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    The Main Cup

    4.0 (284 reviews)
    Open 10:00 am - 8:00 pm

    The Main Cup Photos

    THE MAIN CUP ATMOSPHERE

    What's the vibe?
    Moderate noise
    Casual
    Happy hour specials
    Good for kids

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    Recommended Reviews - The Main Cup

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    Reviews With Photos

    Alex P.

    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 fried chicken sandwich. Both 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!

    The Main Cup has gone downhill with new ownership. The food quality has decreased and the prices are way up. The cream of crab doesn't taste like crab. No chunks of crab and is more of a gelatin gravy than a cream. It was terrible.

    Eileen T.

    Great menu with a lot of variety. Great service, fast and friendly and attentive.. Great ambiance with original brick walls.

    Wings
    Vy T.

    Food was good, enjoyed the seafood chowder, BBQ wings, and Reuben with fries. It's a cozy restaurant with a little cavern feel to it, with music on Sunday nights. There's both indoor and outdoor seating for good weather days. Service is amazing from our server who checked in on us a couple times to the busboy who caught us outside and mentioned that I forgot my purse at the restaurant because he could see it through the window. He saved me an hour drive coming back to retrieve it! Thank you so much for a great night.

    Crabcakes
    Matthew D.

    The atmosphere makes it a nice spot to relax, and the menu offers a decent variety with something for everyone. Prices are average for the area. While the presentation of the food was on point, the flavors didn't quite hit the mark for me this time. I also tried a cocktail that wasn't my favorite, but I'm definitely open to giving it another shot and trying something new next time.

    Front
    Maria F.

    Harmony was our server. She was so cheerful, sweet and attentive. Loved the service. The place is great. The decor is warm and inviting. Matches the old town feel. The food was awesome. The salmon on my salad was freshly cooked. The basil vinigarette went so well with the salad and with strawberries and blueberries added gave the salad just the right amount of sweetness. Had to hold the pistachios due to my diet. Hubby's bacon was cooked just right. Bacon was not super thin or thick. Delicious describes it best. I didn't get to try the avocado toast but hubby said it was very tasty and had a little kick of spicy. Bathroom was immaculate and smelled fresh as soon as you enter it. This place is amazing. Will definitely return.

    Jay J.

    Great service and exceptional food. This is a must do for crab cakes in Middletown. Everyone claims that they have the best crab cakes in Maryland, the Main Cup has the best in the valley for sure. All employees are wearing masks and tables outside we're spread apart for social distancing. Daily specials for today were the ribeye sandwich and shrimp quesadilla. Didn't get either one because, best crab cakes in the valley. Daily happy hours specials on beer and wine bottles are 50% off during happy hour as well. I miss visiting the Main Cup now that we don't live here but rest assured, this will not be the last check In here because we will visit every time we're are in town.

    Chicken Raviolini
    LaTise T.

    Spontaneous date night lead us to The Main Cup. The Atmosphere was relaxing. The service was polite and attentive. Our food came out hot and taste of the food was excellent. We overall enjoyed our experience and look forward to coming back.

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    2 years ago

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    2 years ago

    Stopped in for drinks and a dessert. Continues to provide outstanding service and awesome selection.

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    5 years ago

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    1 year ago

    A very nice restaurant on Main Street. Our lunch service, ambiance, and food were great.

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    2 years ago

    Tasty food, fast attentive service and great atmosphere! This was our first time and we will be back!

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    2 years ago

    Great place to stop by and have a good meal. The service was very friendly. I certainly recommend this restaurant.

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    8 years ago

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    2 years ago

    Great spot that was recommended by a family friend. Atmosphere is fantastic and the food was top notch along with the service.

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    1 year ago

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    3 years ago

    We had dinner and a few drinks here. Great atmosphere and food/service was good! Love the old tavern feel here.

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    Page 1 of 8

    Ask the Community - The Main Cup

    Do they have heaters for outdoor dining?

    Good Morning. Yes we have outdoor heaters. We recommend that you make a reservation for patio seating. Thank you for contacting us!

    View All 3 Questions

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    Dempseys Grille - Jägerschnitzel

    Dempseys Grille

    4.1(134 reviews)
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    The atmosphere of this little main street restaurant is as comfortable and cozy as grandma's…read morekitchen. Very clean and welcoming. The staff is kind and friendly like you've know each other forever. One of the owners, Joel even ventured out of the kitchen to make table conversations patrons and ask us how the special was. Now...this special was exactly that. A special treat of savory and decadent flavors seldom found in this area. Jägerschnitzel. a German dish featuring a pounded, breaded and fried meat cutlet (pork) topped with a rich mushroom gravy, often called "hunter's schnitzel ". It was amazing. Michelin star flavor. If you are a "Foodie", do not pass this place up.

