Run, don't walk here when they're open and you're in Chestertown. What a delightful place and Jeff…read moreis truly a gem and one of a kind.

Hole in the wall speakeasy that doesn't beat the hype but runs it over! Every time I walk in here I…read morefind another piece of decor that just fits the bar and atmosphere perfectly. The Bartender is one of a kind and the patrons appreciate his drinks and easy going demeanor. Look for that green light and have a cocktail and conversation. Cheers!

This place is only open during the weekend and only during the summer. But it is a family-friendly…read morewaterfront bar right on the beach. Take a swim, grab a drink, grab a burger and fries. Rolph's Wharf is always a fun time. The bar is actually an old boat and the atmosphere relaxed and casual (he, who doesn't like a drink with sand running through one's toes?). Dog friendly too. Best summertime bar in Chestertown.

Fun local bar... when you walk in you get that small town feel. Guys at bar wearing hunting gear…read more.. two pool tables.. friendly staff... locals like the guests....

yes this is a local bar, that serves some food, and not high end by any means. But that is the…read morecharm. 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.

I visited this spot today. It's a little tucked away, but it has a cool vibe and nice aesthetics…read more Unfortunately, my experience took a serious turn. I ordered a $16 hot dog that came with a surprise--a metal pellet embedded in it. I ended up chipping part of my tooth. When I raised the issue, the manager came out with the person who prepares the food. Their exact words: "We were looking for that piece." They offered me a few complimentary drinks and replaced the hot dog. But when I closed my tab, they charged me for every single drink, including the ones they had offered to make amends. So in the end, the only thing they did was replace the original hot dog--after it chipped my tooth. Disappointed is an understatement. A gesture of goodwill turned into a confusing bill. I hope they take food safety and customer care more seriously moving forward.

Love this place! Came here after the Savage Race back September. Short walk around the Marina…read morefrom the lodge. Great drinks, people, and music! Come causal or in your beach attire--will feel comfortable in either. Service was quick and really friendly and welcoming. Plenty of seating options, and I mean you can either sit at the bar, on a chair swing, a round table, or a high chair right, which is all right on the beach! Fun place!

The Retriever Oyster House in Chestertown left us with a mixed impression, one that deserves a fair…read moreand constructive take. We had just come from a college football game and, on the fly, decided to grab dinner here based on the recommendation of the one local in our group. There were seven of us, and most went for the double smash burgers with fries, which were excellent. Kim, our server, was outstanding, prompt, accurate, and attentive throughout the evening. The bartender also added to the positive side of the experience, making sure everything at the table ran smoothly. The issue came at the door. We had tried to call ahead to let them know we were on the way, not realizing that OpenTable was their preferred system. When we arrived, the host made this clear, but in a way that was unnecessarily sharp and cold. It set the wrong tone for the night. In a town where friendliness is the norm, the contrast was striking. The experience began under a haze that was difficult to shake, even though the food and drinks were excellent once we sat down. To be constructive, this is less about policy and more about hospitality. A host sets the tone, and a welcoming explanation could have changed everything. Something as simple as, "We usually use OpenTable to handle groups this size, but I'm glad you're here, let's get you taken care of," would have gone a long way. Instead of frustration, it could have created a positive first impression and likely earned a loyal group of returning guests for years to come. Inside, the atmosphere was lively, with locals enjoying themselves in a loud and fun environment. Our group of longtime friends who have been convening in Chestertown for two decades fit right in once we were seated. However, the bad first impression lingered, and as a result we only had one round with food before deciding to leave a lot earlier than our normal rhythm for an evening out. We ended up taking our bar bill to another venue. Great food and excellent table service carried the night, but the host made sure we will not be returning as part of our annual tradition. This is a restaurant with strong potential, and it could go from good to exceptional with just a little more attention to how guests are greeted.

Fantastic dinner experience at The Retriever Bar during our Chestertown getaway! We popped in while…read morestaying at Brampton 1860 and loved it. The House Burger was cooked exactly to perfection. We also tried the shrimp & grits, which arrived beautifully plated. We couldn't resist splitting the apple strudel for dessert, topped with locally made ice cream from Stams. Special shoutout to our server Kassie, who went above and beyond with her hospitality and gave us some great tips for things to do around Chestertown. The bar area has a great atmosphere too. We'll definitely be back on our next visit to Brampton to try more.

Good Food, cold beer, great staff! No kids! 21+ only! Live music on many nights!…read moreLot of parking and minimal cell phone service.

