Things to do in Chestertown
Food & Drink
Marylands Chestertown Farmers & Artisans Market
118 North Cross StreetEvery Saturday 8-12pm.
Evergrain Bread Company
201 High StSun Bun!
Play It Again Sam
108 S Cross StGreat patio Outback. Artisan sandwiches. Barista coffee
Great food and great atmosphere. On the Sassafras River I’m Galena.
6 locals recommend
The Granary Restaurant
100 George StGreat food and great atmosphere. On the Sassafras River I’m Galena.
Stone baked oven pizza and fresh pasta dishes. Good wine selection, Eat in or take out. Nice atmosphere in Restaurant. Traditional Italian family owned.
27 locals recommend
Luisa's Cucina Italiana
849 Washington AveStone baked oven pizza and fresh pasta dishes. Good wine selection, Eat in or take out. Nice atmosphere in Restaurant. Traditional Italian family owned.
Imported Cheese, Wine, Pate, and wonderful charcuterie platters for special occasions
22 locals recommend
Chester River Wine & Cheese Co.
117 S Cross StImported Cheese, Wine, Pate, and wonderful charcuterie platters for special occasions
BAD Alfred's Distilling
323 High StThe Kitchen at the Imperial
208 High StWatershed Chestertown
337 High StreetProcolino's Pizza
711 Washington AveCasa Carmen Wines
312 Cannon StStam's Luncheonette
Clark Seafood
23242 Handy Point RdSugar Doodles Sweet Shop
Sightseeing
Tolchester Marina Inc
21085 Tolchester Beach RdSultana Education Foundation
200 S Cross StChester River Packet Company
Dixon's Furniture Auction
2017 Dudley Corner RdGarfield Center for the Arts at the Prince Theatre
210 High StCrow Vineyard & Winery
12441 Vansant Corner RdChestertown Marina LLC
207 S Water StBlue Crab Chesapeake Sailing Charters
21055 W Sharp StWilmer Park
413 South Cross StreetShopping
Twigs & Teacups
111 S Cross StThe Finishing Touch
311 High StMimi's Closet
307 High StBee Crafty Collectibles
335 High StreetBloomin' Wild Florist
Figg's Ordinary
207 S Cross StThe Mill of Kingstown
Anthony's Flowers
Bohemia Trading Company
7400 Church Hill Rd