4.5
(101)
309
riders
17
rides
Touring cycling around Middle Island offers routes through a landscape characterized by preserved natural areas and county parks. The region features gentle elevation changes, with routes often traversing forested sections and open spaces. Glacial features are present in some areas, contributing to varied terrain suitable for touring bicycles. The network of trails provides opportunities to explore the natural environment of Middle Island.
Last updated: October 5, 2026
43
riders
18.3km
01:35
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
25
riders
Moderate bike ride. Good fitness required. 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.
5.0
(1)
16
riders
32.7km
01:54
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(72)
11
riders
16.5km
00:56
40m
40m
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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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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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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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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Spanning 240 acres of lush woodland, Glacier Ridge Preserve beckons outdoor enthusiasts with its extensive trail network. Winding through the luscious forest, over 12 miles of well maintained hiking and biking trails invite adventurers to embark on a journey of exploration.
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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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Middle Island offers a good selection of touring cycling routes, with over 15 options available. These routes cater to various skill levels, from easy to difficult.
Yes, Middle Island is very welcoming for beginner touring cyclists. There are 10 easy routes, such as the Perfect Beginner Trail – Cathedral Pines County Park loop from Middle Island, which is 9.5 miles (15.3 km) long and takes about 1 hour 14 minutes to complete.
The touring cycling routes in Middle Island feature gentle elevation changes, often traversing forested sections and open spaces. You'll encounter preserved natural areas and county parks, with some areas showcasing glacial features, providing varied terrain suitable for touring bicycles.
While cycling in Middle Island, you can explore several natural and recreational highlights. Notable attractions include the Setauket-Port Jefferson Station Greenway Trail, the serene Glacier Ridge Preserve, and the scenic Mount Sinai Harbor. The Vietnam Veterans Memorial Recreational Trail also offers a pleasant ride.
Many of the touring cycling routes in Middle Island are designed as loops, offering convenient circular journeys. Examples include the Glacier Ridge Reserve – Glacier Ridge Preserve loop from Farmingville and the Glacier Ridge Preserve loop from Farmingville.
The touring cycling routes in Middle Island are highly regarded by the komoot community, boasting an average rating of 4.9 stars from over 70 reviews. Cyclists often praise the well-maintained paths through natural areas and the variety of routes available for different skill levels.
For more experienced riders seeking a longer challenge, Middle Island offers routes like the Glacier Ridge Preserve – Overton Mountain Bike Trails loop from Farmingville. This moderate 18.8-mile (30.2 km) path combines preserved areas with sections of mountain bike trails, providing varied terrain.
Middle Island's touring cycling routes are enjoyable across multiple seasons. Spring and fall offer pleasant temperatures and beautiful scenery, while summer provides longer daylight hours. Always check local weather conditions before heading out.
Many of the touring cycling routes in Middle Island start from or pass through county parks and preserved areas, which typically offer designated parking facilities. For specific routes, check the tour details on komoot for recommended starting points and parking information.
Yes, some routes in Middle Island offer a mix of terrain. The Glacier Ridge Preserve – Overton Mountain Bike Trails loop from Farmingville is a notable example, combining touring-friendly sections with parts that traverse mountain bike trails, offering a more varied experience.
Route durations vary depending on length and difficulty. Easy routes like the Perfect Beginner Trail – Cathedral Pines County Park loop from Middle Island (9.5 miles) can take around 1 hour 14 minutes, while longer, moderate routes might take 2-3 hours or more.
While many routes are best accessed by car due to their location within natural preserves and county parks, some areas around Middle Island may have limited public transport options. It's advisable to check local bus schedules or ride-sharing services if you plan to use public transport to reach a trailhead.


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