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.

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

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.

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