Dempseys Grille

We stopped by The Main Cup for a late lunch with a party of five and had a great experience. Even…read morethough they were still pretty busy, we were seated right away in one of their two spacious dining areas, and our server was friendly, attentive, and quick to get our drink orders started. The restaurant is in a cute location with plenty of parking in a beautiful old town, making it a nice spot to spend an afternoon. The menu had so many tempting options that it was genuinely hard to decide what to order. My husband had the burger and fries and said it was probably the best burger he's ever had. I ordered the chicken and biscuits with sausage gravy, and the portion was huge and packed with flavor. The Cobb salads at our table looked amazing, and our friends once again couldn't pass up the sweet potato fries, which are always a favorite. The only small disappointment was that they were out of the Maryland special crab soup, which I had been hoping to try. We skipped alcoholic drinks, but the bar menu looked extensive, and we did finish with a cappuccino that was very good. Overall, this was an excellent meal with great service, generous portions, and delicious food. We'll definitely be back to work our way through more of the menu.

The service was great at this restaurant! We enjoyed the food we ordered. The lattes were decent…read morebut nothing to really rave about. One thing that would really help with the lattes is having a list of the flavors so it's easier to choose!

Shroom risotto

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Brookside Inn

4.4(76 reviews)

6.2 mi

I love these types of places that are locally owned where you can meet fun people. The food is good…read moreand service here is friendly and they welcome dogs on the outdoor patio. The outdoor seating can get a bit hot because the concrete barriers do not allow air to flow but you forget all that after a few buckets if beers and a good band. Prices are fair and you don't have to worry about parking.

Outdoor heaters 360° is one way they spoil you. Come to the Brookside fast! . My favorite beverage…read moreis Orange Vodka with their FRESH HAND SQUEEZED O.J.

Bar area

Brookside Burger with hand cut fries

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The Rabbit Hole Gastropub

4.1(453 reviews)

12.9 mi

The BEST Negroni ever. The bartender showed me exactly what was in it but I guess I was too many…read moreNegronis in to remember. Pizza is great too! Friendly staff, fun decor.

My lady friend and I went there on 14 Aug 26 based on the reviews. We must have hit it on an off…read moreday! We ordered the C&O Canal Chicken sandwich (which we split) and paid the $2 up charge for sweet potato fries. The chicken breast was not only dry but it was half the size of the bun it was served on. The food came out rather quickly to the point that my thought was that the food was pre-cooked and was sitting under a heat lamp. The fries were soggy to the point that my lady friend did not even finish her share of them. Which is EXTREMELY unusual as she LOVES sweet potato fries! We sat outside and the ambiance is nice. The only saving grace was our server Clarence provided friendly and efficient service and the Margarita was fairly tasty. As I stated: We must have hit them on an "OFF" day based on the reviews of others. We will NOT be returning.

A spring in the middle of the restaurant

Schnitzel

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Mango Margarita and Cider

The Urbana Lodge

4.0(82 reviews)

13.6 mi

Good food, Great service, Very very clean restroom. That's…read moresuper when you go to a restaurant the greatness of the food stands up with the great restroom.

