Main Street Chestertown is Hiring!

Main Street is currently seeking a new full-time Executive Director to begin immediately. For more information and to apply, click the button below

Legacy Day

Legacy Day – a festival that celebrates the rich cultural heritage of African Americans in Kent County – has occurred each August for the past ten years. It is offered free of charge to the public, thanks to the sponsorships of individuals and organizations. This event is produced by Sumner Hall with the Historical Society […]

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!

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!

Annual Chestertown Jazz Festival

Wilmer Park

28th Annual Chestertown Jazz Festival Presents Jazz by the River Saturday , September 7, 2024   |  12:00 PM - 6:00 PM Location: Wilmer Park - 413 S Cross Street Chestertown MD Contact: Garfield Center For The Arts Phone: 410-810-2060 Email: info@garfieldcenter.org URL:  https://www.garfieldcenter.org/gcaevent/2024-chestertown-jazz-fest/ 28th Annual Chestertown Jazz Festival Presents Jazz by the River in Wilmer Park Saturday, September 7, 2024 12pm […]

Mini Chesapeake Film Festival

Garfield Center for the Arts 210 High Street, Chestertown, MD, United States

Thursday , September 12, 2024   |  4–6pm, 7–9pm Location: Garfield Center for the Arts - 210 High Street, Chestertown, MD, 21620 Contact: ShoreRivers Phone: 443.385.0511 Email: info@shorerivers.org URL:  https://www.eventbrite.com/e/chesapeake-film-festival-presents-fragile-riversfertile-lands-tickets-906846471207 The Chesapeake Film Festival and ShoreRivers invite you to a mini-festival of environmental films on September 12 at the Garfield Center in Chestertown, MD. The one-day festival, co-sponsored by CFF and ShoreRivers, […]

That’s the Spirit

Expect a memorable night at the Kitty Knight House with a fabulous 3 course meal specially prepared by celebrity chef Robbie Jester including wine pairings form Crow Vineyard for the appetizer and main courses. On the menu is: Spinach Salad, Roasted Pear, “Everything” Croutons, Feta Cheese, and Honey Vidalia Vinaigrette Choice of Braised Crow Farm […]

$161.90

Fall Art Walk

Come to the Chestertown Arts & Entertainment District’s ART WALK. Dozens of artists and artisans will be selling works at galleries, storefronts, restaurants and around town. Live music will also be happening throughout town.For information email hester@kentculture.org or call the Kent Cultural Alliance at 410-778-3700 April 20, 2024 September 14, 2024 December 14, 2024