Dempseys Grille
 
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116 W Main St, Middletown MD 21769
 

 
 
 
 
 
 

Family Friendly Restaurant in Historic Downtown Middletown, Maryland

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.
 
 
 

Great

Food

 
 

Affordable

Prices

 
 
 
 
 
 
 
 
Many of our local customers have visited the restaurant daily for years, enjoying our competitive prices, popular items such as freshly made crab cakes, and large menu selections for:
 
  • Breakfast
  • Lunch
 
  • Dinner
  • Drinks
 
  • Dessert
  • Kids Menu
 
Give your taste buds a treat with delicious food from our full-service restaurant located in historic Middletown, Maryland. Dempsey's Grille is located on Main Street at a location that has hosted a restaurant for more than 70 years. We have carried on the tradition for eight years and counting, within those years we have created a diner that is beloved by locals and new customers alike for our home-cooked meals.
 

Everyday Special - Fresh Lump Crab Cake, Fries & Homemade Cole Slaw $10.95

Warm & Welcoming Environment

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 family charm that you won't find at just any restaurant.

In addition to providing excellent food in a family-friendly atmosphere, Dempsey's Grille is 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.
Enjoy a family night out by contacting us in Middletown, Maryland,
for more information about food and services from Dempsey's Grille.