Charter Oak Greenway Loop
Charter Oak Greenway Loop
3.5
(21)
46
riders
01:34
36.9km
280m
Road cycling
Cycle the easy 22.9-mile Charter Oak Greenway Loop, gaining 933 feet in elevation through varied Connecticut landscapes.
Last updated: February 26, 2026
Waypoints
Start point
Parking
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12.4 km
Highlight (Segment) • Cycleway
Tip by
24.8 km
Highlight • Trail
Tip by
36.9 km
End point
Parking
Way Types & Surfaces
Way Types
19.2 km
13.2 km
3.03 km
1.31 km
Surfaces
35.6 km
1.17 km
< 100 m
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Elevation
Highest point (200 m)
Lowest point (20 m)
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Weather
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Monday 25 May
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12°C
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This route was planned by komoot.
While komoot rates this specific loop as 'easy', the broader Charter Oak Greenway itself is generally considered to have a moderate difficulty. This is due to its varied and often hilly terrain, particularly on the eastern end. You'll encounter a good assortment of hills and some downgrades that may require quick braking. A certain level of fitness is recommended, especially when cycling uphill from the Connecticut River towards Bolton Notch.
The route primarily follows paved pathways, making it suitable for road bikes. However, it's not uniformly flat. Expect varied and often hilly sections, particularly towards the eastern parts. Some portions involve on-road riding, such as a 0.5-mile stretch along Hartford Road and Bidwell Street in Manchester, and a 1-mile gap in East Hartford near the Hockanum River, where you might encounter vehicular traffic.
Spring, summer, and fall are generally the best times to cycle this route. The varied scenery, from forested areas to urban views, is enjoyable in warmer months. While the paved surface might allow for winter cycling, be aware of potential ice or snow, especially on hilly sections and shaded areas.
Yes, dogs are generally allowed on the Charter Oak Greenway. However, they must be kept on a leash and under control at all times. Please remember to clean up after your pet to maintain the trail's cleanliness for all users.
No, there are no permits or entrance fees required to access the Charter Oak Greenway or to complete this loop. It is a public multi-use trail.
Parking is available at various points along the Charter Oak Greenway. A notable access point is the Cheney Rail Trail Trailhead, which connects to the broader greenway system. Other areas like Charter Oak Park also offer amenities and parking.
The route offers a remarkably varied landscape. You'll pass through college campuses, community parks, forested areas, and commercial zones. While some parts run adjacent to I-384, you'll also descend into peaceful, tree-lined stream valleys. Closer to Hartford, the scenery shifts to a more urban environment, featuring views of the Connecticut River, city skyscrapers, Mortensen Riverfront Plaza, and Bushnell Park.
This loop incorporates a significant section of the East Coast Greenway through Charter Oak Park. You'll also find amenities like restrooms, water, and picnic areas at locations such as Charter Oak Park. The trail also features newly constructed red bridges in some sections, and offers views of the Connecticut River and Hartford's urban landscape.
Yes, the Charter Oak Greenway is a crucial segment of the larger East Coast Greenway. This route also connects to other significant paths, including the Hop River State Park Trail and the Cheney Rail Trail, providing extensive options for longer rides and potential loop routes when combined.
Yes, amenities such as restrooms, water, and picnic areas are available at various points along the Charter Oak Greenway, notably at locations like Charter Oak Park. It's always a good idea to carry your own water, especially on longer rides.
While komoot classifies this specific loop as 'easy', the overall Charter Oak Greenway has varied terrain with a good assortment of hills. If you're a beginner, be prepared for some uphill sections and descents that may require quick braking. It's manageable for beginners with a basic level of fitness, but it's not uniformly flat like some rail trails.