Skip to main content

The Huntington Bicycle Club, NY

HomeEventsCHESTERTOWN WEEKEND 2026

Events - Event View

CHESTERTOWN WEEKEND 2026

warning If you are a member, please log in to access additional, potentially lower registration fee options. close

About this event


 


 


Join Baltimore Bicycling Club for their 42nd annual event! 4 days and 3 nights of cycling the flat, scenic roads of Kent County, Maryland. We're staying in the dorms of Washington College, in the historic port city of Chestertown, MD. Rides for all levels and abilities from 10-100 miles. This is a non competitive event. Evening activities every night. Select REGISTER NOW and choose registration category, your lodging is included in your registration fee, make sure you select the correct category for your preferred lodging type.

Ride Options

  • 3-4 led ride options daily, ranging from short beginner routes to century rides.
  • Over 20 additional self-guided routes are available via Ride with GPS.

Meals

  • All meals included except Saturday lunch


Special Events & Entertainment

  • Friday Night: Ice Cream Social with homemade Lockbriar ice cream and live music by Acoustic Stimulus Package (bluegrass, country, indie, folk/Irish).
  • Saturday Night: New Orleans-style dance party with The Alligators
  • Sunday Special Ride: Routes ranging from 20-40 mile, and a metric century with a catered picnic in the middle
  • Sunday Night: Trivia Night with Moore & Les, WCTR radio personalities, with great prizes!
  • Chestertown Tea Party Festival: Living history reenactments, live music, a craft festival, wacky boat races, fireworks, a beer fest, and local food. 15-minute walk from Washington College. (www.chestertownteaparty.org)

Sign up before April 29th for early bird discount

This is a rain or shine event.

Helmets required

Email Questions to: ChestertownWeekend@baltobikeclub.org



Date and Time

Friday, May 22, 2026, 7:00 AM until Monday, May 25, 2026, 5:00 PM

Location

Washington College
Chestertown, MD  
USA

Category

Bike Event

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.
Sign-up Now