94
runners
11
runs
Jogging routes around East Hampton offer a diverse array of landscapes, from coastal stretches to natural preserves and wooded trails. The region features numerous paths winding through areas like Northwest Woods and Barcelona Neck Conservation Area, providing varied terrain for runners. Coastal beauty is prominent, with routes paralleling the shoreline and options for runs along sandy beaches. Extensive forest areas, lush woodlands, and wetlands provide varied terrain for outdoor exploration.
Last updated: May 17, 2026
4.72km
00:34
50m
50m
Jog the moderate 2.9-mile Portland Reservoir loop in Meshomasic State Forest, featuring scenic water views and natural forest terrain.
23
runners
20.8km
02:29
200m
200m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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8
runners
5.10km
00:32
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
runners
10.0km
01:10
70m
70m
Moderate run. Good fitness required. 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 green space to the north of this trail is the grounds of the Skungamaug Fish and Game Club, a group devoted to hunting and fishing.
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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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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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There is a trail loop marked with red blazes that circles around the entirety of Portland Reservoir. The trails on the property are a mixture of pavement, dirt, and cinders. Most of the trail intersections are pretty well-marked, and the main trail offers views of the lake nearly the entire time.
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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 selection of over 10 dedicated running routes. These routes vary in difficulty and length, providing options for different preferences and fitness levels.
While there are no routes explicitly categorized as 'easy' in our guide, many of the 10 moderate routes are suitable for beginners or those looking for a less strenuous run. These often include park loops and trails with gentler terrain.
Yes, several routes in East Hampton are circular, offering convenient start and end points. A popular option is the Portland Reservoir loop, which is 2.9 miles (4.7 km) long and provides scenic views around the reservoir. Another is the Blish Memorial Park loop from Marlborough, a 3.1 miles (5.0 km) trail through parkland.
East Hampton's running routes offer a diverse array of landscapes. You can expect coastal paths with breathtaking ocean views, natural preserves with lush greenery, and wooded trails. Areas like the Northwest Woods and Barcelona Neck Conservation Area feature varied terrain, while routes along Further Lane offer views of grand estates and the beach.
For those seeking a challenging long-distance run, the Former Lyman Viaduct – Air Line State Park Trail loop from East Hampton is an excellent choice. This difficult 12.9 miles (20.7 km) path traverses a former railway line, offering an extended running experience through varied landscapes.
East Hampton's routes often pass by beautiful natural features and points of interest. You might encounter coastal vistas, serene ponds like Town Pond, or explore nature sanctuaries such as Maidstone Park. For specific landmarks, consider visiting the Stone Wall in Machimoodus State Park or the Asylum Reservoir No. 2. The Middle Haddam Historic District also offers a glimpse into the region's past.
Yes, East Hampton has several running routes that are approximately 5k in length. The Blish Memorial Park loop from Marlborough is a 3.1 miles (5.0 km) trail, and the Portland Reservoir loop is 2.9 miles (4.7 km), both offering enjoyable runs around this distance.
Runners frequently praise East Hampton for its diverse natural beauty, offering everything from peaceful beach runs at Georgica Beach and Two Mile Hollow Beach to challenging trails in areas like the Northwest Woods. The variety of terrain and scenic coastal views are often highlighted as major draws for the running community.
Absolutely. Many of East Hampton's natural preserves and parks, such as the East Hampton Village Nature Trail and Wildlife Sanctuary or the Sagg Swamp Preserve, provide excellent opportunities for wildlife spotting. These areas feature serene environments and diverse ecosystems where you might encounter local fauna.
East Hampton offers great running conditions throughout much of the year. The spring and fall provide pleasant temperatures and beautiful foliage. Summer is ideal for coastal runs, especially in the mornings or evenings to avoid the heat, while winter can offer crisp, quiet runs, particularly on wooded trails.
Yes, East Hampton is renowned for its coastal beauty. Many routes incorporate the shoreline, such as the stretch along Further Lane that parallels the beach. You can also enjoy peaceful runs directly on the sand at Georgica Beach and Two Mile Hollow Beach, or explore trails around ponds and along Gardiners Bay at Cedar Point County Park.
East Hampton is rich with nature preserves and parks perfect for running. You can explore trails in the Grace Estate Preserve, Northwest Woods, Barcelona Neck Conservation Area, and Buckskill Preserve. Maidstone Park, Cedar Point County Park, and the East Hampton Village Nature Trail and Wildlife Sanctuary also offer dedicated running spaces amidst natural beauty.


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