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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 good28%
  • Average10%
  • Poor1%
  • Terrible0%
Travellers talk about
“raviolini” (3 reviews)
“onion salad” (3 reviews)
Closed Now
All hours
American, Bar, Gluten Free Options, Vegetarian Friendly, Vegan Options
₹₹ - ₹₹₹
14 W Main St, Middletown, MD 21769-8091
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Reviews (154)
Traveller rating
Traveller type
Time of year

1 - 10 of 154 reviews

Reviewed yesterday via mobile

Excellent dining experience! Food is well prepared and service is attentive. Give it a big thumbs up!!!

Thank BurtMaggio
Reviewed 1 week ago

We were in Middletown to seek out a local mower repair shop and decided to find a lunch establishment. We found The Main Cup by chance, and couldn't have been happier. The menu is varied enough for any taste, and the full bar has many...More

Thank Mike A
Reviewed 2 weeks ago

Driving down the main street of Middletown there is this very unassuming restaurant. It almost doesn't look open...It is a small restaurant with BIG tastes... We didn't have the pizza but a couple tables ordered it and it does look yummy . We started with...More

Thank Mmutsy
Reviewed 3 weeks ago

Stopped here while traveling on I-70 between DC and Harrisburg. What a great surprise! The building itself is a charming restoration with multiple rooms for dining. The menu offered so many varied choices it was hard to decide. I opted for the steak salad and...More

Thank graymar6
Reviewed 10 April 2017 via mobile

We visited the restaurant for a late lunch while in the area visiting some wineries. We had great service and the food was amazing. The outdoor seating area is a nice quiet area to sit in and enjoy a glass of wine while you eat...More

Thank Melissa T
Reviewed 2 April 2017 via mobile

Our family has come several times, be it for coffee, desserts, breakfast or even for a show with some appetizers. Atmosphere is cozy and comfortable with the decorations being just enough but not too much to take away from the incredible building and architecture. Whether...More

Thank Unique2myself
Reviewed 1 March 2017 via mobile

Great food. Great service. Highly recommend. Very relaxed atmosphere. Prompt service. On a warm sunny day, very nice outdoor patio seating available.

Thank kellyelle
Reviewed 20 February 2017 via mobile

We love this restaurant! They have a wide variety of foods from breakfast to great dinners. The atmosphere is great as well

Thank kmk1024
Reviewed 29 January 2017

Fantastic food and service! I highly recommend their crab cakes and Reuben sandwich! The restaurant has a very rustic charm. It could use more booths. The bar area is separate. The drinks are very good.

Thank kaykline
Reviewed 22 January 2017

We've been here three or four times now -- it's a 40-minute drive -- and each time we say the same thing: "Y'know, it's a 40-minute drive, and really, really worth it." I had a salad with Ahi tuna; excellent. I could kind of hide...More

Thank LoafJugThouTree
Nearby Restaurants
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Nearby Attractions
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10 reviews
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Jumbo's Pumpkin Patch
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4.06 km away
Questions & AnswersAsk a question
I see that there are "Downtown Jazz Jam" events every Thursday night. How does this affect the ambiance? Is it loud? Would you still be able to have good conversation over the music?
29 November 2015|
Answer Show 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
US$ 15 - US$ 25
Brunch, Breakfast, Lunch, Dinner, 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
Good for
Romantic, Bar Scene, Special Occasion Dining, Groups, Kids, Child-friendly
Open Hours
09:00 - 21:00
11:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 23:59
08:00 - 23:59
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