Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!

Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!

Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!

Shore Rivers’ Solstice Celebration

Wilmer Park

JOIN US for the ShoreRivers SOLSTICE CELEBRATION You don’t want to miss this signature summer event. For a decade, ShoreRivers has hosted the Summer Solstice Celebration on the banks of […]

Fireworks over the Chester River

Wilmer Park

Chestertown's Annual 4th of July Fireworks! Shot off from Wilmer Park, the fireworks can be enjoyed from many spots on land and water. Show will begin at approximately 9:15pm, depending […]

Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!

Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!

Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!

Crazy Days

Hosted by the Downtown Chestertown Association, Crazy Days is Chestertown’s annual sidewalk sale with businesses offering crazy deals and restaurants offering crazy specials.