Uncle Charlie’s Bistro

Stopped here as a result of Unilocal reviews and it was great. I had a blackened major Caesar salad and my husband had a fresh tuna blt. Both were outstanding! We will definitely be back!

Fresh food and nice atmosphere! The outside is deceptive. Inside it is a pleasant atmosphere, a somewhat open kitchen layout and nice cozy bar.
Our waitress was attentive without being intrusive and very pleasant.
The burger with crab was delicious and crisp, but tender onion rings. The crab soup was very fresh, but I would have liked a little more Old Bay taste (I am an avid Old Bay fan though). The fried oysters were delightful!
Definitely going back!

I ate at uncle Charlie’s because of a recommendation from a friend. I’m not from the area wanted to eat at a decent place.
I was happy I went there. Not the fanciest place but great food and good service. That’s all I ask for.
I went on lobster night (2 tails for $ 20) but asked the server what was here favorite. She recommended the crab mac and cheese. I started with Fried oysters an finished with the mac and cheese.
I would recommend it to anyone and will be back the next time I’m visiting Chestertown

I live in Chestertown for 2 years and havent tried it before, because its hiding behind subways. It was delicious. Better than blue heron and lemon leave i must say, except service is kinda slow even its not crowed. If you are in town, give it a try.

I saw this place from the outside and I was dubious. But let me tell you when they say don’t read a book by its cover? They mean places like this. Absolutely amazing staff (I got to meet the owner) mind blowing seafood! I will travel to this cute little town just for this place.

Awesome all around!!! From the menu to the staff… and most importantly the food. We were in town for family weekend and our first night dinner at Uncle Charlie’s did not disappoint. Found this little gem on Unilocal and will definitely be returning probably more than once these next four years.

Awesome dinner on Saturday night. My husband had the softshell crab sandwich with order of sweet potato fries. I had the special: salmon with lobster dill sauce. It was fabulous. We were served delicious bread and were able to select a moderately priced wine. While other reviewers call this fine dining we were welcomed in our shorts and casual attire. Our server was excellent. I would definitely eat here again next time I am in the area.

I’m from out of town, so I chose Uncle Charlie’s based on the Unilocal reviews. I was not disappointed. Fresh ingredients and awesome recipes. I started with the nachos. They came LOADED with good stuff on house made tortilla chips. After that I had the crab vegetable soup, a generous portion with lots of crab meat. Then I ordered a crispy shrimp wrap from the daily specials. It was outstanding. Dessert was also WAY above average.
Portions were large! I took home enough stuff to repeat my delicious meal later on.

Stopped for lunch and had the Ahi Tuna salad. The portion was a healthy size (unlike what you might find at other places), the dressing and veggies were great too.
The staff is nice and the food is good. Great find Unilocal.
I would definitely recommend this place if you’re in the area.

Living in an area with few choices, Uncle Charlies is a local staple. The food is above average. We like the different specials and the burgers are thick and juicy. However it is over priced for what you get. The atmosphere is too bright and feels more like a cafeteria. Most wait staff was friendly and attentive, but you can feel rushed. Last time we were brought the desert menu while people were still eating. Overall it is a good place to eat, but not a good eating experience.

I thought this place was fine. I went for a late lunch a couple of days after Christmas. It’s cute, nicely decorated with nice music playing. The waitress was attentive and polite. The food was fine. Did I use that word already? Well, that’s the word that keeps coming to mind. The vegetable crab soup was fine. The special mahimahi salad was fine. The club sandwich and philly cheesesteaks were also fine. Three things went beyond fine: the iced tea, the homemade potato chips and the homemade bourbon and bacon ice cream. They were great. So nothing bad+a few greats=fine. I’d go back.

Had Thanksgiving dinner at Uncle Charlie, s Bistro yesterday, and I wanted to say that it was by far one of the best dinner s I’ve ever had, especially the fact that it was buffet style. Starting with the shrimp and raw oysters, everything in between, (probably the best sweet pot i, ve ever had in my life), right to the big selection of pie at the end. Will certainly attend next year, can, t wait

