Amy S.
12/14/2025
This was a cute, cozy spot for breakfast. The waitress was absolutely lovely--pleasant, attentive, and very helpful. Parking was easy, with a lot conveniently located just around the corner. We...
Dempseys Grille
$
Closed
(129)
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116 W Main St
Middletown, MD 21769
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.
Also at this address
Reviews
4.0129 reviews
Bobby S.
3/22/2024
What a gem to find in Middletown MD... we came to golf at Maryland National Golf Club and stopped by for lunch. The place is newly renovated and looks great! The owner is also so helpful and...
Kim H.
4/8/2025
I got the biggest hotcake ever with large juicy fresh blueberries. Biscuits and gravy and patty melt with onion rings...all familiar breakfast stuff wonderfully prepared. We loved everything....
Don H.
8/7/2025
Since a year has gone by, decided to try and see if they have improved. Upon entering noticed there was only one other couple in the restaurant. Wife and I both ordered subs. The waitress...
Julie E.
3/30/2025
First time in Maryland & passed this place on the way to Antietam. Chipped beef gravy was out of this world. Corned beef hash also very good. Owner was very friendly. They make & bottle their own...
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