The Main Cup

All American restaurant located in Downtown Historic Middletown, MD. Welcome to The Main Cup. The Main Cup is located in Historic Downtown Middletown, Maryland.

Its name is derived from the building's history which began over 100 years ago when C.F. Main began making and selling ice cream here. Main's Ice Cream and Butcher Shop became a Maryland institution as the business grew regionally. Presidents and state officials were known to stop at Main's on their way to Shangri-La, now known as Camp David. Ice cream was last churned here in 1969 and the Main fa

09/05/2024

Blackened Salmon Tacos: honey sriracha glazed, lime sesame jicama slaw, pico de gallo, guacamole, flour tortillas

Thursday Lunch Special

09/04/2024
09/04/2024

Live Music every Sunday from 4-7pm. This week we have Music by Jason Teach.

09/03/2024

BBQ Chicken Hoagie: grilled chicken, pepperjack cheese, lettuce, tomato, spicy ranch, crispy onions, maple bourbon BBQ sauce

Tuesday Lunch Special

09/02/2024

We are OPEN from 11am-9pm. Join us for Live Music from 2-5pm featuring Tony Wilkins. Happy Labor Day!

09/01/2024

Who's coming to enjoy Live Music from 4pm-7pm at The Main Cup?

Live Music this Sunday from 4-7pm featuring Wayne Snow.

08/30/2024

WANNA HANG : marinated & grilled hanger steak, two potato crab hash, sweet corn bacon puree, asparagus, balsamic glaze

Friday Night Special

08/29/2024

Fried Green Tomatoes: smoked red pepper aioli, feta cheese crumbles, pickled red onions, fresh basil

08/29/2024

Big Shrimpin: 8oz grilled prime burger, Old Bay tempura battered shrimp, Old Bay aioli, pepper jack cheese, lettuce, tomato, red onion, brioche bun

Thursday Night Special

08/29/2024

Blackened Salmon Tacos: pickle pepper slaw, lettuce, avocado mousse, flour tortillas

Thursday Special

08/29/2024

Commercial property alert in Middletown🚨 10 W Main Street now available for rent! Please reach out if interested.

08/27/2024

Blacked Mahi Special: roasted potato vegetable medley, aji aioli, garlic butter

Tuesday Dinner Special

08/27/2024

Live Music this Sunday from 4-7pm featuring Wayne Snow.

08/27/2024

Turkey Hoagie: sliced turkey, provolone cheese, bacon, tomato, arugula, red onion, aji aioli, pepper relish, hoagie roll

Tuesday Lunch Special

08/24/2024

🍊range you glad its Saturday! We crushin it at Brunch!

08/23/2024

Currently looking to hire a Full Time Line Cook!

08/23/2024

Peruvian Swordfish: crab fried rice, jicama slaw, aji aioli

Friday Night Dinner Special

08/22/2024

Pizza Burger: 8 oz prime beef patty, fried breaded mozzarella cheese, house marinara sauce, brioche bun

Thursday Lunch Special

08/21/2024

Live Music this Sunday featuring Tony Wilkins from 4-7pm

08/21/2024

THE BEET IS ON: grilled salmon, local beets, cauliflower puree, chimichurri fingerlings, pea shoot salad

Wednesday Night Special

08/21/2024

Happy Hour @ The Main Cup
Monday-Friday 3-6pm
Come and try some of our new Bar Specials!
Maryland Shrimp: tempura battered shrimp, old bay aioli, arugula cucumber salad (Only Available at The Bar)

08/21/2024

Blackened Salmon Tacos: blackened salmon, corn salsa, jalapeños, radish, lettuce, queso fresco, spicy aji aioli, flour tortillas

Wednesday Lunch Special

08/20/2024

BBQ Chicken Sandwich: grilled chicken, provolone cheese, house maple bourbon BBQ sauce, bacon, lettuce, tomato, brioche bun

Tuesday Lunch Special

08/15/2024

Live Music this Sunday featuring Dan McGuire from 4-7pm

08/15/2024

Grilled Salmon: cauliflower, fingerling potatoes, asparagus, bell peppers, garlic butter, creamy shrimp sauce

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Videos (show all)

Middletown, Maryland
Meet me at The Main Cup Bar! New Bar Only Cocktail Special for Happy HourIn The Valley- absolut citron, strawberry simpl...
It’s the Middletown Valley Food Bank “Blessings in a Basket” collection day! So far….what an amazing turnout!  Thank you...
Enjoy our favorite wines for half price on Mondays, Tuesdays and Wednesdays!Happy Hour 3pm-6pm Monday-Friday $2 off your...
Stella Chalis Hours Monday through Friday Noon to 2pm!  Happy Lunch! #stellaartois #lunchtimehappyhour #weeklybeerspecia...
New Hard Cider!  Who doesn’t love the perfectly tasting Blueberry Cobbler or Apple Pie and Ice Cream Hard Cider?!  #reds...
Saint Patrick’s Day is tomorrow!  Join us for your Saint Patty’s meal of Bangers and Mash or Coned Beef and Cabbage!
The Main Cup became a Life Member of the William F. Moran Foundation and Museum this month. This is a wonderful organiza...
This week The Main Cup celebrates it's 14th Anniversary!  We would like to thank our community, customers and employees ...

Address


14 W Main Street
Middletown, MD
21769

Opening Hours

Monday 11am - 10pm
Tuesday 11am - 10pm
Wednesday 11am - 10pm
Thursday 11am - 10pm
Friday 11am - 10pm
Saturday 11am - 10pm
Sunday 10am - 8pm

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