Windsor Meadows State Park to Windsor Locks loop via Captain John Bissell Trail
Windsor Meadows State Park to Windsor Locks loop via Captain John Bissell Trail
2.7
(4)
26
riders
01:55
46.9km
210m
Road cycling
Easy 29.1-mile road cycling loop from Windsor Meadows State Park, featuring river views and historic New England scenery.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
1.80 km
Highlight (Segment) • Bridge
Tip by
18.0 km
Highlight • Bridge
Tip by
25.2 km
Highlight • Lake
Tip by
36.0 km
Highlight (Segment) • River
Tip by
46.9 km
End point
Parking
Way Types & Surfaces
Way Types
34.5 km
5.54 km
4.56 km
2.33 km
Surfaces
44.7 km
1.97 km
286 m
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Elevation
Highest point (80 m)
Lowest point (10 m)
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Weather
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Thursday 28 May
23°C
14°C
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This route was planned by komoot.
This route is generally considered easy for road cycling. It features a hard, paved surface with minimal elevation gain and descent, making it suitable for most riders. While some older sections might have minor wear, the overall experience is smooth.
The route primarily uses a hard, paved surface, with many sections resembling a rails-to-trails conversion. You'll find very moderate inclines or flat stretches, ideal for easy biking. Some parts are off-street paths, while others are on low-traffic roads like Chapel Road and Main Street in South Windsor.
You'll enjoy varied scenery, including picturesque views of the Connecticut River, especially from Windsor Meadows State Park and the Captain John Bissell Trail Bridge. The route also passes through an 'old New England' setting with vintage homes, historic sites, tobacco barns, fields, and farms in South Windsor. You'll also cross the The Barn Yard Bridge and pass by Broad Brook Millpond.
Yes, this route is a crucial link in the regional trail network. It connects to the Charter Oak Greenway and the Windsor River Trail. You'll also find sections of the Windsor Locks Canal State Park Trail, Main Street Sidepath, South Windsor Estates Walkway, and Windsor Center River Trail along the way.
The loop typically begins and ends at Windsor Meadows State Park, which offers convenient access to the trailhead. Parking is generally available there.
While the route is primarily for cycling, specific dog policies can vary by section. For example, the Windsor Locks Canal State Park Trail generally allows leashed dogs. It's always best to check local regulations for each specific park or trail section you plan to visit with your dog.
The best time to cycle this route is generally during the spring, summer, and fall months when the weather is mild. The varied scenery, including river views and historic landscapes, is particularly enjoyable during these seasons. Be mindful of potential reduced visibility in twisty downhill areas during periods of overgrown vegetation.
No, there are typically no permits or entrance fees required to access or cycle this route, including Windsor Meadows State Park or the Captain John Bissell Trail sections.
Given its easy difficulty, paved surfaces, and minimal elevation changes, this cycling loop is generally suitable for families. However, some sections are on low-traffic roads, so adult supervision is always recommended, especially with younger riders.
The route passes through areas like South Windsor and Windsor Locks. While the trail research doesn't explicitly list cafes or pubs directly on the trail, you will find amenities and establishments in these towns that are easily accessible from the route.
The trail is named after Captain John Bissell, who established one of the first ferry services in the United States in 1641, connecting Windsor to South Windsor across the Connecticut River. The route's crossing of the Connecticut River via the Bissell Bridge Walkway highlights this historical connection.