Cycling in Chestertown
Discover a map of 17 cycling routes and bike trails near Chestertown, created by our community.
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Get to know Chestertown
Find the right bike route for you through Chestertown, where we've got 17 cycle routes to explore.
643 km
Tracked distance
17
Cycle routes
5,252
Population
Community
Most active users in Chestertown
From our community
The best bike routes in and around Chestertown
Pomona Warm Up
Cycling route in Chestertown, Maryland, United States of America
This tour starts and ends in Chestertown and is about 11 miles long. Traveling at about 10km/hr, elapsed time is under one hour. Beautiful countryside, uncrowded roads
- 17.9 km
- Distance
- 51 m
- Ascent
- 52 m
- Descent
South Queen Street 208, Chestertown to South Cross Street 413, Chestertown
Cycling route in Chestertown, Maryland, United States of America
- 31.4 km
- Distance
- 30 m
- Ascent
- 24 m
- Descent
Chestertown to Philly
Cycling route in Chestertown, Maryland, United States of America
- 162.6 km
- Distance
- 831 m
- Ascent
- 838 m
- Descent
South Queen Street 206, Chestertown to South Queen Street 210, Chestertown
Cycling route in Chestertown, Maryland, United States of America
- 29.9 km
- Distance
- 88 m
- Ascent
- 51 m
- Descent
Discover more routes
South Queen Street 202, Chestertown to South Queen Street 206, Chestertown- Distance
- 29.5 km
- Ascent
- 84 m
- Descent
- 50 m
- Location
- Chestertown, Maryland, United States of America
South Queen Street 210, Chestertown to South Cross Street 413, Chestertown- Distance
- 36.5 km
- Ascent
- 103 m
- Descent
- 60 m
- Location
- Chestertown, Maryland, United States of America
South Queen Street 208, Chestertown to South Queen Street 210, Chestertown- Distance
- 26.6 km
- Ascent
- 56 m
- Descent
- 21 m
- Location
- Chestertown, Maryland, United States of America
South Queen Street 210, Chestertown to South Queen Street 210, Chestertown- Distance
- 26.6 km
- Ascent
- 50 m
- Descent
- 15 m
- Location
- Chestertown, Maryland, United States of America
June's Oct. 10 Ride- Distance
- 32.8 km
- Ascent
- 71 m
- Descent
- 72 m
- Location
- Chestertown, Maryland, United States of America
South Water Street 224, Chestertown to South Water Street 230, Chestertown- Distance
- 32.9 km
- Ascent
- 3 m
- Descent
- 8 m
- Location
- Chestertown, Maryland, United States of America
rock hall- Distance
- 14.6 km
- Ascent
- 38 m
- Descent
- 56 m
- Location
- Chestertown, Maryland, United States of America
Chestertown Tolchester Chestertown- Distance
- 48.7 km
- Ascent
- 96 m
- Descent
- 100 m
- Location
- Chestertown, Maryland, United States of America