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.

Dream drinks & appetizers. We love the speakeasy atmosphere. Is that true hidden gem in Chestertownread more

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.

This was a fun place. We came visiting friends while in town for the Tea Party weekend, so they get…read morea little pass for being busy. I'm not sure the menu was all that imaginative, but the food was good and we enjoyed some oysters, onion dip, and I had the chicken sandwich. Our waiter was very attentive. The only thing I may add is to think about better flexibility on seating. It's a very large bar but the sit down area isn't greatly configurable. We'd put in for a group of 6 but it was not possible for them to seat us all at one table.

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 on a Saturday night while staying local for a tasting menu and wine pairing…read more The entire experience was just that. An experience. Our waiter, Miles was personable, professional and attentive. We threw them a bit of a curveball needing mocktails for one of us but they took the challenge in stride and came up with great pairings. Chef/Owner Steve came out to greet us and walked us through each course explaining that it's all a surprise and off menu using local fresh ingredients. Everything was fantastic! Perfect portion sizes with excellent timing between courses. We will definitely be coming back and will be recommending this restaurant to everyone

Stopped back in November 2025. Who says a light lunch has to be dull. Brussels (again!) and…read moreSherman's Steak Tartar. Lovely window seat in the bar. Great service.

To be honest, it was a full bladder that got us in this place. How fortunate for the rest of us…read morethat someone had to go! While waiting, the rest of us decided to get some pizzas to go and have a beer. We sat at the back bar area and enjoyed a Tooshie Mango Hazy IPA and chatted with our server, Jennifer. Our pizzas and side salad were ready in no time, and we were on our way. I regret not taking a photo of the side salad. It was so colorful and fresh - I gobbled it immediately. Having not had salad in a while due to the cyclospora outbreak, this salad offered euphoria. Organic mixed greens, shaved parm, shredded carrots and cherry tomatoes made a plentiful and healthy side to the amazing pizzas I was about to dive into. The Cross Street Pizza came with a thin and crispy crust, pepperonis and mozzarella with a red sauce. DLicious! The Cannon Street Pizza was abundant in sweet Italian sausauge, mushrooms, cheese and red sauce. Yummers! Nice ambiance here - sort of dark and cozy with a bar type feel, great pizzas, excellent salad and tasty beer!

So frustrating. You go into this place and you're invisible. Been here a few times, food is very…read moregood, but their process stinks. My wife and I waited to be seated, no hostess showed up. We sat at their bar and were invisible. One waitress said " she'll be right over". Don't know who she was as no one came over. Terrible service! We went down street to Retriever and had a great dinner

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.