Cool bar in the middle of nowhere with good grub and friendly and engaging staff. My old man and…read moreI had lunch at the Double Tap recently at the suggestion of friends of ours. I had the brisket grilled cheese and he had the brisket flatbread. Both were quite tasty and the bartender was very amusing. Overall, a cool place that we will be going to again.

I've stopped in there after fishing all day a tiny place with locals but fantastic atmosphere…read morefriendly people

Locals only. Just kidding. But not really. Sort of…read more Perfect place to hang out for a drink in Rock Hall. Small bar, warm, friendly, not pretentious. Leave your preppy attitude at home. Camo preferred. Just nice folks having a drink or two. Free apps if they feel like putting them out, no menu otherwise. Get a beer and a shot. Ladies, you'll want to order a Maggie's Mania, 8 shots of deliciousness that drinks like Hawaiian Punch. Cash only, please.

Went here with my family a few times. Service is amazing, food is great and the interior is niceread more

Miles made our experience at The Kitchen! The food was delicious and fresh. I had the carnitas…read moretacos, and they had great flavor. Only 2 were served for $15 with no sides. That's a lot per taco! Add a side and it makes sense. The layout of the dining areas offers privacy for small groups. The decor and furniture could use some updates and repairs.

We stopped here while exploring the amazing Arts District. We were looking for some good beer and a…read morelate lunch after spending the morning at the farmer's market. The building is really cool, and there were already quite a few people dining in the main room. We prefer to sit at the bar, so we saddled up and were greeted by a friendly bartender. I'd give them a higher rating, but the beer selection was a bit limited. (It's technically a distillery, but they also brew beer.) The beer I had was decent, and my wife really enjoyed her seasonal cocktail. Now comes the really good part--the food. The menu was interesting, and there were several things we wanted to try. We settled on the pepperoni wood-fired pizza, and it was phenomenal. A lot of places get part of a pizza right but miss on others. Alfred didn't miss a thing: the crust was perfect, the sauce was spot-on, the toppings were generous, and there was so much cheese. We thoroughly enjoyed it. Another highlight was getting to meet Alfred and hearing the history of the company. It's obvious he has a passion for his business and customers, and it's clear he's well-liked in the community. We will definitely be back the next time we're in town.

One of the few places to eat in the area, so I was quite nervous about whether the food would be…read moregood or not. I was pleasantly surprised and can say the food was quite tasty. I had the High Street pizza and a Chestertown Moscow Mule...a pretty perfect dinner. There was the right amount of cheese on the pizza, and a good crispy crust. My son and his and both had cheeseburgers and tater tots and they both enjoyed their burgers. Service was good and everyone was very friendly.

This is a really nice place to go hang out to have a nice priced drink and Excellent food. I will…read morehighlight The Good, The Bad & The Ugly below: The Good: The food is Excellent, the owner is very hospitable and the customers are friendly. The lady that cooks the food is extremely helpful and excellent as well. The chicken wings that we ordered were seasoned and cooked to perfection!!!!! The Bad: While the food is good, ordering is quite a challenge. This was our first time eating at this establishment as we were told how good the food really was. And it was excellent!!! However, when you ask an employee if there is a menu, they say, it's on the door. You look at the door and there is no menu. I the. Asked another person hat looked like she was the cook. This was great as she said the menu is actually on a piece of paper on the wall. Note: I still never found this menu. However, she (the cook) was very, very friendly and told me what she had ready to cook. We ordered Fried Chicken Wings and a side of French Fries for the two of us to share. The food was excellent!! )so this is not bad. The Ugly: The bartender either needs assistance in serving the customers in a timely manner or she can improve her speed and service. When we first sat down, we waited over 10 minutes for her to even acknowledge us. Not to serve....just acknowledge. Will we return? Absolutely!!!!! The Bad and the Ugly did not outweigh the the good. We had a feast time watching Karaoke, eating Fried Chicken & enjoying good drinks. This is a place that you do not need to get dressed nice to hang out, and there are often times that I just want to have on jeans and tee shirt to go out and just have a drink and have laughs with friends or with Hubby. This was the case in our recent visit and enjoyed ourselves immensely. We will certainly return and hope you visit this great establishment. Bon Appetit and Have Fun!!!!!

Kimothy Place was a nice find on Route 13. Between deed restricted communities and age restricted…read morecommunities, it's nice to know that some traces of the real world remain. Two glasses of Cutty Sark for $7. I was retelling a story that involved profanity and the proprietor came over and reprimanded me earnestly. "If you come in my place, you got to find a bigger vocabulary." Everyone was busy setting up for a farewell party for a local DJ. The good smell of dirty rice and greens cooking in the back almost tempted us to stay. But six hours is a long time to kill, even with Cutty Sark and NCAA football on CBS.