Restaurants in Chestertown

“What an amazing dining experience! We recently celebrated our anniversary in Chestertown and the Watershed Alley was highly recommended. We certainly weren't disappointed! Our server was so nice and she made sure our experience was perfect.We had beef carpaccio and octopus for appetizers. The octopus was some of the best I've ever had- so tender! For dinner my wife had a strip steak and I tried the venison. They were both cooked to perfection and I don't think I've ever had venison that was as tender and tasty as this. We shared the brussel sprouts, and after trying them, I probably would have placed six more orders because they were so good.It was very busy, but it wasn't so loud that you couldn't hold a conversation. With that said, I would recommend making a reservation.Looking forward to making the trip back to Chestertown just so we can eat at the Watershed! Keep up the great work!”

“Absolutely love Procolino’s! I’ve been going there for years. I moved to Chestertown in 2004 and have eaten there ever since. I moved over an hour away in 2016, but I still come back to Chestertown to see my doctor once a month. Every time I come over for a doctors appointment, I stop in to Procs and get barbecue, chicken, pizza, taco pizza, ziti, pizza, chicken, cheesesteaks, and more to take home to my family for dinner that evening. I could seriously eat broccoli Enos every single day… Headed there right now to get my chicken cheesesteak ??”

“Great ribs best in the area. Good as Saint Louis and Kansas City Missouri. Such places as q39 Bogarts and Pappy's all in the top 10 best BBQ in the USA in which I ate at all those places. Best ribs in 9 years. Will definitely be back!!!”

“Was visiting Baltimore last weekend and had the pleasure of trying Tender is the Night vermouth at a local gin bar.Hands down the best vermouth I’ve ever had (did a tasting in Spain last summer, and this blew even those vermouths out of the water).When I got home to NYC I had to order 4 bottles of the Tender is the Night, and 1 bottle of The Sun Also Rises, as I’ve yet to try Sun but I anticipate I will be needing additional bottles lol!Delivery was free and they were at my door 24hrs after placing the order!! Quicker than most of my Amazon orders!”

“We dined here on a Thursday early evening.The servers were friendly and there was a nice atmosphere.There was a longer than expected wait for the food and upon finally being served, the food was not hot. The portions are average, it's unlikely you'll be bringing any food home.OVERALL: I recommend this restaurant.”

“Absolutely love this bread company. I enjoy their homemade breads, muffins & cookies. This was from this past Saturday's haul. 11-12-23. Thank you so very much. See you next week.”

“Picked up large side dish for Thanksgiving from Happy Chicken. Online order was quick and easy and confirmed quickly. Food was fairly priced, nice presentation and good! Highly recommend.”

“My new favorite place in town. Love this little hidden away gem where the service is great, the servers listen to what you ask for and deliver exactly what you wanted. Crispy bacon on my club? You’d be amazed how often I say that and get limp, chewy bacon. Not here. And price wise I think it’s one of the better deals in town for most items. Check it out…you won’t be disappointed.”

“My husband and I love this place. The food is stand-out delicious. Especially love the pulled pork tacos and you definitely can't go wrong with the wood fried pizzas! It's our go to spot when we are in Chestertown.”

“They’ve gotten a bit pricey and I know times are tough but come on &6.75 for a 6 inch cheesesteak and $7.85 for a big freeze burger ,too much drop your prices just a bit and you’ll repe the ”

“This is my go to spot i know everyone and everyone knows me the food is great the girls will do anything to make ya happy the prices are the best I've seen in chestertown try the fried rockfish basket cheap and enough for 2 people im thinking $7 if im wrong not buy much and its amazing if nothing else you will meet some very nice people”

“We went for an anniversary dinner and the place was fabulous. Great service and a great table in the front window area. Mostly local people eating there and they all said that this was the best restaurant in Chestertown. Definitely recommend it.”

“We had great service. Food was well prepared and hot. As always staff did a fine job and were polite. I had just had a 12 hr fasting blood draw and thier tasty prompt service was very much appreciated! Chestertown MD Macdonalds deserves an A+ from this lady today!Dietary restrictions: Wish they served lactose free milk. I always get orange juice for that reason.”

“I don't get Chinese food a lot, but every time I go here the food is great. I got the General Tso's Chicken and the portion is huge and the egg rolls are delicious. The staff is always nice and they get you in and out. Great place to try out.”

“Only had food delivered so far but I highly recommend their Santa Fe Rolls and the Corn Bites are also amazing! Their drivers are always so so friendly and courteous. New to the area, really appreciate their great service!”