OLD BRIDGE
Food scene
Fun, Elvis-themed breakfast and lunch place. One of the few in Chestertown which serves breakfast.
Beverly's Family Restaurant
11 Washington AvenueFun, Elvis-themed breakfast and lunch place. One of the few in Chestertown which serves breakfast.
Watershed Chestertown
337 High StreetNice, dressy dinner restaurant.
Uncle Charlie's Bistro
834 High StAmerican Food, lunch and dinner.
Delicious Japanese food served in a hip atmosphere in an old mill. Nice historic setting. They also have a few Thai dishes.
49 abantu bendawo batusa
Cafe Sado
205 Tackle CirDelicious Japanese food served in a hip atmosphere in an old mill. Nice historic setting. They also have a few Thai dishes.
Great southern barbecue with all the sides to compliment. Fantasticfood cooked and served by the sweetest people!
7 abantu bendawo batusa
Phat Daddy’s BBQ Shack
205 Spring AvenueGreat southern barbecue with all the sides to compliment. Fantasticfood cooked and served by the sweetest people!
Funky little Breakfast sandwich lunch items place. It's a place people meet to chat and sip!
25 abantu bendawo batusa
Play It Again Sam
108 S Cross StFunky little Breakfast sandwich lunch items place. It's a place people meet to chat and sip!
Real Italian food right in Chestertown. The place is nicely appointed, good atmosphere and bar. The bread is addictive!
27 abantu bendawo batusa
Luisa's Cucina Italiana
849 Washington AveReal Italian food right in Chestertown. The place is nicely appointed, good atmosphere and bar. The bread is addictive!
"Procs" as the locals call it has the best pizza in town plus other italian specialties including pasta. They make a great Greek salad too. VERY casual!
15 abantu bendawo batusa
Procolino's Pizza
711 Washington Ave"Procs" as the locals call it has the best pizza in town plus other italian specialties including pasta. They make a great Greek salad too. VERY casual!
Casa Carmen Wines
312 Cannon StQuint place for wine, cheese and tapas.
Charming and renovated to look like the soda fountain it originally was in the 19 th century. They serve breakfast sandwiches, lunch and more importantly, homemade ice cream.
8 abantu bendawo batusa
Stam's Luncheonette
215 High StreetCharming and renovated to look like the soda fountain it originally was in the 19 th century. They serve breakfast sandwiches, lunch and more importantly, homemade ice cream.
Great place for some unique beers, but not known for its food.
13 abantu bendawo batusa
BAD Alfred's Distilling
323 High StGreat place for some unique beers, but not known for its food.
Evergrain Bread Company
201 High StHome baked bread and pastries. Sandwiches and more.
Excellent selection of wine and cheese. Top rated for their customer service.
22 abantu bendawo batusa
Chester River Wine & Cheese Co.
117 S Cross StExcellent selection of wine and cheese. Top rated for their customer service.
Fish Whistle
100 George StreetNice American fare. some nice seafood and local favorites.
Lovely American food in a beautiful historic house. Eat outdoors by the water or enjoy the dining room or bar.
14 abantu bendawo batusa
Kitty Knight
14028 Augustine Herman HwyLovely American food in a beautiful historic house. Eat outdoors by the water or enjoy the dining room or bar.
Caters to the gluten-free folks, but even if you eat gluten, food is worth enjoying!
10 abantu bendawo batusa
Figg's Ordinary
207 S Cross StCaters to the gluten-free folks, but even if you eat gluten, food is worth enjoying!
Arts, Entertainment, Shopping and More
I can't even begin to list all the places you will have fun visiting, but walk around downtown Chestertown and poke into each place to see what is going on!
The first Friday evening of each month features "First Friday" activities and the shopkeepers are open and you may find music and food being promoted outdoors and indoors.
This is a pleasant place to visit if you love felines! It's basically what would be referred to as a "cat cafe" in other places. No food or beverages are served, but you can visit with the most charming cats. They are adorable and entertaining. the place is kept meticulously clean. Advance reservations are strongly recommended.
Cat Colloquium
215 High StThis is a pleasant place to visit if you love felines! It's basically what would be referred to as a "cat cafe" in other places. No food or beverages are served, but you can visit with the most charming cats. They are adorable and entertaining. the place is kept meticulously clean. Advance reservations are strongly recommended.
Les Poissons Gallery
206 South Cross StreetFine art gallery that has ever-changing pieces by various artists.
MassoniArt Gallery
203 High StArt gallery with revolving exhibits.
Artists' Gallery
239 High StreetConstantly-changing exhibition.
Every Saturday 8:00 a.m. to noon. Go to Fountain Park in the center of town. All kinds of artisan creations. A great place to shop for locally made gifts, baked goods, produce and more!
14 abantu bendawo batusa
Marylands Chestertown Farmers & Artisans Market
118 North Cross StreetEvery Saturday 8:00 a.m. to noon. Go to Fountain Park in the center of town. All kinds of artisan creations. A great place to shop for locally made gifts, baked goods, produce and more!
Historic theatre which features a variety of plays and shows often featuring local actors.
13 abantu bendawo batusa
Garfield Center for the Arts at the Prince Theatre
210 High StHistoric theatre which features a variety of plays and shows often featuring local actors.
Directly across the street from the Old Bridge house.
Delightful things for home and clothing. There are so many lovely items for gifts, including unique items for little ones. this is my favorite place to shop in all of Chestertown! I always find a treasure here.
Bohemia Trading Company
7400 Church Hill RdDirectly across the street from the Old Bridge house.
Delightful things for home and clothing. There are so many lovely items for gifts, including unique items for little ones. this is my favorite place to shop in all of Chestertown! I always find a treasure here.
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Museums and attractions
Many things to do in Chestertown fill up fast, so if you want to visit these places, try to reserve before your trip.
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Baby Equipment
The OLD BRIDGE house offers you the following baby equipment which is washed and sanitized after guests use it.
Pack-N-Play with mattress, mattress cover, sheets and light blankets.
High Chair
Stroller
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Stop at the Visitors Center in Chestertown
The visitors center will give you more direction and ideas on what to do based on your interests.
https://townofchestertown.com/visitors-3/