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Dempseys Grille — Restaurant in Middletown

Name
Dempseys Grille
Description
Nearby attractions
Middletown Public Library
31 E Green St, Middletown, MD 21769
Nearby restaurants
The Main Cup
14 W Main St, Middletown, MD 21769
Aleko's
6 N Church St, Middletown, MD 21769
Asian Cafe
7 N Church St, Middletown, MD 21769
Subway
5 E Main St, Middletown, MD 21769
Tapia's on Main
203 E Main St, Middletown, MD 21769
La Carreta Tacos y Tortas
211 E Main St, Middletown, MD 21769
Nearby hotels
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Keywords
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Dempseys Grille things to do, attractions, restaurants, events info and trip planning
Dempseys Grille
United StatesMarylandMiddletownDempseys Grille

Basic Info

Dempseys Grille

116 W Main St, Middletown, MD 21769
4.5(318)
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Ratings & Description

Info

attractions: Middletown Public Library, restaurants: The Main Cup, Aleko's, Asian Cafe, Subway, Tapia's on Main, La Carreta Tacos y Tortas
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Phone
(301) 371-7400
Website
dempseysgrille.com

Plan your stay

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Featured dishes

View full menu
dish
2 Eggs & Toast With Home Fries
dish
2 Eggs & Toast With Home Fries And Meat
dish
Corned Beef Hash 
dish
Eggs Benedict   
dish
Chili Cheese Fries   
dish
Buffalo Chicken Salad   
dish
Crab Cakes (Two Crab Cake Dinner With Two Sides)
dish
Homemade Meatloaf   
dish
Crabby Burger   
dish
Dempseys Patty Melt 
dish
Cheeseburger   
dish
Dempsey’s Homemade Crab Cake Sandwich
dish
Rachel   
dish
Hot Chocolate
dish
Philly Cheesesteak Sub With Fries

Reviews

Nearby attractions of Dempseys Grille

Middletown Public Library

Middletown Public Library

Middletown Public Library

4.9

(26)

Open 24 hours
Click for details

Things to do nearby

Candlelight: Christmas Carols on Strings
Candlelight: Christmas Carols on Strings
Thu, Dec 18 • 6:30 PM
340 East Patrick Street Unit A, Frederick, 21701
View details
Play with horses in the countryside
Play with horses in the countryside
Mon, Dec 15 • 7:00 PM
Lovettsville, Virginia, 20180
View details
Frederick, MD Murder Mystery: Solve the case!
Frederick, MD Murder Mystery: Solve the case!
Mon, Dec 1 • 12:00 AM
38 S Market St #5, Frederick, MD 21701, USA, 21701
View details

Nearby restaurants of Dempseys Grille

The Main Cup

Aleko's

Asian Cafe

Subway

Tapia's on Main

La Carreta Tacos y Tortas

The Main Cup

The Main Cup

4.6

(799)

$$

Click for details
Aleko's

Aleko's

4.8

(237)

Click for details
Asian Cafe

Asian Cafe

4.1

(166)

Click for details
Subway

Subway

3.7

(91)

