Cycling routes / United States / Boston
Best road cycling routes in Boston
Here are curated road cycling routes in Boston. Filter by distance and elevation to find your next ride.
Departure times are local to Boston.
- 50.0 km188 m
Boston Minuteman Bikeway
41.2 km144 mDr. Paul Dudley White path loop
36.0 km77 mDover hills loop
69.4 km412 mNorthern Strand trail to Nahant loop
46.8 km126 mBuild your own route
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How routes are ranked
Tailwind scores each route hour by hour using wind direction, weather, and a 25 km/h cycling pace. Routes are sorted by forecast score for your chosen departure time, highest first.
5 curated routes in Boston, United States.
Nearby places
Plan and navigate rides in Boston
Compare the best road cycling routes in Boston, pick a departure time that fits the forecast, and open any ride on the map. Tailwind GPS is a free planning and navigation tool for cyclists: score routes hour by hour, download GPX files for Garmin, Wahoo, or any GPS device, build new loops in the route planner, and follow turn-by-turn guidance when it is time to ride.