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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 good29%
  • Average10%
  • Poor2%
  • Terrible1%
Travellers talk about
“raviolini” (4 reviews)
“onion salad” (4 reviews)
“salmon dinner” (2 reviews)
Open Now
11:00 am - 10:00 pm Hours
American, Bar, Gluten Free Options, Vegetarian Friendly, Vegan Options
$$ - $$$
14 W Main St, Middletown, MD 21769-8091
All Details
Write a ReviewReviews (180)
Traveller rating
Traveller type
Time of year

1 - 10 of 177 reviews

Reviewed 1 week ago

Nice little place in a very cool small town, Loved the atmosphere, extensive beer list and the crab cake dinner was a perfect way to end our trip!!

Thank Gobears1964
Reviewed 2 weeks ago via mobile

This place doesn’t look like much from the outside but it’s really cool inside. The parking sucked but we found a public lot not far and in warmer weather this would be a nice after dinner jaunt. Once the town finishes the street repairs I’m...More

Thank Tracy B
Reviewed 4 weeks ago

Stopped in for lunch on a weekday. Parking was a little tough to find, but, once we did, we were glad we hadn't given up. We ordered the Tomato Bisque for a starter and it was delicious! Chunks of fresh tomato in a creamy, flavorful...More

Thank MegtheHealer
Reviewed 3 March 2018 via mobile

Nice atmosphere. Great food. Very friendly service staff. Parking can be a problem sometimes, but just have to walk a little farther.

Thank elizabethmE9459JU
Reviewed 18 February 2018

As always a pleasent atmosphere and great service, but for the first time in many many visits the food had issues. The Hot Crab dip came out cold, and my wifes Salmon Dinner was very dry. My Burger was as good as always, and my...More

Thank ejhoove01
Reviewed 18 February 2018

Went at lunch and the jazzy fries were so good (and the serving was so big). The bartender made it a mission to find me a draft beer I was looking for (and this was greatly appreciated). Went back for breakfast and the sausage and...More

Thank BrianN3
Reviewed 12 February 2018 via mobile

Although the food was good the service we received will probably have us sticking to carry out. We were initially told a 25 min wait, which was fine. However when it came time to be sat I told the hostess that our less than two...More

Thank Erin K
Reviewed 4 January 2018

Great food. Great comfortable environment. Great staff, service. Great for dinner, lunch, brunch, coffee, drinks at the bar, and meetings & special events.

Thank kcorcoran2018
Reviewed 1 January 2018 via mobile

We had the Greek salad with grilled salmon and the steak and onion salad, along with the hot crab dip and fried pita chip appetizer. All dishes were well presented with generous portions. The bartender, Lisa, was attentive and polite. We will definitely return.

Thank TeamVacation
Reviewed 22 December 2017 via mobile

We come here every couple of months as this local and very convienent. The service is always good and the place has great atmosphere. We use to come to Mains I’ve cream as kids and love the nostalgia of the old building. The menu has...More

Thank Don G
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Ask a question
Questions & Answers
29 November 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
USD 15 - USD 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
Kids, Special Occasion Dining, Bar Scene, Child-friendly
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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