The best road cycling routes around Windsor

There are over 10 road cycling routes around Windsor listed in this guide, offering a variety of experiences for different skill levels. You can find options ranging from easy loops to more moderate distances.

Road cycling routes around Windsor are characterized by a generally flat to gently rolling terrain. Routes often follow waterways and pass through agricultural landscapes, with typically modest elevation gains, making them accessible for various fitness levels. You can expect a mix of paved paths and quiet country roads.

Yes, Windsor offers several easy routes perfect for beginners. For instance, the Dunn's Marsh – Dawley Conservancy Park loop from East Towne Mall is an easy 27.3-mile trail with gentle elevation changes through parkland and urban fringes. Another great option is the Channel Lock – Tenney Park Lagoon loop from Town of Westport, an easy 19.7-mile path offering scenic views along waterways.

The area is highly rated by the komoot community, with an average score of 4.4 stars from over 50 reviews. Road cyclists often praise the scenic views along waterways, the well-maintained paved paths, and the accessibility of routes for various ability levels, from easy loops to moderate distances.

For those looking for a longer ride, the Maunesha River loop from Burke is a moderate 41.4-mile route. Another moderate option is the Lower Yahara River Trail – Monona Terrace View loop from Eastpark & Dreamer (SB), which covers 31.8 miles.

Many routes in Windsor feature scenic views along waterways. For example, the Channel Lock – Tenney Park Lagoon loop from Town of Westport offers picturesque views along its path. The Monona Terrace View – Olin Turville Park Trailhead loop from Burke also leads through urban and lakeside areas, providing pleasant scenery.

Given the generally flat to gently rolling terrain and the presence of paved paths, many of the easy and moderate routes around Windsor are suitable for families. Routes that stick to dedicated paths or quiet country roads would be ideal for a family outing.

While cycling around Windsor, you'll encounter diverse landscapes including open fields, occasional wooded areas, and views of local rivers and lakes. The routes often traverse agricultural areas and urban green spaces, providing a varied visual experience.

Yes, several routes in this guide are circular, allowing you to start and end at the same point. Examples include the Dunn's Marsh – Dawley Conservancy Park loop from East Towne Mall and the Maunesha River loop from Burke, among others.

The duration varies depending on the route's distance and your cycling pace. For example, an easy 27.3-mile route like the Dunn's Marsh – Dawley Conservancy Park loop from East Towne Mall typically takes about 1 hour and 50 minutes. Longer, moderate routes can take over 2.5 hours.