    We have been venturing to Dempsey's for several years for the good greasy breakfast food…read more But after the last visit, I am out. Why? Simple: Ridiculous expensive menu. $4 for a simple coffee? How about $3? $5 to add a protein to your omelette? How about $3? I'll be honest: I was annoyed by the presumptive pricing. You're not a five star breakfast place; you're a diner. Start charging like it. I wish Dempsey's the best if they can find the clientele to pay their prices. I won't be one of them. And I can imagine there are others who think like me but don't say anything. And you can think I'm being a cheapskate all you want. Everyone know what appropriate pricing looks like. And everyone has to watch their dollar, especially in the current economy. #reality Lower your prices and get the word out and people will come back. ‍

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    Black Hog BBQ - Before the Teardown yummm

    Black Hog BBQ

    4.0(41 reviews)
    0.9 mi

    The food was amazing! Some of the best BBQ I've had north of Virginia and other southern states…read more Cocktails were delicious and are changed seasonally. I had burnt ends and brisket along with Cole slaw and baked beans. Baked beans and burnt ends had a nice spice to them. My wife and mother in law shared a burnt ends and pulled pork platter with mac n cheese and Cole slaw. They loved it. I had a local beer which was good and the ladies got a couple of the cocktails which they loved. We will definitely return as this is just south of our camper and we have been exploring the area more lately.

    A great place to get bbq in Middletown This restaurant,…read moreBlack Hog BBQ, started in Frederick, Maryland and has grown into a small restaurant chain with four active locations in the state. Their website states that the black hog is the rarest breed of hogs and they decided to name their company after it. This location, the Middletown restaurant, is the newest addition to the group. We were driving through town and looking for a bite to eat and decided to try it. It is a little off the main road but pretty easy to get to. It is in a strip center on a corner unit with plenty of parking. We were greeted as we entered and taken to a table. The waitress, Athena, did a wonderful job for first-timers like us. She told us that most of the locations are similar to this one with a restaurant and a bar. I ordered a chopped pork platter (sandwich and a side of French fries) and a sweet tea. The sandwich and fries were excellent. The tea had a different taste from the ones that I am used to so that was not my favorite. Food is served on metal trays with butcher paper below and plastic silverware so don't expect fancy plates. The staff was wonderful, the location was very clean and the prices were very reasonable for the amount and quality of food that you get. Overall, it was a great experience and I would definitely recommend it to fellow travellers looking for a good bbq meal in the area

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    Black Hog BBQ - Butcher diagram

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    Dunkin'

    Dunkin'

    2.3(27 reviews)
    0.9 mi
    $

    I'm kind of surprised by the negative reviews. I order drive thru from here pretty frequently and…read moreI've never had a problem with the specialty drinks or the donuts. The staff is always very cordial.

    It's a shame as I spend over $800 a month here for various reasons. I repeatedly have a problem…read morewith the same employee. Tonight was unfortunately the night she went too far. The store had a sign out front saying they will close at 6pm. Look at my watch and see there's about 35 minutes to closing. Great I think, as my family and I were getting ice cream, just enough time. We get our ice cream and there's about 25 minutes to store closing. We sit down and start eating and at 5:45 the very rude employee comes over and says "We close in 15 minutes and you have to leave now". I say oh I thought you were open until 6 and she says "we close inside early". I tell her ok we'll start to pack up. She goes over to the door and says "I'll just stand here while you do" with the door wide open on a very cold night. She literally stood there the whole time with the door open waiting for us to leave. On the way out I can see she's covering her name tag and about to do something stupid. I snap a picture as I know I'm going to have to report her. Lo and behold, on the way out She says "thanks for coming in so late". I ask for her name and when her manager comes in and she says "I don't have to give you that, and we open at 5am." I ask again for her managers name and she says "oh, did I make you upset" in a condescending voice. Can't believe the customer service displayed by this person. After reading the recent reviews, it wouldn't surprise me if she's single handedly responsible for all the negative reviews. Feel very bad for the owners as they have a problem that's causing them bad reviews at an otherwise good location. Keeping this review up until they decide to contact me or address the problem(her).

    The Main Cup - coffee - Updated August 2026

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