Where to eat Bar food in Chestertown: The Best Restaurants and Bars

December 13, 2019 Trinity Boughner

Reviews on Bar food in Chestertown, Maryland, United States. With a colonial history dating back to the 17th century, Chestertown, Maryland is proud of its maritime heritage. Sitting on the banks of the Chester River, sailing ships can still be seen coming into port. The city is the home of the Schooner Sultana, an exact replica of an 18th century ship that served in the British Royal Navy, now operating as an educational vessel. Every Memorial Day, the city hosts The Chestertown Tea Party Festival, proudly tossing the British overboard annually.
Things to do in Chestertown

1. Uncle Charlie's Bistro

834B High St, Chestertown, MD 21620-1135 American, Bar Lunch, Dinner Serves Alcohol, Full Bar, Takeout, Seating, Parking Available, Free Off-Street Parking, Wheelchair Accessible, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Accepts Credit Cards, Table Service, Reservations, Highchairs Avai [email protected] +1 410-778-3663 http://www.unclecharliesbistro.com
Food
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Overall Ratings

4 based on 195 reviews

Uncle Charlie's Bistro

Reviewed By MikeHeff49

Look, if you're not familiar with this casual place you may find it easy to miss. It's behind the Subway sandwich shop. Great menu with everything from burgers to steaks, local seafood as well as the expected Ahi Tuna, lobster some evenings, shrimp, etc. When they have a holiday buffet it's always good and fresh. The desserts are all homemade. And Uncle Charlie ((Chuck) is almost always on the floor checking with every patron to make certain they are having an excellent dining experience.

Most Popular American food in Chestertown, Maryland, United States

2. The Kitchen at the Imperial

208 High St, Chestertown, MD 21620-1518 American, Bar, Seafood Drinks, Lunch, Dinner, Brunch Takeout, Free Wifi, Reservations, Buffet, Private Dining, Seating, Street Parking, Serves Alcohol, Full Bar, Table Service, Outdoor Seating, Highchairs Available [email protected] +1 410-778-5000 http://www.thekitchenattheimperial.com
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Overall Ratings

4 based on 194 reviews

The Kitchen at the Imperial

Casual fine dinning in a relaxed environment. All food made from scracth. Offering lunch and dinner 5 days a week. Sunday offering a Bloody Mary Brunch with a build your own Bloody Mary Bar starting at 10am, dinner on Sunday starting at 5pm. Outdoor seati

Reviewed By Jane and Bob F

The service was great, food excellent and good wine list. The scallops were delicious, but you only get 4. We like to eat at restaurants with smaller portions like here. We were full between splitting an appetizer and dessert along with our meal, but not overly stuffed.Thank you for the great review. No, we are not the Cheese Cake Factory when it comes to serving size, but we try to make sure you leave satisfied. Anyone that had seen me knows that I like to eat, but I hate leaving a restaurant feeling like I need to roll out in a wheelbarrow. I know only four scallops seems small, but they are U10 Dry Day Boat Scallops, which means that on average you are getting over 6 ounces of scallops which would be a fairly standard portion if it were a fish dish.Please make sure and stop by the window next time you are in and say hello.Steve

Top 4 Italian food in Chestertown, Maryland, United States

3. Bad Alfred's Distillery

323 High St, Chestertown, MD 21620-1333 Pizza, Bar, Pub Dinner Seating, Wheelchair Accessible, Table Service [email protected] +1 410-556-6825 http://badalfreds.com/
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5 based on 23 reviews

Bad Alfred's Distillery

Reviewed By mtinling

We come to Bad Alfred's frequently while in Chestertown, so we knew it would be the perfect place for a pre-wedding meet and greet for family and friends on the night before our wedding! Al personally hosted us and was friendly and caring as always. We ordered a few pizzas that Al kept coming as needed for bar snacks, and our guests ordered their own drinks. The space is awesome - lots of seating, tables and bar space, and the best location in town. Definitely recommend for your next private event! Thanks, Al!

Best Pizza food near Chestertown, Maryland, United States

4. O'Connor's Pub

844 High St, Chestertown, MD 21620-1135 Bar, Pub, Irish Lunch, Dinner, Late Night Seating, Serves Alcohol, Full Bar, Takeout, Table Service [email protected] +1 410-810-3338 http://www.oconnorspubmd.com
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4 based on 61 reviews

O'Connor's Pub

Reviewed By Hokie67

This is the only Irish Pub in Chestertown and Kent County. It's on High Street between downtown and the traffic circle. We used to eat here regularly... for burgers and Guinness and their fried oysters. Then... the cook and wait staff started turning over... and most of the food and service turned downhill, although the beer stayed cold and fresh.So... for a Friday lunch, I decided on a re-visit with a friend who likes beer. We arrived right at noon and seated ourselves as we were greeted by Jen, who was our server. My friend quickly ordered a Smithwicks, which he had never had and ordered a double water on the rocks as a continued recognition of alcohol awareness month where I'm in abstinence.Our drinks came as ordered... and we both went for the Caesar salad with fried oysters. After a reasonable time, the salads came. The romaine was fresh, crisp and cold with a nice light dressing and just the right amount of Parm. The oysters were just out of the fryer, but they were battered and the outside was crispy, but the interior was a little gummy. This can be a problem with battered oysters and is why I prefer them fried with just a dusting of flour/corn meal. In any case, it was a couple of steps up from my last visit about five or six years ago.We left at about 12:45 and the place was about a quarter full. It picks up nicely in the evening for dinner and later when the college crowd comes in. It is a very good bar scene.Be sure to check the hours as O'C is closed Mon, Tues & sometimes Wed ... and sometimes opens at 5:00. So check your hours when you plan to come. And if it isn't open, then there are other choices near by.

Where to Eat in Chestertown: The Best Restaurants and Bars

5. Blue Bird Tavern

512 Washington Ave, Chestertown, MD 21620-1221 American, Bar, Pub Lunch Takeout, Seating, Serves Alcohol https://www.facebook.com/thebluebirdtavern/
Food
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Overall Ratings

4 based on 31 reviews

Reviewed By Fran F

We asked at the hotel for a good place to get and afternoon drink...the new desk clerk sent us here. It's a local Bar and grill. Clean and friendly but showing its age some. We had good drinks at a fair price. The bar food we show go by looked pretty good, though we were going elsewhere for dinner.

6 Things to Do in Chestertown That You Shouldn't Miss

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