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The Main Cup

14 W Main St, Middletown, MD 21769-8091
+1 301-371-4433
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  • Excellent58%
  • Very good30%
  • Average9%
  • Poor2%
  • Terrible1%
Travelers talk about
“onion salad” (5 reviews)
“raviolini” (4 reviews)
“surf and turf” (8 reviews)
Closed Now
American, Bar, Vegetarian Friendly, Gluten Free Options
$$ - $$$
14 W Main St, Middletown, MD 21769-8091
All Details
Write a ReviewReviews (198)
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1 - 10 of 195 reviews

Reviewed 1 week ago via mobile

I eat out with a group of social workers once a month. This was the restaurant that one of the social workers chose for us. I was a little hesitant about visiting a restaurant in Middletown, in tha I had never heard of anyone going...More

Date of visit: July 2018
Thank davidwashington
Reviewed 1 week ago

The Main Cup is consistently good. The lettuce wraps are a must and you can't go wrong with a piece of salmon, a burger or pizza. Be sure to make sure to ask for your brief on the rarer side though! Quality food, great service,...More

Date of visit: December 2018
Thank Bellabam1964
Reviewed October 22, 2018

Though I've been to The Main Cup many times for lunch and dinner, I'd never tried their breakfasts. We wanted to treat our out-of-town guests to a special morning meal because they were headed for a long drive home. The Main Cup was a great...More

Date of visit: September 2018
Thank Sharon K
Reviewed October 15, 2018 via mobile

We had a party of 14. Service and food was excellent. Very nice atmosphere. I got the cheeseburger with crab imperial on top. Alot of food and very good.

Date of visit: October 2018
Thank Vince B
Reviewed October 2, 2018

Enjoy a wonderful meal and drink at The Main Cup. Outdoor seating available. Artwork for sale. Historic setting.

Date of visit: August 2018
Thank Linnda
Reviewed October 2, 2018 via mobile

Ordered the Mediterranean Salad with salmon- it was delicious. Great service, too. There is a parking lot in the back but it's small and street parking is limited- but- you get the small town charm so it's worth it.

Date of visit: October 2018
Thank KittyCastle
Reviewed September 23, 2018

We both had Chesapeake eggs benedict. Excellent. I ordered french fries with NO salt. The fries were covered with salt. We sent them back, but our server said there was no added salt, that the fries are cooked in a "brine?" that is salty. We...More

Date of visit: September 2018
Thank Lynn S
Reviewed September 23, 2018

Stopped by for lunch and was very pleased. The staff was friendly and courteous. Their menu was pretty extensive. We sat outside and enjoyed both the food and the ambiance! We had two smaller children in the party and the staff was very accommodating to...More

Date of visit: September 2018
Thank clkonch
Reviewed September 9, 2018

As usual the food was very good. Had a waiter, Peter who was either overwhelmed or new. Got drinks immediately but then he disappeared for 10 or more minutes before he took order. Other tables had much better service with other waitresses. Appeared he had...More

Date of visit: September 2018
Thank Jim H
Reviewed August 31, 2018 via mobile

The food was good...as usual! Love their bruschetta and blackened chicken salad. Sandwiches and their daily soup is always a good choice as well!

Date of visit: August 2018
Thank Jamieald1
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Questions & Answers
November 28, 2015|
AnswerShow all 4 answers
Response from Kimberly B | Property representative |
We have three rooms for dining so if you are not interested in the music, there are other rooms to choose from. On Jazz night, we usually have a great jazz community that enjoys the musicians that come and perform. It is... More
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Restaurant Details

Rating summary
  • Food
  • Value
Average prices
$15 - $25
Lunch, Dinner, Brunch, Breakfast, Drinks
Restaurant features
Takeout, Reservations, Outdoor Seating, Seating, Waitstaff, Parking Available, Street Parking, Free Off-Street Parking, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar, Accepts American Express, Accepts Mastercard, Accepts Visa, Free Wifi, Accepts Discover, Wine and Beer, Accepts Credit Cards
Good for
Bar scene, Families with children, Kids, Special occasions, Large groups
Open Hours
9:00 AM - 9:00 PM
11:00 AM - 10:00 PM
11:00 AM - 10:00 PM
11:00 AM - 10:00 PM
11:00 AM - 10:00 PM
11:00 AM - 11:59 PM
8:00 AM - 11:59 PM
Location and Contact Information
  • Address: 14 W Main St, Middletown, MD 21769-8091
  • Location: United States  >  Maryland (MD)  >  Middletown
  • Phone Number: +1 301-371-4433
  • E-mail
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