Lake Wingra loop
49.4 km270 m
Cycling routes / United States / Madison
Best road cycling routes in Madison
Here are curated road cycling routes in Madison. Filter by distance and elevation to find your next ride.
Departure times are local to Madison.
Dawley Conservancy Park garden loop
42.5 km230 mBugline trail loop
68.3 km324 mBaraboo, Merrimac, and Lodi loop
70.7 km789 mReedsburg country loop
73.0 km404 mBuild your own route
Can't find what you're looking for?
Use our free route builder to create your own route.
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 Madison, United States.
Nearby places
Plan and navigate rides in Madison
Compare the best road cycling routes in Madison, 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.