This is the "new" restaurant that took over the Buffalo Wild Wings And I've been meaning to try it…read morefor a while now, but only just now been able to get a chance to do it. Made a reservation not like you really need one, but we made one and was seated down pretty quickly. The host was nice and friendly and the wait staff said hello to us within the five minutes of us seating. I appreciated how family-friendly this place was, they give these cute little animal boxes with different things inside and crayons to keep the kids entertained. The decoration is fun with a lot of outdoor vibes and stuffed real animals. They bring out a side of chip and a yogurt dill dip that's interesting, a fun idea. The food, mhm so we ordered a lot! Crab dip: 2.5/5 not too bad but not memorable, okay amount of crab, flavors were too heavy on the cream cheese/fillers but just okay, they need more bread with it but the chips helped. Prob wouldn't order again Crab cake: 3.8/5 pretty good size and good amount of crab and good flavor probably the best dish that we had ordered here! Would get again. Burger: 3/5 granted I did order this medium well for my kid, but the burger was charred a little too much around the burger, giving it a sort of dry crunch on the edges and charcoal burn vibes. Not my favorite texture that I would want on a burger, but perhaps it would've been different if I ordered a medium? Bread itself was a little stale/crunchy which I did not prefer how it was cooked/prepared. Overall, it was just okay. Ribs: 2.5/5 the ribs were half off ribs so I decided to go for it because of the good deal. But it was just okay, being that Blackhog barbecue is right next-door (thier dry rub ribs are amazing), I would hope that they would step up their barbecue rib game. For a " full rack" there were only nine bones and seemed a little smaller than what I'm used to. It's very heavy on the sauce which I didn't think was the best pairing and wasn't the best flavor bbq sauce. Overall, I wouldn't order it again. Steak kabob: 3.2/5 this was actually pretty tender for the cut of meat, I'm surprised that I didn't have to work for it so I was happy about that! The only criticism that we have is that the meat itself did not have that much flavor or seasoning and there's only one skewer of meat and one skewer of veggies. Meaning the total amount of meat that was probably on that dish was no more than 4 -5 ounces of steak. And for that price point, I would want a little bit more meat. Mac and Cheese: 3.5/5 pretty good for a kids Mac! Good cheese and flavor was impressed! Overall, the service and the host in the experience of being there was pretty good, but the food was a little lacking not sure if I would go again, but it was on our right experience in terms of food

Beautiful interior!

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Hootch & Banter

4.3(812 reviews)

7.6 mi

Kimberly took care of serving my wife and I today and it couldn't have gone better! My wife ordered…read morethe huevos rancheros and I had the stuffed French toast, and some local black coffee. All of it was amazing! "I can't remember the last time I had a breakfast this good", she said. The fast and efficient service really enhanced the atmosphere Absolute perfection!

The cocktails at Hootch & Banter were the highlight of our visit. We tried a couple of different…read moredrinks, and each one had a good balance of flavors without being overly sweet. We also ordered some small plates to share, which paired nicely with the drinks. The atmosphere was lively but still comfortable enough to sit and talk, making it a fun spot for a relaxed evening out.

Lounge area.

Wagyu burger

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It's About Time (old fashioned)

Valley Grill Sports Bar

2.7(41 reviews)

1.2 mi

First time I've eaten at the Valley Grille in ages and WOW! I was seriously impressed! Their new…read morechef is crushin' it! We asked if they'd make the "Family Combo" (12 wings, 1 lb chicken tenders, 3 cheeseburger sliders & fries) even though it's usually just on the Sunday menu, and they did! The 5 hungry kids in our group demolished it Also... I'm a total sucker for homemade ranch, and theirs is legit so good. Creamy, flavorful, and clearly not from a bottle The adults all ended up ordering tacos...shrimp, carne asada, el fuego pork, and Cajun fish...and every one of them was unique and packed with flavor. But the surprise star of the night was the Brisket Wedge Salad. The brisket was tender, lean, and plated beautifully. Highly recommend trying that one! The chef even came out to check on our meal, which was such a nice touch, and our server was awesome- handling multiple tables and the bar like a pro. I live in Glenbrook and have always wanted this spot to thrive, and it finally feels like it's getting there. Definitely planning to check out trivia night soon!

I was visiting in the area and stopped by for lunch. I had great service from Chaz. She was very…read morefriendly and the Club Wrap was delicious. Order with the onion rings

Club Wrap with a side of onion rings.

Good bands

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Southern Kitchen

4.0(474 reviews)

82.0 mi

I would like to update my review from 7 years ago. We went…read moreto lunch at Southern Kitchen yesterday. The food was great and the service was spot on!

Take a step back into the 50s, this place will remind you how great grandmas breakfast is! Service…read moreis on top even when slammed. Got a chance to stop in while I was in the area and don't regret it. Can't beat the pricing either, we had an amazing break first for only $29. That's hard to do in 2026 anymore.

