TripAdvisor

Historic Middletown’s Community Diner

Welcome to Dempsey’s Grille. We are a family- owned-and-operated diner in historic Middletown, Maryland. Dempsey’s Grille is the latest incarnation of a long line of community
restaurants at this location since the 1800s. Our mission is to provide high-quality comfort
food at a fair price in a welcoming setting. At Dempsey’s Grille, your patronage is appreciated. We will strive to make your experience memorable. If we get it wrong, tell us. We will fix it. If we get it right, tell us. Positives are nice to hear. We want you as a long-time addition to our Dempsey’s Grille community.

Comfort Food at its Best

Join us for breakfast, lunch, and dinner Tuesday through Friday from 6:30am-8pm and for breakfast/brunch Saturday and Sunday from 7am-2pm. We look forward to serving you great food at an affordable price every time you visit. At Dempsey’s Grille, breakfast is all day. If you want it and we can make it, we will!

Family-Owned Restaurant in Historic Middletown, Maryland

Dempsey’s Grille is a family-owned and operated restaurant in Historic Middletown offering delicious freshly-cooked meals and friendly service since 2006. Whether you’re craving classic comfort food or a cold beer, Dempsey’s Grille is the perfect spot to spend quality time with family and friends on Main Street in Middletown.

Comfort Food at its Best

Join us for breakfast, lunch, and dinner Tuesday – Saturday beginning in 6:30am and 7am on Sundays! Dempsey’s Grille is the perfect spot to enjoy a delicious breakfast before work or church, a fast and affordable midday lunch, or a relaxing home-cooked meal in the evening. We look forward to serving you!

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Breakfast

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Lunch & Dinner

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