Restaurants in Chestertown

“My wife and I stopped in on a whim on the way home from catching up with family in Centreville. I'm vegan which has its challenges when it comes to navigating menus but Watershed made a vegan plate on the fly which was absolutely amazing. Serving staff was absolutely stellar as well! Wholeheartedly recommended, we will most certainly be back!”

“I recently discovered The Retriever Bar & The Decoy Bottle Shop. The owner, Neyah, is down-to-earth and knows his stuff when it comes to high quality spirits. I was impressed by their extensive collection of highly sought after bottles such as Fortaleza (blanco, reposado, and añejo), not to mention the allocated bourbons they had available for tasting with options for both full and half pours. The food was the cherry on top! I also got to walk about with a bottle of G4 Repo and XA! Will definitely be returning here. Salud!!Dietary restrictions: I am gluten sensitive and they were super accommodating!”

“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 ??”

“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!”

“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!!!”

“HIGHLY recommend the Lemon Mascarpone cake!!! To die for! My mom, sister and I had a slice for dessert in North Carolina back in the spring, and have been wanting it ever since, and Happy Chicken came through for my moms birthday cake! Absolutely delicious!”

“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.”

“Incredible service (Thank you Ryan and Terrance), and ambiance. Cheers to Freddy and his family for creating such a lovely place for locals or visitors to getaway for an evening and chill. They boast a DJ on weekends, and an exceptional patio area where they host events with live music. Highly recommend.”

“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.”

“yes this is a local bar, that serves some food, and not high end by any means. But that is the charm. If you are a fan of "dive bars" , this will be a five star for you. a few of the Barmaids have a little snark- :) . But as noted in other reviews, near freezing beer, clean taste, and inexpensive. Active pool table area every time I've been. I had the "days Special" - hot Ham and cheese sandwich on a pretzel bun, for the price, it hit the spot. Fries may have started frozen , but the were hot and excellent when they got to me ! Fresh cold mug with each pour. Good selection of drafts, but I'll just stick with my Miller Lite. no cards accepted, but a little ATM inside if you must. I just carry cash. As a non-local I didn't feel unwelcome, but not a warm welcome either. just sit down, order and drink. easy.”

“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.”

“To all my friends, I stopped at this deli and I got 2 Italian subs and they were the best I’ve ever had, The service was very friendly. If you’re ever in Chester town please stop by and visit them! They have the best subs in town.”

“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.”

“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 ”

“Great spot on the water. Ticked away like a great secret. Beach bars and phenomenal bar tenders! always some live entertainment and friendly faces! The dirty banana is to die for!”

“As my second time visiting, it was yet again a great experience! The worker was very sweet and kind and the food was great!The mint chocolate chip milkshake was a perfect blend, and the breakfast crepe was phenomenal!”

“favourite place to get hand dipped ice cream. You can also get pints to take home, but they can be dangerous :) Of course, if you top it with Lockbriar fruit, it's a healthy treat!”

“Great sandwich shop with custom made offerings. Only one vegetarian sandwich, but they will make whatever you want.You’ll always see someone you know there, very friendly atmosphere.Vegetarian options: They will drop protein components upon request, no Tofu!”

“Chestertown Dunkin is the best I never have to wait for my orders. Everyone is always so nice and gives amazing customer service. Dwinda and Vince are amazing. I’m there every morning on my way or days and the morning staff in general is awesome. I’ll start learning more peoples names.”

“We popped in on a Saturday morning for a round of delicious breakfast sandwiches piled high with crispy bacon, arugula, fluffy eggs, and a zesty dijonnaise. One dining companion also ordered the blueberry lemonade, which was freshly made and fantastic. Highly recommend.Stam's is a super-cute, retro lunch counter and ice cream shoppe that has been beautifully restored. Unlike what we read in other reviews, we received good service from our order taker too.”

“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.”

“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!”

“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.”