The Main Cup

Middletown, MD · American restaurant

Rating
4.6/5
★★★★★ 4.6
Reviews
20
Rank in Middletown
#7
of 24 restaurants
City Percentile
52%
rating percentile
Address
The Main Cup, 14 W Main St, Middletown, MD 21769
Phone
(301) 371-4433
Website
www.themaincup.com
Status
Closed · Opens 11 AM

The Main Cup is a restaurant located in Middletown, MD. It is one of 24 restaurants listed in Middletown. Its 4.6-star rating is above the Middletown city average of 4.5 stars. It ranks #7 of 24 restaurants in Middletown. There are 10 photos associated with this location.

About 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 since 2007. In that time, we have developed a large number of regular customers... More

Hours

Saturday11 AM–9 PM

Customer Reviews

★★★★☆ 4.0 Kenzie Kramer · Nov 2025

We stopped by The Main Cup for the second time—our first visit was just for drinks, but this time we stayed for both food and beverages, so it felt right to share a full review. Parking is a bit tight, located behind the restaurant in a small lot with roughly a dozen spaces. Keep that in mind if you’re visiting during a busy time. The staff were quick to greet us and get us seated. Everyone we interacted with was friendly, knowledgeable, and attentive throughout our meal. We started with the buffalo wings. While they don’t offer an all-flats option, the 50/50 mix was fine. The wings were char-grilled with the sauce served on the side, which gave them a great texture—big, juicy, and flavorful. For dinner, I ordered the blackened chicken tacos and paired them with one of their signature

★★★★★ 5.0 Veronica Cannon · Dec 2025

Excellent food and service! Such a surprise to find this gem of a restaurant in Middletown, MD. This place is worth the trip north. Excellent braised short ribs and the best burgers!

★★★★☆ 4.0 Ari Kon · Sep 2025

Stopped by with my wife, we had some cocktails and a delicious meze platter fir starters. Our main meal was the mains burger with bacon . The burger was great but way to much on all the sauces, a light coating wouldve been sufficient, i prefer to enjoy the meat not fir it to be drowned in all the sauces. Stopped by again with my wife, this time we had potato skin appetizer which was delicious, and the bacon burger. I didn't get sauce on it this time but we also didnt get medium burgers, they were well done, no pink, tasty but overcooked. Our server Theresa was on point, also the drinks for happy hour cant be beat

★★★★☆ 4.0 Alex Pierce · Aug 2025

Great experience here on a Monday for lunch. It was very quiet as we came during the week. The restaurant is clean and beautifully decorated. Our server was fantastic. I ordered the grilled chicken sandwich and my friend ordered the friend chicken sandwich. Bother were delicious and portion sizes were plenty. I will say I felt some of the prices were a little high, but otherwise I enjoyed my experience!

★★★★☆ 4.0 KyleOfTheBeard · Aug 2025

The Main Cup is a nice American-style restaurant nestled in the heart of Main Street Middletown, MD. I went around 7:30pm on a Tuesday night. Got seated quickly and my waitress (absolutely wonderful and delightful to talk to) got my drink and starters in. I got a Diet Coke and some wings—the Diet Coke came out in a mason jar, which is a pet peeve of mine that I really dislike (Who likes ribbed glass up against their teeth when they drink??) but, thankfully, it came with a straw. The wings were BIG with a ton of meat on the bone and very nice buffalo sauce that wasn’t overly intense or spicy. My entree was Cajun Raviolinis that came with marinated grilled chicken, peas, bell peppers, onions, Parmesan raviolinis, Cajun spiced Alfredo sauce. It was very good but EXTREMELY salty. My waitre

Accessibility & Amenities

✓ Wheelchair Accessible Entrance ✓ Wheelchair Accessible Parking Lot ✓ Wheelchair Accessible Restroom ✓ Wheelchair Accessible Seating

Services

American restaurant

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This listing is informational. Contact the business directly to verify credentials, services, and availability.