4.4
(20)
251
riders
37
rides
Road cycling around Wading River offers diverse landscapes, from scenic coastal views along the Long Island Sound to lush forests and rolling farmlands. The region features a mix of flat, paved paths and routes with varied elevation, providing options for different cycling preferences. Cyclists can explore dedicated trails and local roads that traverse natural features such as bluffs and pine barrens. This varied terrain makes Wading River a suitable destination for road cyclists seeking both leisurely rides and more challenging…
Last updated: May 5, 2026
4.2
(9)
42
riders
25.5km
01:00
70m
70m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.2
(9)
28
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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23
riders
79.7km
03:19
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
15
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
2
riders
78.1km
03:24
290m
290m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Long Island is known as the cradle of aviation and is the scene of many aviation premieres. Many aircraft manufacturers such as Grumman, Republic and Brewster had their headquarters on the island.
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The Setauket-Port Jefferson Station Greenway Trail, or Setauket Greenway, is a 3-mile paved path on Long Island’s north shore. It connects scenic old-growth forests, farmland, meadows, business districts, Stony Brook University, and county parks. The trail features a mix of wooded sections and occasional sunny spots, with several road crossings, and some short sections that pass through utility corridors and sand pits.
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The Vietnam Veterans Memorial Recreational Trail is a 9.5-mile trail that is mostly paved and, in some places, hard-packed dirt. It is mostly flat and takes bikers on long stretches around the Calverton Executive Airpark.
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Robert Cushman Murphy County Park, featuring coastal plain pondshore habitat, is ideal for observing a diverse range of wildlife and plants. With miles of trails traversing the area and several ponds providing scenic break points, you can enjoy a rich natural experience.
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This 191-acre undeveloped area is highly popular for hunting, hiking, skiing, snowshoeing, and biking. It features a nice single-track 8.5-mile loop bike trail that's great for beginners and intermediate riders, along with 1.5 miles of more advanced hill climbs.
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Spring Lake is on the eastern edge of the Spring Lake Golf Course, and this area is open weekdays from 6:30 a.m.– 6 p.m. and weekends from 5:30 a.m.– 6 p.m. Just north of Spring Lake is the public Bartlett Pond Park, another enjoyable part of this green space.
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This fast and good quality road travels through the Robert Cushman Murphy Country Park forest, with a tall canopy of trees enveloping the road. Keep an eye out for the trains passing on the adjacent line.
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The Wardenclyffe Tower, also known as the Tesla Tower, was an early experimental wireless transmission station designed and built by Nikola Tesla from 1901 to 1902.
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There are over 35 road cycling routes around Wading River, offering a variety of experiences for different skill levels. You'll find 13 easy routes and 23 moderate routes to explore.
Wading River offers a diverse range of terrain for road cyclists. You'll find routes with scenic coastal views along the Long Island Sound, rides through lush forests like the Calverton Pine Barrens State Forest, and paths winding through rolling farmlands. While many routes feature well-paved surfaces, some may include hard-packed dirt sections, particularly on dedicated recreational trails.
Yes, Wading River has several easy routes suitable for families and beginners. For instance, the Grumman Memorial Park loop from Wildwood State Park is an easy 25.5 km (15.8 miles) ride with minimal elevation gain. Another great option is the Grumman Memorial Park loop from Calverton Pine Barrens State Forest, which is an easy 15.2 km (9.4 miles) path through forested areas.
For those seeking a longer and more challenging ride, the Grumman Memorial Park loop from Calverton is a moderate 79.7 km (49.5 miles) route with significant elevation gain, often taking over three hours to complete. The region also features routes with varied terrain and elevation, such as the 'Wading River Hills' which can offer a more rigorous experience.
Road cycling routes in Wading River often pass by beautiful natural features and landmarks. You can cycle near the Grumman Memorial Park, which features retired military planes, or explore the unique coastal plain ponds and oak-pine forest of the Calverton Ponds Preserve. Many routes also offer picturesque views overlooking the Long Island Sound, especially around Wildwood State Park.
Yes, Wading River is home to dedicated cycling paths. The Vietnam Veterans Memorial Recreational Trail is a 9.5-mile path that is mostly flat and either paved or hard-packed dirt. Additionally, the paved North Shore Rail Trail connects Port Jefferson to Wading River, providing a dedicated route for longer rides.
The road cycling routes in Wading River are highly rated by the komoot community, with an average score of 4.3 stars from over 20 reviews. Cyclists often praise the diverse landscapes, from coastal views to forests and farmlands, and appreciate the variety of routes available for different skill levels.
Yes, many of the road cycling routes in Wading River are designed as loops, offering convenient circular journeys. Examples include the Grumman Memorial Park loop from Wildwood State Park and the Roadbike loop from Calverton Pine Barrens State Forest, allowing you to start and finish at the same point.
Absolutely! Wading River is located at the entrance to Long Island's Wine Country, making it easy to combine cycling with vineyard tours and wine tasting. Wildwood State Park, a 600-acre park with stunning views of the Long Island Sound, also offers additional opportunities for hiking and picnicking, and many routes start or pass nearby.
Wading River offers enjoyable road cycling experiences across multiple seasons. Spring and fall typically provide pleasant temperatures and beautiful scenery, with changing foliage in autumn. Summer is also popular, especially for routes near the Long Island Sound, though it can be warmer. Winter cycling is possible, but conditions may vary, so checking local weather is advisable.
Yes, several routes offer a forested cycling experience through the Calverton Pine Barrens State Forest. The Grumman Memorial Park loop from Calverton Pine Barrens State Forest is an easy 15.2 km route, and the Grumman Memorial Park – Peconic River loop from Calverton Pine Barrens State Forest offers a longer, moderate 53.3 km ride through this unique natural area.


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