4.4
(7)
300
riders
72
rides
Road cycling around Sherwood Manor features routes that traverse rolling terrain and areas of ancient woodland. The region's landscape includes natural features such as streams and varied tracks, providing a diverse environment for cyclists. These routes often pass through scenic areas, offering a mix of open stretches and tree-lined paths.
Last updated: June 28, 2026
9
riders
45.7km
02:04
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
10
riders
45.6km
02:04
390m
390m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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7
riders
49.4km
02:02
320m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
5
riders
45.6km
01:49
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
6
riders
42.9km
01:58
400m
400m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Sherwood Manor
The Longmeadow Street–North Historic District in Longmeadow, Massachusetts, listed on the National Register of Historic Places since 1994, showcases over two centuries of architectural evolution and reflects late 19th-century efforts to preserve its rural, classic-New England atmosphere. Originally part of Springfield, Longmeadow emerged as a separate entity in 1783, primarily focused on agriculture and brownstone quarrying. The shift eastward due to quarrying led to the street's transformation into a residential suburb, facilitated by a streetcar line extension from Springfield in 1896. Today, the district has exemplary residential architecture spanning from the 18th to the 20th century, alongside minimal non-residential structures and a park designed by the renowned Olmsted Brothers firm.
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If you think you are in need of some godly assistance to improve your cycling times, why not visit this quirky shrine in Hampden? It is next to St. Mary's Catholic Church. This quaint, wooden shrine is dedicated to 'Our Lady of Fatima.' It was built in 1954 and is open 24 hours a day.
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The Windsor Locks Canal State Park Trail follows an old towpath along the Enfield Canal. The trail is 4.5 miles long and is fully paved. From the trail, there are great views of the Connecticut River. At certain points there are benches, so you can sit and enjoy the view!
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Hurds Lake is a small but very beautiful 20-acre freshwater reservoir in Tolland, near the hamlets of North Somers and Baptist Village. It is dammed at the Camp Road end of the lake, where it also happens to be the best viewpoint to look out over the water. If you are passing on your bike, this makes for just the best break spot.
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The Connecticut River Watershed is a sprawling land area of 7.2 million acres that is spread over five states. It is a watershed area that is important in the lives of millions of Americans who live within its varied boundaries. All told, the watershed enables the provision of drinking water for around 4.8 million people. The land that surrounds Whitney Reservoir is but one of the many individual dispersed watershed areas. Here, along the Old Springfield Road, you will be able to cycle through a pristine forest environment on quiet country roads, with nothing but you and the trees for company.
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Town Open Space (Rear Of High Meadow Lane) is a small open space behind some houses. This is a nice area to ride past in a pleasant residential area.
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There are over 70 road cycling routes around Sherwood Manor, offering a variety of options for different skill levels and preferences.
Road cycling around Sherwood Manor is characterized by rolling terrain and routes that often pass through areas of ancient woodland. You'll encounter a mix of open stretches and tree-lined paths, with natural features like streams contributing to the scenic environment.
Yes, Sherwood Manor offers a good selection of routes suitable for beginners. There are 37 easy routes available. An example is the Roadbike loop from Longmeadow, which is 45.6 km long and features moderate elevation changes.
While most routes are easy to moderate, there is at least one difficult road cycling route available for those seeking a greater challenge. The rolling terrain can provide some demanding sections, particularly on longer rides.
The road cycling routes in Sherwood Manor are highly rated by the komoot community, with an average score of 4.4 stars from over 7 reviews. Cyclists often praise the varied terrain and scenic views, with over 120 road cyclists having explored the area using komoot.
Yes, many of the road cycling routes around Sherwood Manor are circular, allowing you to start and finish at the same point. Examples include the Hurds Lake loop from Longmeadow and the Hurds Lake – Connecticut River Watershed loop from East Longmeadow.
For scenic rides, consider routes that pass through ancient woodlands and offer views of local natural features. The Scenic Route loop from Enfield is an easy 46.4 km option that provides picturesque views of the surrounding landscape.
While cycling, you can explore various points of interest. Notable attractions include the Robinson State Park Forest Trail, the Windsor Locks Canal State Park Trail, and the Connecticut River Walk and Bikeway. You might also pass by Forest Park.
While the immediate routes focus on natural landscapes, the broader region of Sherwood Forest is famously associated with the legend of Robin Hood and ancient oaks. Historically significant sites like Nottingham Castle and Wollaton Hall are also within reach, offering cultural experiences beyond cycling.
Yes, some routes will take you through local towns and countryside. For example, the Wilbraham – Hampden Town Hall loop from Longmeadow is a 49.4 km route that leads through various local communities.
The road cycling routes in Sherwood Manor vary in distance, but many popular routes are around 45-50 km. For instance, the Hurds Lake loop from Longmeadow is 45.7 km, and the Wilbraham – Hampden Town Hall loop from Longmeadow is 49.4 km.


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