Crab Cake

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.   


Upcoming Events and Holiday Hours     



We will be closed Thursday, November 26th for Thanksgiving 

and December 25th for Christmas.      

Reservations are always recommended.       

Patio Dining is limited.     

Our three dining rooms and bar are now open for service.       

Online Ordering, Take Out and Curbside Pick up are available.     

  HAPPY HOUR Monday-Friday 3pm-7pm     

MONDAY, TUESDAY AND WEDNESDAY-1/2 Priced Wine Bottles All Day and Evening        

SUNDAY BRUNCH is served 10am to 3pm    



The Bar is Open!  We have new drink menus at our bar and a new set up! 



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.

The Main Cup services All-American Cuisine


Main Cup Construction Map

UPDATE: Streetscape is almost done!As of January 2017, Middletown, Maryland has begun the long anticipated Streetscape Project with the State Highway Administration. Our beautiful town will be updated with new sidewalks, new pavement and gutters, landscaping down the entire Main Street (Route 40A) and a new water main. This is projected to be a two-year project.

In order to get to the historic downtown and The Main Cup during construction hours of 9am to 3pm, there are alternative roads that will bring you to your destination with fewer delays.

From Frederick: Traveling on Rt. 40A, make a left onto Middletown Parkway at the light. Turn right at the stop sign onto Holter Rd. At the end of Holter at the stop sign, make a right onto Rt. 17. Make your second left onto Washington Street and park either in our lot on your right or go down two blocks to the Elm Street lot also on your right.

From Boonsboro: Traveling on Rt. 40A, make a left onto North Pointe Terrace. At stop sign make a left onto West Green Street. Parking is located in the Municipal Lot behind Town Hall or you can go down to Rt 17, make a right and pass over Main Street, then turn right onto Washington Street and then another right into our lot.



One feature that sets us apart from other restaurants is our large number of dining areas, which creates a truly fantastic atmosphere for people to dine out. The full-service restaurant and bar are open from 11 am to closing time. Our friendly staff is always on hand to help you with anything you need.

14 W Main St Middletown, MD 21769


Grill Hours

Mon - Thurs 11am to 9pm
Friday 11am to 9pm
Saturday 11am to 9pm
Sunday 10am to 8pm

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