Click for details
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Posts

KyleOfTheBeardKyleOfTheBeard
Dempsey’s Grille is a fantastic little bar and diner located in downtown Middletown, MD. It’s easy to spot from the street and the inside is covered in memorabilia and artwork from past decades. They even have a historical pamphlet that tells the story of how Dempsey’s got started back in the 1800s. I walked in and was sat at the bar by Alex, who was genuinely great to talk to as he took my order. It’s an open kitchen so you can see the chefs cooking everything in the back—something I always appreciate. My order was a patty melt with no tomatoes, buffalo wings, and a Diet Coke. Everything came out hot and fast, and Alex made sure I had what I needed before I dug in. The food was great and exactly to order! No complaints from me and, honestly, the fries were amazing. I love little spots like this; their charm and history make the experience of visiting and eating all the more unique. If you’re in Middletown, stop by for a bite!
Kevin KlineKevin Kline
My wife and I chose Dempsey's as our "D" restaurant for our ABC adventure. This place was probably my favorite so far. The music was literally my Spotify Playlist. Carly the hostess and waitress was a doll. Our food came out hot and we didn't have to wait a long time either. We shared the chili cheese fries and they were bangin'. I had the Dempsey's patty melt and chili topped baked potato. And guess what?! They were both bangin'! I mistook the sour cream as mayonnaise and put half of it on my burger and it was still bangin'. My wife had the cod sandwich and onion rings and she said they were both bangin. It was so chill inside and very comfortable. Chairs were nice and sturdy for my big back self.
Maria ZMaria Z
Found this place via google and I’m glad I selected this for breakfast. Friendly staff. The owner comes around to ask about you multiple times and that really makes you feel at home Although they were a bit late with our order but it turned out great. I would highly recommend this for your classic American breakfast. It’s a nice cosy diner with lots on the menu. Portion sizes are average two people can easily share a breakfast but it’s up to you. It’s a little on the expensive side but I guess that is justified looking at the quality of the food. Coffee was perfect. The best sip of coffee I had in a long long time! Thanks Joel and co. If we’re ever back in the area we will definitely visit again.
See more posts
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hotel
Find your stay

Pet-friendly Hotels in Middletown

Find a cozy hotel nearby and make it a full experience.

Dempsey’s Grille is a fantastic little bar and diner located in downtown Middletown, MD. It’s easy to spot from the street and the inside is covered in memorabilia and artwork from past decades. They even have a historical pamphlet that tells the story of how Dempsey’s got started back in the 1800s. I walked in and was sat at the bar by Alex, who was genuinely great to talk to as he took my order. It’s an open kitchen so you can see the chefs cooking everything in the back—something I always appreciate. My order was a patty melt with no tomatoes, buffalo wings, and a Diet Coke. Everything came out hot and fast, and Alex made sure I had what I needed before I dug in. The food was great and exactly to order! No complaints from me and, honestly, the fries were amazing. I love little spots like this; their charm and history make the experience of visiting and eating all the more unique. If you’re in Middletown, stop by for a bite!
KyleOfTheBeard

KyleOfTheBeard

hotel
Find your stay

Affordable Hotels in Middletown

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
My wife and I chose Dempsey's as our "D" restaurant for our ABC adventure. This place was probably my favorite so far. The music was literally my Spotify Playlist. Carly the hostess and waitress was a doll. Our food came out hot and we didn't have to wait a long time either. We shared the chili cheese fries and they were bangin'. I had the Dempsey's patty melt and chili topped baked potato. And guess what?! They were both bangin'! I mistook the sour cream as mayonnaise and put half of it on my burger and it was still bangin'. My wife had the cod sandwich and onion rings and she said they were both bangin. It was so chill inside and very comfortable. Chairs were nice and sturdy for my big back self.
Kevin Kline

Kevin Kline

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Middletown

Find a cozy hotel nearby and make it a full experience.

Found this place via google and I’m glad I selected this for breakfast. Friendly staff. The owner comes around to ask about you multiple times and that really makes you feel at home Although they were a bit late with our order but it turned out great. I would highly recommend this for your classic American breakfast. It’s a nice cosy diner with lots on the menu. Portion sizes are average two people can easily share a breakfast but it’s up to you. It’s a little on the expensive side but I guess that is justified looking at the quality of the food. Coffee was perfect. The best sip of coffee I had in a long long time! Thanks Joel and co. If we’re ever back in the area we will definitely visit again.
Maria Z

