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Gather Around Your Table With The Main Cup

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the smokehouse burger: Topped with bbq sauce, ham, lettuce, cheddar cheese and haystack onions. Side of french fries and a pint of beer

Welcome to The Main Cup

The Main Cup is an All-American restaurant that sits on the National Historic Road in Middletown, Maryland. Our locally owned and operated restaurant has been in business for 10 years. In that time, we have developed a large number of regular customers who love our wonderful environment, delicious food, and unbeatable service. The quality of our food is excellent.

Everything is made FRESH, and with four dining areas to choose from, you’ll love our warm, inviting ambience. The owners are very involved and hands on, so they can ensure the highest quality of food and service. Have questions? Contact us today, and enjoy our All-American restaurant.

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Stop In Today!

Whether you come for the bar, famous crab cakes, the live jazz, or maybe even for all three, we know you’ll be back for our great cuisine and friendly atmosphere!

Hours Of Operation

Monday - Saturday
11:00AM - 9:00PM
Monday - Saturday: Grill Closes at 9:00pm

Store Information

14 W Main St
Middletown, MD 21769
Phone: (301) 371-4433
Main's quality ice cream flavors sign hanging in the main cup

Our History

The Main Cup is an All-American restaurant, located in Historic Downtown Middletown, Maryland. Its name is derived from the building’s history, which began more than 100 years ago, when C.F. Main began making and selling ice cream here.

Main’s Ice Cream and Butcher Shop became a renowned Maryland institution as the business grew regionally. Presidents and state officials were known to stop at Main’s on their way to Shangri-La, now known as Camp David.

Ice cream was last churned here in 1969, and the Main family subsequently sold the factory.

Happy Hour & More

Monday-Friday: Happy Hour 3 PM to 7 PM     

Monday, Tuesday & Wednesday: 1/2 Priced Wine Bottles All Day and Evening         

strawberry margarita in a glass with salted rim and lime wedge
grilled chicken sandwich on a brioche bun with lettuce, side of sweet potato fries
Fish and Chips: Two large pieces of beer pattered hand dipped cod served with fries and coleslaw
bloody mary cocktail with lemon, lime, celery, shrimp, and peppers
slice of 13-layer chocolate cake
crab eggs benedict: eggs benedict with crab meat, side of berries
spinach salad: Baby spinach, roasted tomatoes, bleu cheese crumbles, dried cherries, hard-boiled egg, and sweet bacon twists. Served with balsamic dressing

The Main Cup

14 W Main St
Middletown, MD 21769
Tel: 301-371-4433
Monday - Saturday: Grill Closes at 9:00pm
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