The best road cycling routes around Bridgehampton
4.5
(28)
996
riders
80
rides
Road cycling around Bridgehampton features a landscape characterized by coastal stretches, state parks, and rural roads. The region offers generally flat to gently rolling terrain, making it suitable for various road cycling experiences. Routes often traverse scenic areas, including natural preserves and agricultural land. The overall elevation gain across routes is moderate, reflecting the area's coastal geography.
Best road cycling routes around Bridgehampton
- The most popular road cycling route is Long Island Greenway—Phase II, a 63.1 miles (101.5 km) trail that takes 4 hours 0 minutes to complete. This moderate route offers a long-distance ride through varied scenery.
- Another top favourite among local road cyclists is Napeague State Park – Hither Hills State Park loop from Bridgehampton, a moderate 48.5 miles (78.1 km) path. This route passes through coastal state parks, providing views of natural areas.
- Local road cyclists also love the Water Mill Windmill – Lake Agawam loop from Water Mill, a 19.1 miles (30.7 km) trail leading through rural landscapes and past a lake, often completed in about 1 hour 10 minutes.
- Road cycling around Bridgehampton is defined by coastal paths, state park roads, and quiet rural routes. The network offers options for different ability levels, from easy loops to more challenging moderate distances.
- The routes in Bridgehampton are highly rated by the komoot community with an average score of 4.2 stars from over 23 reviews. More than 900 road cyclists have used komoot to explore Bridgehampton's varied terrain.
Last updated: July 7, 2026
4.0
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100
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101km
04:01
420m
420m
Embark on the Long Island Greenway—Phase II, a moderate road cycling route spanning 63.1 miles (101.5 km) with an elevation gain of 1365 feet (416 metres). You can expect to complete this journey in about 4 hours, cycling through the diverse landscapes of Long Island's East End. The route offers a mix of coastal views, natural areas, and charming towns, connecting communities like Hampton Bays, Southampton, and East Hampton. As you ride, you will pass significant landmarks such as the iconic Montauk Point Lighthouse, providing a memorable visual anchor to your experience.
Planning your ride on the Long Island Greenway—Phase II requires some foresight, as initial segments are slated for construction starting in 2026. The trail is designed to be accessible, utilizing off-road corridors and connecting to transit hubs. You will find that the eastern portion aims to link with seven train stations and 14 bus stations, suggesting good public transport options once the trail is fully developed. This focus on accessibility makes it suitable for recreational road cyclists looking for a convenient way to explore the region.
This route is part of an ambitious project to create a comprehensive greenway across Long Island. The multi-use path is being developed with the intention of providing a safe and enjoyable cycling experience for many. It stands out as a significant regional initiative, aiming to connect communities and natural spaces through a dedicated cycling corridor. The Long Island Greenway—Phase II offers a unique opportunity to explore the area's natural beauty and charming towns on two wheels.
53
riders
78.1km
03:06
270m
270m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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27
riders
30.7km
01:11
60m
60m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3.0
(1)
17
riders
50.3km
02:10
280m
280m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
17
riders
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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Other adventures around Bridgehampton
Tips from the Community
You can walk almost all the way around the ponds of this small park on wide, well-maintained trails that lead you deeper into the South Fork trail systems. There are a couple parking spots along the road with views of the water.
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A small paved parking lot along the turnpike grants access to the Paumanok Path / Northwest Path, and a handful of other longer trail systems which spiderweb through the Hamptons.
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You will find a medium-sized paved parking lot off of Deerfield Road, with access to the Paumanok Path and the Noyac Hills County Park trail system.
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A save beach, and one of a lot one Long Island
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The Old Montauk Highway leads to a trail through the woods with a gate that says closed to traffic. We took it and it’s fine. There’s a nice parking area with a cliff view at the end just before you get to the lighthouse, check it out.
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This is really a stunning area. Beaches as long your look is reaching. And please do a stop
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Grace Estate Preserve offers over 500 acres of water and woods for exploring. It has miles of trails and nice views of Northwest Harbor, and it's ideal for bird watching, hiking, running, and photography. The park is open year-round, from sunrise to sunset. Note that swimming is prohibited, and there is no lifeguard on duty. Dogs are welcome on the condition that owners pick up after them.
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Napeague State Park, in Long Island, offers a pristine coastal respite. Its unspoiled beaches stretch for miles, providing a perfect setting for sunbathing, beach going and hiking. The park's natural beauty, encompassing dunes and diverse wildlife, inviting you to enjoy its natural beauty in this largely undeveloped and unspoiled park.
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Frequently Asked Questions
How many road cycling routes are available around Bridgehampton?
There are over 85 road cycling routes around Bridgehampton, offering a wide range of options for different skill levels and preferences.
Are there easy road cycling routes suitable for beginners or families in Bridgehampton?
Yes, Bridgehampton offers many easy routes. More than 50 routes are classified as easy, featuring generally flat to gently rolling terrain. A great option is the Water Mill Windmill – Lake Agawam loop from Water Mill, which is 19.1 miles (30.7 km) and leads through rural landscapes.
What are some of the longer road cycling routes in the Bridgehampton area?
For those seeking longer rides, options like the Long Island Greenway—Phase II offer a substantial challenge, covering 63.1 miles (101.5 km). Another excellent long-distance route is the Napeague State Park – Hither Hills State Park loop from Bridgehampton, which is 48.5 miles (78.1 km).
What kind of terrain can I expect on road cycling routes in Bridgehampton?
Road cycling around Bridgehampton is characterized by generally flat to gently rolling terrain. Routes often traverse coastal stretches, state parks, and rural roads, providing varied scenery without significant elevation gains.
Are there any challenging or advanced road cycling routes in Bridgehampton?
While the region is mostly flat to gently rolling, there are a few routes with slightly more elevation. The komoot community has identified 2 routes as difficult, though the overall elevation gain across routes remains moderate.
What are the best seasons for road cycling in Bridgehampton?
The spring and fall seasons typically offer the most pleasant conditions for road cycling in Bridgehampton, with mild temperatures and beautiful scenery. Summer can be warm, while winter may bring colder weather, though many routes remain accessible.
What scenic views can I expect along road cycling routes in Bridgehampton?
Many routes offer scenic views, including coastal paths, natural preserves, and agricultural land. You can enjoy vistas of the Atlantic coastline, pass through state parks, and experience the quiet charm of rural landscapes.
Are there any interesting landmarks or attractions to see along the road cycling routes?
Yes, several routes pass by notable attractions. You might encounter historical sites like the Gardiner Windmill and Rev. Thomas James Homesite, or natural features such as Lake Agawam. The Foster Memorial Bathing Beach – Water Mill Windmill loop from Village of Sag Harbor, for example, offers coastal views and passes by the Water Mill Windmill.
What do other road cyclists say about their experience in Bridgehampton?
The road cycling routes in Bridgehampton are highly rated by the komoot community, with an average score of 4.2 stars from over 23 reviews. Cyclists often praise the varied terrain, from coastal paths to quiet rural roads, and the well-maintained routes.
Are there any loop road cycling routes in Bridgehampton?
Yes, many routes in Bridgehampton are designed as loops, allowing you to start and end at the same point. Examples include the Water Mill Windmill – Lake Agawam loop from Water Mill and the Northwest Woods Trails – Grace Estate Preserve loop from East Hampton Airport.
Can I find quiet road cycling routes away from traffic in Bridgehampton?
Bridgehampton offers numerous quiet rural roads and routes that traverse natural preserves, providing a peaceful cycling experience away from heavy traffic. Look for routes that pass through agricultural land or state parks for a more serene ride.
Most popular routes around Bridgehampton
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