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MTB trails
United States
New York
Nassau County

Oyster Bay

The best MTB trails around Oyster Bay

5.0

(12)

144

riders

4

rides

Mountain biking around Oyster Bay, New York, offers diverse landscapes and extensive trail systems. The region features a mix of terrain, from beginner-friendly paths to more challenging singletracks, particularly within its natural preserves. The northern shore of the town is notably hilly, contrasting with the flatter areas, and the area is characterized by its connection to the Long Island Sound. These varied features contribute to a range of mountain biking experiences.

Best mountain bike trails around Oyster Bay

  • The most popular mountain bike trail is CLIMB Blue Trail, an 8.3 miles (13.4 km) trail that takes 1 hour 7 minutes to complete. This route offers flowing terrain suitable for various skill levels.
  • Another top favourite among local mountain bikers is Along The Bluff, a moderate 5.4 miles (8.8 km) path. This trail boasts scenic bluff views within Caumsett State Historic Park Preserve.
  • Local mountain bikers also love the Blue Trail – Stillwell Entrance Sign loop from Woodbury, a 5.3 miles (8.6 km) trail leading through Stillwell Woods Park, often completed in about 43 minutes.
  • Mountain biking around Oyster Bay is defined by its hilly northern shore, extensive natural preserves, and proximity to the Long Island Sound. The network offers options for different ability levels, from easy paths to more technical singletracks.
  • The routes in Oyster Bay are highly rated by the komoot community with an average score of 5.0 stars from over 10 reviews. More than 100 mountain bikers have used komoot to explore Oyster Bay's varied terrain.

Last updated: June 28, 2026

5.0

(11)

75

riders

#1.

CLIMB Blue Trail

13.4km

01:07

70m

70m

Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

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Easy

8.77km

00:59

70m

70m

Moderate mountain bike ride. Great for any fitness level. Advanced riding skills necessary.

Moderate
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Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

Easy

Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

Easy

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Tips from the Community

LadyDi
June 29, 2022, Bluff Trail

This trail is an absolute gem for beginners. On top of the bluff you get to overlook the beautiful Long Island Sound.

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LadyDi
June 29, 2022, Blue Trail

Well marked singletrack that has rooty spots and tons of flow.

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A sweet section of singletrack right next to the LIRR train tracks.

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This is a great mountain bike trail system less than one hour from NYC. Take the LIRR train until Syosset train station that is really close to the park. Stillwell provides a mix of easy, intermediate and challenging singletracks. Check it out, it's worth it!

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Frequently Asked Questions

What kind of terrain can I expect on mountain bike trails in Oyster Bay?

Oyster Bay offers a diverse range of terrain for mountain biking. The northern shore is notably hilly, providing varied elevation changes. You'll find a mix of flowing trails, singletracks, and paths suitable for different skill levels, from beginner-friendly to more challenging sections, particularly within natural preserves like Stillwell Woods Park and Caumsett State Historic Park Preserve.

Are there mountain bike trails suitable for beginners in Oyster Bay?

Yes, Oyster Bay has several beginner-friendly options. For instance, the CLIMB Blue Trail in Stillwell Woods Park is an 8.3-mile route known for its flowing terrain that accommodates various skill levels, including easy sections. Many trails in the region are designed to be accessible for those new to mountain biking.

Where can I find trails with scenic views in Oyster Bay?

For scenic views, consider the Along The Bluff trail in Caumsett State Historic Park Preserve. This moderate 5.4-mile path offers beautiful bluff views overlooking the Long Island Sound. The varied topography of Oyster Bay, especially its connection to the Sound, provides many picturesque spots.

Are there any loop trails for mountain biking in Oyster Bay?

Yes, there are several loop options. A popular choice is the Blue Trail – Stillwell Entrance Sign loop from Woodbury, which is a 5.3-mile trail through Stillwell Woods Park. Another loop in the same park is the Blue Trail – Stillwell Entrance Sign loop from Syosset, covering about 9.4 miles.

What are the parking options for mountain bike trails in Oyster Bay?

Parking is generally available at the major trailheads. For Stillwell Woods Park, there are designated parking areas, often near the entrances in Woodbury or Syosset. Caumsett State Historic Park Preserve also provides parking facilities for visitors accessing its trails. It's always a good idea to check specific park websites for detailed parking information and any potential fees.

Can I reach mountain bike trails in Oyster Bay using public transport?

Yes, some mountain biking areas are accessible via public transport. Stillwell Woods Park, for example, is conveniently located less than an hour from NYC and can be accessed via the LIRR (Long Island Rail Road) to Syosset train station. From there, you might need to bike a short distance or arrange local transport to the trailhead.

Are there any permits required for mountain biking in Oyster Bay?

While general access to many public parks in Oyster Bay is free, some specific trails or preserves might require permits or have specific rules for mountain biking. It's recommended to check the official websites for Stillwell Woods Park, Caumsett State Historic Park Preserve, or other specific locations you plan to visit to confirm any permit requirements before your ride.

What can I see or do near the mountain bike trails in Oyster Bay?

Beyond mountain biking, Oyster Bay offers numerous attractions. You can explore natural features like the Salt Marshes or visit historical sites such as the Walled Garden of Knollwood Estate and Caumsett Manor. The region also boasts other outdoor activities like hiking, swimming at beaches like Tappen Beach, and exploring places like Planting Fields Arboretum State Historic Park or Sagamore Hill National Historic Site.

What do other mountain bikers enjoy most about the trails in Oyster Bay?

The mountain bike trails in Oyster Bay are highly rated by the komoot community, with an average score of 5.0 stars from over 10 reviews. Riders often praise the diverse terrain, the well-maintained trails, and the scenic beauty, especially the bluff views and the varied landscapes that offer something for every skill level.

Are there any less crowded mountain bike trails in Oyster Bay?

While popular spots like Stillwell Woods Park can see more traffic, exploring trails during off-peak hours (weekdays, early mornings) can offer a more serene experience. The region has several preserves and parks, so venturing beyond the most well-known routes, such as the Evil Friends Jump Line loop from Plainview, might lead to quieter rides.

Is Oyster Bay suitable for family mountain biking outings?

Absolutely. Oyster Bay's diverse trail system includes many paths that are suitable for families. The presence of easy-grade trails and well-maintained park environments makes it a great destination for family mountain biking. Always check the specific trail difficulty before heading out with children.

What is the best time of year to go mountain biking in Oyster Bay?

Spring and fall generally offer the most pleasant conditions for mountain biking in Oyster Bay, with mild temperatures and beautiful foliage. Summer can be enjoyable, but be prepared for warmer weather and potential humidity. Winter riding is possible, but trail conditions can vary with snow and ice, so checking local trail reports is advisable.

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