Lake Wingra – Monona Terrace View loop from Madison
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 – The Hop Garden loop from Dane
42.5 km230 mBugline and Lake Country Trail Loop
68.3 km324 mBaraboo, Merrimac, and Lodi loop via the Ferry
70.7 km789 mReedsburg loop
73.0 km404 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 Madison, United States.
Nearby places
Ride Madison at the right time
Compare routes in Madison, choose a departure window that matches the forecast, and navigate with confidence. With Tailwind GPS you get route planning, wind-aware scoring, and turn-by-turn guidance in one place — built to help cyclists find their best ever ride.