Washington College Fall Family Weekend

Main Street Chestertown welcomes Washington College students and families during Fall Family Weekend. We hope you’ll enjoy visiting our shops, galleries and restaurants during your stay. Read on for suggestions of things to see and do while you’re in town.


Downtown Chestertown is within walking distance of campus. Enjoy  a leisurely walk through our historic town and visit our shops and restaurants. There are too many to name them all, and there is something for everyone.

Click here for a directory.


Chestertown RiverArts – Works in a Series – This curated exhibit features groups of works by each artist where an idea is shaped over multiple works. It is open to the public on Friday from 11-5, Saturday from 10-5, and Sunday from 11-3.
315 High Street, Suite 106, Chestertown

Carla Massoni Gallery – Trees -After reading Richard Powers’ The Overstory and Annie Proulx’s Barkskins, gallery owner Carla Massoni, was intrigued with the idea of an exhibit that focused on the interconnectedness of humans and forests. Virtually all of the artists selected to participate have a long history of exploring environmental issues.
Friday from 11-4, Saturday from 10-5, and Sunday from 11-2
203 High Street, Chestertown

Chestertown Farmers’ & Artisan Market – Visit Fountain Park to find farm fresh produce, plants, baked goods and other local delicacies. Shop for handmade gifts in the artisan market.
Saturday from 8-noon
Fountain Park, Chestertown


Looking for off-campus entertainment while you’re in town? Here are some things you can do during your visit:

Garfield Center for the Arts – High Street Soul Jam – Enjoy an evening of soul music featuring 3DC with guests Tony Perry, 2 Macs and a Mic, and Karen Somerville. Saturday, September 21 at 7pm. Tickets $15 in advance or $20 at the door.

Sumner Hall – The Bratcher Project, An Evening of Smooth Jazz – This concert is offered as part of the African American Legacy and Heritage in Jazz, Blues and Gospel Series. Saturday, September 21 at 7pm. Tickets $20.


KidSpot – Free Play – KidSpot provides free art and STEM activities for children and their families. Activities are geared towards children between 2-12 years old.
Saturdays, from 9-noon
315 High Street, Suite 106 (behind Dunkin’ Donuts)

Kaliedescope Children’s Art Center – Mini Workshops – Saturday Mini Workshops are for children aged 3-7. This week’s theme is “I Love My Pet.”
Saturday, 9:15-10:30 $20 registration
312 Cannon Street, Chestertown