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The Main Cup

14 W Main St, Middletown, MD 21769-8091
+1 301-371-4433
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  • Excellent60%
  • Very good28%
  • Average10%
  • Poor1%
  • Terrible1%
Travellers talk about
“brunch” (4 reviews)
“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 (158)
Traveller rating
Traveller type
Time of year

1 - 10 of 156 reviews

Reviewed 3 days ago

So we arrived on a Friday night just after 6:00 PM and although the parking in the area was sparse we went in and were seated right away in the bar area. Our waitress showed up offering drinks right away. We ordered the crab dip...More

Thank m151a1db
Reviewed 3 weeks ago via mobile

Made several visits and am never disappointed. Service and food is excellent. Great burgers and seasonal salads! Atmosphere is warm and welcoming. Great for all: individuals, couples and families. Prices not high, burger $12-13 salads $7-10.

Thank Beverly H
Reviewed 4 weeks ago via mobile

Really nice eggs benedict with a side of fresh fruit at a reasonable price ($12) in a comfortable seat and friendly, family atmosphere... And the coffee is GOOD. We will be back at every opportunity.

Thank BonsterMC
Reviewed 4 weeks ago via mobile

Stopped there for lunch (walked from home). Very nice - excellent food at a reasonable price, and excellent service.

Thank Graeme P
Reviewed 5 weeks ago via mobile

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

Thank BurtMaggio
Reviewed 12 May 2017

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 5 May 2017

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 29 April 2017

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 3 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
Nearby Restaurants
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4.64 km away
Burger King
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JB Seafood
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Nearby Attractions
South Mountain Creamery
58 reviews
5.21 km away
Orchid Cellar Meadery and Winery
21 reviews
2.66 km away
Musket Ridge Golf Club
10 reviews
5.87 km away
Jumbo's Pumpkin Patch
10 reviews
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, Special Occasion Dining, Groups, Bar Scene, 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
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