We did a little test– could a friend of ours confirm what Unilocal said about local restaurants in Chestertown? Did the stars match her personal impressions? The answer was «yes» over and again and she does not follow Unilocal,so there you go.
The point? Both Unilocal and our friend love Uncle Charlie’s Bistro and now we do too! The three of us had drinks, entrees and desserts. The crab dip and crab cake sandwiches were excellent. The home made chips, sweet potato fries and Cole slaw were yummy. And when the wicked wicked server suggested dessert we went for it. The desserts are really in-​house made. The key lime pie and crème brûlée were terrific and the wacky bourbon bacon ice cream was a revelation. All three of us tasted some of everything. With two beers and an ice tea, tax and tip came out to about $ 92.00. We appreciated the friendly helpful service and the easy parking. Uncle Charlie’s is a gem.
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Unilocal does it again. After reading the good reviews on Unilocal,we tried Uncle Charlie’s for dinner while passing through. All the food was great and the service also. Chuck was in site and was on top of everything.
Great local oysters at reasonable price. Shrimp and grits was wonderful. Both shrimp and grits cooked perfectly. My wife’s crab cake was perfect. The wine selection by the glass contained affordable and more expensive options.
Overall a wonderful visit.

A rainy Monday with company we decided to explore Chestertown. Thru Unilocal I found Uncle Charlie’s Bistro. It is a little tricky to find only because it’s directly behind the SUBWAY restaurant. Pull in that driveway and UCB has a side door entrance.
Food and service was excellent. Our server Angelina was friendly, helpful and all smiles. The owner/​chef came to our table three times to make sure we enjoyed every course and was quite conversational about the place and how it came to be (he had an Uncle Charlie whose picture is prominently displayed).
Between the four of us we had beers, the vegetable crab soup, fried oysters, cuban sandwiches, patty melt and the Chesapeake burger with crab cake on top. We wanted everything on the homemade dessert menu but we were all in the mood for ice cream. The ice cream is made on the premises as well. We tried and thoroughly enjoyed the bourbon bacon i.c., the seasonal pumpkin i.c. and the dutch chocolate was our favorite — so chocolatey! My friend is a tea drinker and she was favorably impressed by the Twinings tea box of choices.
My husband and I will definitely return. There was a great menu with lots of specials. The owner told us his breads come from Philadelphia and he uses Dietz & Watson meats.
I read on the chalk board that one night a week they serve lobsters for $ 19.95 — can’t wait!

An excellent hidden gem. Service was outstanding with even better food. Fresh ingredients with great culinary skill made for an enjoyable dining experience! The wife and I stopped for lunch and we liked it so much we went back for dinner that same day!

Suprising and delicious lunch! Thanks Uncle Charlie!
My husband and I stopped in for lunch and we were very pleased.
French onion soup was tasty and well worth $ 5,
My garden salad was amazing. Generous portion but it was SO FRESH the spring mix lettuce had great crunch. I wish I had a picture to show you, but it was BIG at only $ 6. You have the option to add a protein which I will do next time for sure. The wine list is quite nice looking and very affordable both by the glass and by the bottle-can’t wait to try next time.
My husband had the oyster po-​boy and it too was very good.
A creamy horseradish sauce stole the show on the po boy sandwich. yum.
Great service today at lunch. The location makes you think its going to be an ordinary pizza take out place BUT it is not. Nice dining room and very good food.
We will go back for dinner for sure!

When in Chestertown, this is almost as good as it gets! We went here while on a trip to the area, and certainly had no complaints. The food came out of the kitchen hot and seasoned well. The service was also good. I can’t say that this will be a place to remember for me, but when looking for other places to eat in Chestertown, this place beats out most.

I was in Chestertown for a show and I wanted some food so I asked Siri for the best places to eat and uncle Charlie’s bistro came up with 4.5 stars so I went there and got a burger and the burger was phenomenal and for desert I got there New York style cheese cake and it was amazing all of there food is amazing there it is WOW just a great place to eat at so if your local or a visitor go to Uncle Charlie’s Bistro for lunch and/​or dinner you will love it there but I do have one eh thing about it and it’s not food or anything that could make it bad but they do close at 8:00 and that’s usually when people eat mostly but sometimes not and the really finish around 7:50ish but besides that it’s a wonderful place for all types of food so stop by and eat at Uncle Charlie’s Bistro!!!

This was a great find, thanks to Unilocal!
We stopped by Sunday evening late. Service started a little slow, but was extremely attentive once we got going.
Our son has a food allergy and so I always appreciate a server going above and beyond and she certainly did (thank you!).
Food was phenomenal from start to finish. Warm delicious starter breads, calamari, shrimp & grits, clam bake, house made pasta, house made desserts, etc.
Definitely a great stop!