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    Rolph's Wharf

    5.0 (1 review)
    Open 4:00 am - 10:00 pm

    Rolph's Wharf Photos

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    10 years ago

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    The Retriever Bar and Oysters - The House Burger

    The Retriever Bar and Oysters

    4.3(40 reviews)
    3.0 mi

    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.

    Photos
    The Retriever Bar and Oysters - The bar

    The bar

    The Retriever Bar and Oysters - Apple strudel

    Apple strudel

    The Retriever Bar and Oysters - Shrimp & Grits

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    Shrimp & Grits

    Bad Alfred's Distilling - Cross Street and Cannon Street Pizzas

    Bad Alfred's Distilling

    4.2(46 reviews)
    3.0 mi

    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

    Photos
    Bad Alfred's Distilling
    Bad Alfred's Distilling - Two pizzas on menu

    Two pizzas on menu

    Bad Alfred's Distilling - Tooshie Mango Hazy IPA

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    Tooshie Mango Hazy IPA

    Jellyfish Joel's Tiki Bar - Bar area

    Jellyfish Joel's Tiki Bar

    4.1(11 reviews)
    11.1 mi
    $$

    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!

    Photos
    Jellyfish Joel's Tiki Bar - Rum Punch in a Bucket...Y E S !!!

    Rum Punch in a Bucket...Y E S !!!

    Jellyfish Joel's Tiki Bar - View from the bar area to the band's stage

    View from the bar area to the band's stage

    Jellyfish Joel's Tiki Bar - Tiki bar on the beach and note the chair swings

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    Tiki bar on the beach and note the chair swings

    Rolph's Wharf - bars - Updated September 2026

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