Plan your trip early and stay in Chestertown! Click here for local lodging.


Carole King Tapestry Band tribute show

Garfield Center for the Arts - 210 High Street

Saturday, Aug 13 7:30pm doors open 8:00pm start time $20 General Admission Tickets - https://www.garfieldcenter.org/gcaevent/the-tapestry-project/ A tribute to the music of Carole King Lisa Rowe – Vocals, Guitar Glenn Workman – Keyboards, Vocals Keith Gibson – Keyboards, Piano Jon Jacobs – Bass Guitar Rick Bailey – Guitar, Vocals Steve Beck – Drums Stanley Rouse –… Continue Reading Carole King Tapestry Band tribute show


Live Playwrights’ Society

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

Live Playwrights’ Society for Play Writers, Readers, Observers & Critics aims to foster a community of playwrights, actors and critics. This group meets the first Monday of every month at 7pm and is open to all ages. For more information visit http://liveplaywrightssociety.org/  Until further notice, you need to be vaccinated and wear a mask to… Continue Reading Live Playwrights’ Society


26th Annual Chestertown Jazz Festival

Wilmer Park

Friday 6 - 9 pm, Saturday noon to 6 pm Enjoy a weekend filled with New Orleans style jazz under the big tent in Wilmer Park overlooking the Chester River.Friday evening cocktail party & concert. Saturday fabulous music food & fun noon to 6 pm


HP Fest

Downtown Chestertown-Various - 200 Block of High Street

A Weekend of Magic: Grab your wand, hop on your broom, and come for a weekend of magic at the fifth annual Chestertown HP Festival. Explore our colonial river town and join us for spectacular activities and events, for children and adults—wizards and witches alike.

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