Madison

Best road cycling routes in Madison today

Here are the best routes to ride in Madison, ranked using wind, weather, tailwind, and headwind forecasts at 25 km/h.

Departure times are local to Madison.

  • Baraboo, Merrimac, and Lodi loop
    56

    Baraboo, Merrimac, and Lodi loop

    70.7 km789 m
  • Bugline trail loop
    56

    Bugline trail loop

    68.3 km324 m
  • Dawley Conservancy Park garden loop
    56

    Dawley Conservancy Park garden loop

    42.5 km230 m
  • Lake Wingra loop
    56

    Lake Wingra loop

    49.4 km270 m
  • Reedsburg country loop
    55

    Reedsburg country loop

    73.0 km404 m
  • Build 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, 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 Madison, United States.

Nearby places

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 routes in the route planner, and follow turn-by-turn guidance when it is time to ride.

More routes in United States · Browse all countries

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

Like the look of Madison? Know when to ride it.

  • Save any of these routes to your account
  • See the best hour to ride, weather-scored
  • Import from Strava in one tap
Email

Free forever on 3 routes. No card.

Or have a play with the demo map