55
Dr. Paul Dudley White path loop
36.0 km77 m
Best road cycling routes in Boston today
Here are the best routes to ride in Boston, ranked using wind, weather, tailwind, and headwind forecasts at 25 km/h.
Departure times are local to Boston.
- 54
Boston Minuteman Bikeway
41.2 km144 m - 54
Dover hills loop
69.4 km412 m - 54
Minuteman bikeway loop
50.0 km188 m - 53
Northern Strand trail to Nahant loop
46.8 km126 m Build your own route
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How routes are ranked
Tailwind scores each route hour by hour using wind, rain and temperature along the ride at a 25 km/h cycling pace. Routes are sorted by weather 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 routes in the route planner, and follow turn-by-turn guidance when it is time to ride.
Find your best ever ride.
Open the map to score these routes for wind, rain and temperature, then pick the best hour to ride.
Free forever on 3 routes
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Free forever on 3 routes. No card.