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



Closed Christmas Day 12/25/2019

Reservations Recommended for Christmas Eve.

Closed New Years Day 1/1/2020

NEW Happy Hour Menu! (we have some great bar food!!) and all drinks $2 off. 

 NEW HOURS!  Happy Hour Monday-Friday 3pm-7pm 

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

SUNDAY BRUNCH is served 9am to 3pm

SATURDAY BREAKFAST is served 9am to 11am





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

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


Restaurant Hours

Mon - Thurs 11am to 10pm Friday 11am to 11pm Saturday 8am to 11pm Sunday 9am to 9pm with Brunch 9am to 3pm

Grill Hours

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

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