116 W Main St, Middletown MD 21769      301-371-7400

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Give your taste buds a treat with delicious food from our full-service restaurant and catering company located in historic Middletown, Maryland. The current owners of Dempsey’s Grille, located on downtown Main Street at a location that has hosted a restaurant for more than 70 years, have proudly been carrying on the tradition of serving delicious home-cooked meals in a warm, comfortable environment since 2006.

Dempsey’s Grille is a family-owned-and-operated restaurant, with a husband and wife team possessing more than 10 years of experience. When you visit us, you will be greeted by a staff full of familiar faces, as we have low turnover. Furthermore, our customers know and interact with each other in our hometown diner, offering a rare family charm. In addition to providing excellent food in a family-friendly atmosphere, we are surrounded by numerous historic Middletown points of interest within easy viewing and walking distance, so the next time you are craving a home-cooked meal or just passing through Middletown, stop into Dempsey’s Grille before taking a tour of our extraordinary and celebrated town.

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About Us

Dempsey's Grille is a family-owned-and-operated restaurant, with a husband and wife team with more than 10 years of experience. When you visit us, you will be greeted by a staff full of familiar faces, as we have low turnover. Furthermore, our customers know and interact with each other in our hometown diner, offering rare family charm.

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Our Menu

Our family restaurant, located in Middletown, MD, offers a variety of freshly home-cooked meals, including: Meatloaf, Country Ham, Chicken or Beef Livers, Homemade Salmon & Crab Cakes, Beer Battered Cod, Soft Shell Crabs, Various Sandwiches, Salad Platters, Mike's Famous Homemade Soup, Pies a la Mode, Cakes, Sundaes, Milkshakes, and More.

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Reviews

"I love this place. Every time I go in I try something new to see if I like it. I haven't been able to find anything I didn't like. Awesome place to eat and prices are reasonable." - Vivan S.

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Never Cutting Quality for Price

Be part of a special crowd at our family-owned company that serves mouthwatering, home-cooked food in Middletown, Maryland. Never cutting quality for price, we provide you with the culinary delights of outstanding home-cooked food featuring:

  • Home-Cooked Food
  • Family-Owned-and-Operated
  • Exceptional Menu Selections
  • Local Ingredients
  • High-Quality Meats
  • Large Portions at Affordable Prices
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