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Cycling routes
United States
New York
Suffolk County

Shirley

The best cycling routes around Shirley

4.8

(17)

103

riders

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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.

Best touring cycling routes around Shirley

  • The most popular touring cycling route…

Last updated: June 29, 2026

4.4

(10)

43

riders

#1.

Grumman Memorial Park loop from Calverton Pine Barrens State Forest

15.1km

00:51

40m

40m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

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Tips from the Community

Easy Rider
May 20, 2025, Glacier Ridge Preserve

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.

Translated by Google

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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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East Bartlett Pine Barrens State Forest is a 99.7-acre park of pine barrens habitat. This patch of woods shares a border with Cathedral Pines County Park, where there are many biking trails.

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Alex
January 4, 2024, Grumman Memorial Park

Grumman Memorial Park is right next to the Vietnam Veterans Memorial Recreational Trail. The park is open every day from 9 a.m.–5 p.m., and features two retired military planes. There are benches and informational plaques to read. It was a cool opportunity to see these aircraft up close and personal in this intimate park.

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Frequently Asked Questions

What kind of terrain can I expect on touring cycling routes around Shirley?

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.

Are the touring cycling routes in Shirley suitable for beginners?

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.

What are some popular touring cycling routes in Shirley?

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.

What do other cyclists say about the touring routes in Shirley?

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.

Are there any circular touring cycling routes available in Shirley?

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.

What natural features or landmarks can I see along the touring cycling routes in Shirley?

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.

Are there any trails suitable for families with children in Shirley?

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.

What is the best season for touring cycling in Shirley?

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.

Where can I find more information about the conservation areas and trails in the Shirley region?

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.

Are there any other interesting trails or paths in the Shirley area besides the main touring routes?

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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