Juke boxes in booths

Fried chicken basket

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Carriage House Inn

4.0(175 reviews)

21.4 mi

We attended a celebration of life for a relative on July 31st. The staff was very accommodating,…read morethe food was very good and the private room upstairs was excellent. I would recommend The Carriage House.

Stumbled on this place but what a find. Wait staff was on top of everything. Crab cake was amazing…read moreand all crab, no fillers. Prime rib was exceedingly tasty and had to be bigger than advertised 14 ounces. Then the desserts were awesome also. Piano player made it nice and not too loud where you couldn't hear. Really great location and food. Keep it up.

Filet Oscar, Catering

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Chesapeake Crab Dip

Ragin Reef Frederick

4.4(394 reviews)

8.0 mi

My widf and I decided to give this place a try after reading the Yelp reviews…read more We love seafood and there are no good seafood restaurants in our immediate area in Pa. Interestingly, the restaurant is in the middle of a residential neighborhood. The off street parking lot is small but fortunately there is paid street parking by an app, with no coin acceptance. There are approximately six-eight outdoor tables in the front of the restaurant that seat about four people each. The indoor dining area seats approximately eighty guests. This is by no means a fancy restaurant but it is clean and comfortable Our server Jalin was very sweet and attentive and recommended several dishes. Beer and mixed drinks are also served here. We started with the fried calamari as an appetizer. The calamari had a delicious crunchy coating and was not chewy. For pur main dishes, my wife had the pecan and coconut crusted flounder and I had the seafood jambalaya. Both dishes were excellent with generous portions. Neither of the dishes were overcooked, with the flounder was light and prepared perfectly. Prices were reasonable and worth every penny, especially with how generous the portions were. We will definitely be going back to try other dishes and recommend giving this restaurant a try.

Went here recently for a meal with family. We all ordered various dishes. It was a mix bag in terms…read moreof satisfaction. I liked the mussels, but the jambalaya is what Gen Z would label as mid. Not really authentic at all. Rice was plain and there was no Cajun flavor profile. I also had the cream of crab soup and that was ok. Unfortunately for them, I just had that at Fisherman's Crabdeck near Annapolis as well and that totally smashed the soup at Ragin by comparison. Our server was good though and attentive. I just wished the food was a little better.

Lovely decor

Jambalaya, highly recommend!

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Restaurant front

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Pat O.

8 years ago

The food quality and tastiness is in fact excellent and absolutely comforting. But above and beyond that the staff, is responsive, engaging, fun and very entertaining. This down to earth bunch along with the food made for an very enjoyable dining experience - keep doing what you are doing and just be yourselves. read more

Maranda B.

12 years ago

My favorite place. The soups are amazing, The breakfast is amazing. The desserts are- you guessed it- amazing!! The staff is friendly, the place is clean and the prices are reasonable. Everything you'd want in a good place to eat! read more

Mae S.

8 years ago

Website said they were closed but it wasn't on Sunday! Almost didn't stop but glad we did. Good food made to order right behind the counter. Service with smile. Will definitely stop again if in the area. read more

Kenneth P.

1 month ago

When Mike and his wife sold Dempsey's Grille, things went downhill. The new owner is not a businessman and doesn't know the first thing about running a restaurant! read more

C C.

7 years ago

Had to add some pics. Enjoy your visit to Dempsey's. The interior is newly renovated and there are fresh weekly specials to choose from.

Tom P.

9 years ago

Local, family owned, great food and customer service! One of our favorite spots in Middletown, way better then main cups prices!

Maggie G.

12 years ago

Best bacon. Best service. Called them, 10 minutes later they accommodated 12 of us AND impressed us all. Thank you!!!

Michael S.

15 years ago

Best chicken salad i have had in a long long time. Very friendly staff and nice local atmosphere.

Igor P.

3 years ago

Great service great people Staff is great Food was on point the Atmosphere was great read more

Rebecca M.

4 years ago

Fantastic service and gluten free options! The food was delicious!

Dempseys Grille - diners - Updated September 2026

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