5.0
(21)
193
riders
19
rides
Touring cycling routes around East Hampton benefit from a diverse landscape, featuring coastal areas, woodlands, and charming hamlets. The terrain includes mostly flat sections suitable for leisurely rides, alongside routes with some hills for more challenging experiences. Cyclists can find paved roads, smooth grassy double tracks, and dirt paths winding through preserves. The region is characterized by its scenic water bodies, including Georgica Pond and Gardiners Bay, and numerous parks offering varied natural settings.
Last updated: May 4, 2026
5.0
(5)
43
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
21
riders
64.4km
05:20
430m
430m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(5)
40
riders
20.7km
01:54
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(3)
11
riders
8.90km
00:52
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
10
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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The Air Line State Park Trail in Connecticut is a rail trail and linear state park that is a part of the East Coast Greenway. There are several sections including: South (25 miles from East Hampton to Windham), North (21 miles from Windham to Putnam), Thompson addition (6.6 miles from Thompson to the Massachusetts state line), and an additional 3.6-mile spur to Colchester. Recognized as a national recreation trail by the U.S. Department of the Interior in 2002, it offers scenic routes for hiking and biking. This southern section of the trail near East Hampton is a gravel crushed trail that is great to ride on its own, or to access singeltrack in the nearby Salmon River Forest.
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From here you can take the Colchester Spur Trail. The area surrounding the trail played a small but fascinating role in the American Revolution. Look for markers mentioning skirmish sites and troop movements.
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The Air Line Trail is a paved 50-mile multi-use trail that connects the cities of Thompson and Portland. This trail is open to walkers, bikes, and even horses.
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Birch Hill Road Open Space West is a nature reserve southeast of Grayville Falls, situated right next to the Air Line State Park Trail. Undeveloped, forested land covers the area between the town's many residential developments, adding to the rural character of this beautiful area.
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This park runs alongside the Willimantic River, providing scenic views of the water. On the opposite side, there are train tracks where you can occasionally observe interesting carts passing by.
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Air Line State Park Trail is a gravel crushed trail that runs on an old rail bed. It's a great trail to ride on its own or to access singeltrack in the Salmon River Forest.
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Completely gravel but mostly compacted. Loose rocks in some areas.
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If you look to the sides of the path, you can see some of the beams and rails of the buried bridge.
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East Hampton offers a diverse range of terrain for touring cyclists. You'll find mostly flat roads, scenic coastal paths, and wooded trails. Routes often wind through charming hamlets, past traditional Hamptons-style cottages, tree-lined streets, potato fields, horse farms, and vineyards. The region's natural features include pristine beaches, diverse ecosystems within preserves, and picturesque ponds and harbors.
Yes, East Hampton has several easy touring cycling routes perfect for beginners or families. For example, the Former Lyman Viaduct loop from East Hampton is an easy 8.9 km ride, and the Colchester Spur Trail junction loop from Chittenden Road Open Space South is another easy option at 12 km. These routes are generally flat and offer a pleasant cycling experience.
East Hampton's cycling routes often pass through or near significant natural and historical sites. You can explore areas like Hither Hills State Park with its 'walking dunes,' Cedar Point County Park featuring a historic lighthouse, and the tranquil Northwest Woods. Along some routes, you might encounter highlights such as the Stone Wall in Machimoodus State Park, Asylum Reservoir No. 2, or the Day Pond. The Middle Haddam Historic District also offers a glimpse into the region's past.
Absolutely. For experienced touring cyclists seeking a challenge, East Hampton offers more demanding routes. A prime example is the Former Lyman Viaduct – Air Line Trail loop from East Hampton, a difficult 64.6 km path that provides a longer and more strenuous ride through diverse natural settings. This route is ideal for those looking to push their limits.
The touring cycling routes in East Hampton are highly regarded by the komoot community, boasting an average score of 5.0 stars from over 27 reviews. Cyclists often praise the region's diverse and scenic landscapes, the blend of coastal beauty with lush greenery, and the charming hamlets encountered along the way. Many appreciate the variety of routes suitable for different abilities.
Yes, many touring cycling routes in East Hampton are designed as loops, allowing you to start and end at the same point. Examples include the moderate Air Line State Park Trail – Former Lyman Viaduct loop from Chittenden Road Open Space South, which is 23 km long, and the Former Lyman Viaduct – Colchester Spur Trail junction loop from East Hampton, a 34.4 km moderate route. These circular options make planning your ride convenient.
For peaceful and scenic rides, the Northwest Woods area is highly recommended, offering shaded and quiet roads perfect for tranquil cycling. Additionally, routes that pass through Napeague State Park are known for their pristine beaches and wetlands, providing a serene coastal experience. The Montauk Highway Bike Path also offers a safer, continuous paved route parallel to Route 27, allowing cyclists to enjoy the scenery without heavy traffic.
Touring cycling routes in East Hampton vary significantly in distance and duration to suit different preferences. You can find shorter, easy rides like the 8.9 km Former Lyman Viaduct loop from East Hampton, which takes about 52 minutes. Moderate routes, such as the 23 km Air Line State Park Trail – Former Lyman Viaduct loop from Chittenden Road Open Space South, typically take around 2 hours. For longer adventures, the difficult Former Lyman Viaduct – Air Line Trail loop from East Hampton spans 64.6 km and can take over 5 hours to complete.
While East Hampton is excellent for touring cycling, it also offers opportunities for mountain biking. Areas like Buckskill Preserve, Jacobs Farm, Millers Ground Preserve, and Northwest Woods feature mountain biking trails. These trails range from easy to intermediate difficulty, providing options for those seeking off-road adventures in addition to the touring routes.
East Hampton is rich in natural preserves that protect diverse ecosystems. Notable areas include Hither Hills State Park, known for its 'walking dunes' and forested paths; Cedar Point County Park, spanning over 600 acres with hiking trails and access to Gardiners Bay; and the East Hampton Village Nature Trail and Wildlife Sanctuary. Maidstone Park and the largely undeveloped Napeague State Park also offer beautiful natural settings to explore.
Yes, cycling routes in East Hampton often lead through or near charming historical towns and sites. You can explore historic towns like Sag Harbor, known for its whaling village charm, or take detours to view the iconic Montauk Point Lighthouse. The Middle Haddam Historic District is another point of interest that offers a glimpse into the region's rich history.
There are 17 touring cycling routes available in East Hampton, catering to various skill levels. This includes 7 easy routes, 6 moderate routes, and 4 difficult routes, ensuring there's an option for every cyclist.


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