Glastonbury to Gay City State Park loop
Glastonbury to Gay City State Park loop
4.6
(8526)
19,089
riders
01:58
43.5km
410m
Road cycling
This moderate 27.0-mile road cycling loop from Glastonbury to Gay City State Park offers serene forest views and historical sights.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
3.59 km
Highlight (Segment) • Trail
Tip by
20.3 km
Highlight • Forest
43.5 km
End point
Parking
Way Types & Surfaces
Way Types
32.8 km
5.54 km
4.03 km
1.07 km
Surfaces
42.1 km
1.08 km
352 m
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Elevation
Highest point (270 m)
Lowest point (20 m)
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Weather
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Today
Thursday 7 May
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8°C
0 %
Additional weather tips
Max wind speed: 19.0 km/h
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This route was planned by komoot.
While there isn't one designated 'trailhead' parking for this road cycling loop, many cyclists choose to start and park near Glastonbury center or at Gay City State Park itself. Parking is available within the state park, offering convenient access to the loop.
This road cycling loop is considered moderate. It covers approximately 43.5 km with an elevation gain of about 411 meters. While the surfaces are generally well-paved, some segments might be unpaved, adding to the challenge. It requires a good level of fitness for comfortable completion.
The terrain primarily consists of well-paved road surfaces, typical for a racebike route. However, be prepared for some segments that might be unpaved and more challenging. The route includes rolling hills, contributing to the moderate elevation gain.
The loop offers serene views of forests and natural beauty typical of Connecticut. A significant highlight is Gay City State Park, which features woods, ponds, and historical remains of an old mill town. You'll also pass by Addison Bog & Woodlands Greenway, offering natural scenery.
The best time to cycle this loop is typically during the spring, summer, and fall months when the weather is mild and the roads are clear of snow and ice. Fall offers particularly beautiful foliage views. Always check the weather forecast before you go.
Connecticut residents typically do not pay a parking fee at state parks, including Gay City State Park, if their vehicle is registered in Connecticut. Non-residents may be subject to parking fees, especially during peak season. It's always a good idea to check the official Connecticut State Parks website for the most current fee information before your visit.
Yes, dogs are generally allowed in Connecticut State Parks, including Gay City State Park, but they must be kept on a leash no longer than seven feet. Please ensure you clean up after your pet to help keep the park enjoyable for everyone.
Yes, the route briefly intersects with several other paths. Notable sections include parts of the East Coast Greenway (CT), Smith School Greenway, Charter Oak Greenway, and Buckingham Park Route. You may also encounter smaller segments of trails like the Shenipsit Trail and Salmon Brook Trail.
The route primarily passes through natural and residential areas. While there aren't many dedicated cafes directly on the loop, you'll find amenities and places to refuel in Glastonbury at the start/end, and potentially small stores or delis in towns along the way. It's advisable to carry sufficient water and snacks.
The average duration to complete the Glastonbury to Gay City State Park loop is approximately 2 hours, depending on your cycling speed and how often you stop. The total distance is about 43.5 kilometers.
For this moderate road cycling loop, you should bring your racebike, a helmet, appropriate cycling attire, water bottles, snacks, a basic repair kit (spare tube, pump, tire levers), and a phone for navigation or emergencies. Sunscreen and sunglasses are also recommended.