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CHESTERTOWN WEEKEND 2025
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About this event
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Sign up before April 18th for early bird discount
For pricing and registration Click Here
Join the Baltimore Bicycling Club for the 41st year of this incredible event! Enjoy three or four days of cycling along the flat, picturesque roads of Kent County, Maryland, and experience the charm of historic Chestertown along the Chester River.
Why Attend Chestertown Weekend?
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Rides for all levels – Choose routes ranging from 10 to 100 miles.
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Lodging at Washington College – Stay on the historic campus with various
accommodation options.
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Live music Friday & Saturday nights – Enjoy local bands and a Zydeco dance party!
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Fun for non-riders too! – Stroll through Chestertown's historic district and explore the
Chestertown Tea Party Festival.
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Delicious meals included – Friday dinner to Monday breakfast (excluding Saturday
lunch).
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2 Night/ 3 Day option.
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New 1 day option – Sunday, May 25. Choose among five routes: 20 -100 miles
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Adults 18+ only.
Registration Info
Registration is required
Registration required by the organizer only, Not HBC
CALL OUT ALL POT HOLES.
CALL OUT CAR BACK.
SIGNAL AND/OR CALL OUT ALL TURNS.