommend  Recommended
5 years ago

the roast beef dinner special was the best top round thinly sliced gravy made from the drippings homemade stuffing mashed potato grilled asparagus 1095 you got to go to Middletown Dempsey's Grille 

Howard Witt's profile image
Howard Witt 
recommend  Recommended
5 years ago

We had a great time like we do always. Thank you so much Dempsey’s Grill👍🏻 

Melody Handley Sexton's profile image
Melody Handley Sexton 
recommend  Recommended
5 years ago

Always wonderful food and service.. ‼️👍👍 

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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