4.7
(11)
86
riders
3
rides
Touring cycling around Shirley, New York, offers routes primarily through Suffolk County's natural areas. The region is characterized by pine barrens, county parks, and forested landscapes, providing a generally flat to gently rolling terrain suitable for various cycling abilities. These popular cycling routes in Shirley often feature paved and unpaved paths through woodlands and open spaces. The area's low elevation gains make it accessible for recreational touring cyclists.
Last updated: October 2, 2026
4.4
(10)
46
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
16
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

8
riders
8.11km
00:45
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
7
riders
8.02km
00:44
40m
40m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4
riders
8.76km
00:49
20m
20m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Honestly my GOTO favorite loop on Long Island is definitely GR and Overton Preserve 🔥
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Turn off the GPS and go get lost, turn it on when you want to go home, that's the best experience.
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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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There are lots of biking trails to enjoy in this area, with a mix of flowy trail and flatter but more technical rocky sections. Watch out for directional signs (most of these trails are one-way only) and for ticks. For a good starting point, try the main loop that goes more or less along the perimeter of the park.
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Spanning 320 acres of lush woodlands, Cathedral Pines County Park beckons nature enthusiasts with its extensive network of hiking and biking trails. As the Carmans River traces the park's eastern boundary, it adds a serene ambiance to the outdoor experience. However, visitors should come prepared with insect repellent, as the verdant surroundings can harbor pesky bugs. While dogs are permitted, owners should exercise caution and be prepared for potential tick encounters.
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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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Cathedral Pines County Park is 320 acres of woods with miles of biking trails. The Carmans River runs along the east boundary of the park.
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Cathedral Pines County Park is 320 acres of woods with miles of biking trails. The Carmans River runs along the east boundary of the park.
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Touring cycling routes around Shirley, New York, primarily feature generally flat to gently rolling terrain. The region is characterized by pine barrens, county parks, and forested landscapes, offering both paved and unpaved paths through woodlands and open spaces. This makes the area accessible for recreational touring cyclists with minimal elevation changes.
Yes, the touring cycling routes in Shirley are very suitable for beginners. All routes listed are rated as easy, with minimal elevation changes. For example, the Perfect Beginner Trail – Cathedral Pines County Park loop from Middle Island is specifically highlighted as ideal for those new to touring cycling, offering a smooth ride through the park.
Among the popular choices, the Grumman Memorial Park loop from Calverton Pine Barrens State Forest offers a natural and quiet cycling experience. Another favorite is the Glacier Ridge Preserve loop from Coram, which leads through beautiful forested preserve lands.
The touring cycling routes in Shirley are highly regarded by the komoot community, with an average rating of 4.7 stars from numerous reviews. Cyclists often praise the quiet, natural settings of the pine barrens and county parks, as well as the accessibility of the easy, mostly flat trails.
Yes, many of the touring cycling routes in Shirley are designed as loops, providing convenient circular journeys. Examples include the Grumman Memorial Park loop from Calverton Pine Barrens State Forest and the Perfect Beginner Trail – Cathedral Pines County Park loop from Middle Island, allowing you to start and end at the same point.
The routes in Shirley offer views of diverse natural features. You can explore the unique ecosystems of the pine barrens, enjoy the tranquility of forested areas, and pass through county parks. Notable highlights include Glacier Ridge Preserve, Terrell River County Park, and Calverton Ponds Preserve, which offer scenic beauty and opportunities for wildlife viewing.
Given the easy difficulty rating and generally flat terrain of the routes, many are suitable for families. The Perfect Beginner Trail – Cathedral Pines County Park loop from Middle Island is particularly recommended for its smooth ride, making it an excellent choice for families with children or those new to cycling.
Shirley's diverse terrain, including forests and wetlands, makes it suitable for exploring in all seasons. However, spring and fall often offer the most comfortable temperatures and vibrant scenery. Summer can be pleasant, especially on shaded routes, while winter cycling is possible, though conditions may vary.
For more detailed information about the extensive trail systems and conservation areas in the broader Shirley region, particularly Shirley, Massachusetts, you can visit the official town website at shirley-ma.gov. This resource provides insights into areas like Farandnear Reservation and Longley Conservation Area.
Yes, beyond the primary touring routes, you can explore other paths like the Vietnam Veterans Memorial Recreational Trail or sections of the Paumanok Path in Otis Pike Preserve - West. These offer additional opportunities to experience the region's natural beauty and diverse landscapes.


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