First Friday
On the first Friday of the month, downtown shops stay open until 8 pm and galleries stage opening and special events.
On the first Friday of the month, downtown shops stay open until 8 pm and galleries stage opening and special events.
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
The Chestertown Car Show accepts all years, makes & models of cars, trucks in 10 classes. There will be over 10 trophies for specific classes, awarded on a judged basis. Food Trucks will be onsite. Beer and Wine will be sold by Mainstreet Chestertown. There’s more than just cars and trucks in Chestertown, we have a thriving arts district, […]
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
Every third Thursday, April through October, weather permitting. Owners share classic, antique, and custom cars on High Street.
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
The Sultana Education Foundation's Downrigging Weekend highlights Tall Ships and Bluegrass, along with nautical history and Chesapeake Bay ecology.
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
On the first Friday of the month, downtown shops stay open until 8 pm and galleries stage opening and special events.
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!