Maria Z

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Reviews of Dempseys Grille

4.5
(318)
avatar
1.0
31w

Apparently Dempseys has been sold again. I and my partner drove up to Dempseys from downtown Frederick to have breakfast. We walked in and things and staff had changed. So we sat down and a young man waited on us. He got our coffee and we ordered. I ordered sausage gravy and biscuits. My partner ordered Eggs Benedict and hash browns to be well done. A minute later the waiter came back and asked me what type of toast I wanted for with my sausage gravy I said to him that I want biscuits as it is stated on the menu. His response was"oh it does". The less than a minute later he comes back and asked my partner how he would like his eggs on his Eggs Benedict and my partner answered poached as they are normally made. I just knew there was going to be a problem. So they bought the food out and my sausage gravy with eggs was not what it was suppose to be. I got chopped beef gravy with large dried and burnt biscuits and my eggs where pretty much fried instead of over easy and they had cheese on them which I did not ask for. The gravy was terrible. My partners Eggs Benedict was terrible. The eggs were not poached and the holindiase sauce must have been out of a premixed package it was not home made. And had to much butter on it. The hashbrowns were burnt to a crisp hard as a rock. I took a couple bites and that was it for me. My partner did the same. The waiter cam back and asked how where things and I told him terrible and his first response was "good" and then I said I don't think you understood meand I told him again it was not good his response was "I'm sorry and walked away. He did not bother to comp the meal or even have the owner/ manager come over. I told him. To bring the check he did notso I went to the register and stood there until he came up and then he rung up the check. I did not leave a tip for the awful and terrible food and waiter. Now I frequentedthe dinner when the first owners had it and the food and service was fantastic. The second owners the food was OK and service was good. It's obvious that the third owners have no idea what they are doing and I don't see them staying in business much longer if they don't change how food is made. The manager/owner came around and greeted some people I assume he knew them but did not.bother to come over and see how things where or hey let me comp that breakfast ... nothing! So we paid the outrage price of $45.00 and we will never go back there again. I will make sure I tell people not to waste their money on this gastro...

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avatar
1.0
1y

We visited on July 28th for breakfast.

All of the employees were high-schoolers, save for maybe one adult? They were mild-mannered on the surface but entirely incapable of doing good work. There was a long wait for our food despite it mainly being just eggs, toast, home fries; all of which were room-temp or cold by the time they reached our table. The eggs and home fries were under-cooked (raw & unseasoned potatoes, gooey egg whites), making toast the only correctly cooked item we got. We didn't even receive our silverware until after the food, making it about 50+ minutes before we had the utensils to eat; we had to flag down one high-schooler to ask for silverware who never got back to us, so we had to flag down ANOTHER high-schooler who finally got some for us. We only got one coffee refill and no water refills, and weren't asked if we wanted them either.

I did not tip. We aren't visiting again. I can't understand how this place has a 4.6 star rating. I understand that sometimes there are bad days, short-handed, whatever... but somehow literally everything went wrong with our visit, and it was the last day we were visiting Maryland for the weekend so we got to leave the state with a bad taste in our mouths, literally and figuratively. It's like the staff were deliberately trying to sabotage our visit.

Breakfast is the sort of meal that is hard to mess up, but Dempsey's Grille managed to mess it up perfectly. I could have just gone to a Denny's or made breakfast myself; either would've ran circles around this waste of a...

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avatar
1.0
1y

Ate (some) breakfast here on Saturday the 7th. Waited an entire hour for eggs, toast, sausage, and potatoes. When the food finally came, neither one of us received the potatoes. My friends plate was comically empty, with his food all shoved to one side as it obviously should have come with potatoes. We asked for them and someone went to get them. In the 15 minutes or so as we ate and finished up, we never got them nor heard about them.

As we paid, and another someone asked how the food was, I told him we didn't receive everything we ordered. He didn't even acknowledge what I said, much less apologize. He just indicated where to swipe my card and to answer the question about the tip on the machine. The food was B+, but just avoid this place. There were 9 people working in this small restaurant that morning (poorly managed high schoolers with no work uniform) and they were all busy doing absolutely nothing. Left a little sour note at the end of a great weekend...

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