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Greene County

Windham-Blackhead Range Wilderness

The best cycling routes in Windham-Blackhead Range Wilderness

By Fede from komoot

·

Updated May 30, 2026

If you have ever tried to plan touring cycling in Windham-Blackhead Range Wilderness, you know how overwhelming the options can be. Sifting through countless routes to find the ones genuinely worth your time and effort can feel like a full-time job. That's where we come in: our komoot community has mapped, ridden, and reviewed these routes, so we've done the legwork to bring you a curated shortlist of the best touring bike trails Windham-Blackhead Range Wilderness has to offer.

Touring cycling here means embracing the Catskills' rugged beauty: expect sustained climbs and descents through dense, northern hardwood forests, with dramatic changes in scenery around every bend. This is a region defined by its high terrain and numerous peaks, offering everything from easy loops on local roads to challenging routes with significant elevation gain. Just remember that while the surrounding areas offer fantastic road cycling, direct cycling within the wilderness's designated trails is restricted.

If you're looking for a solid challenge with big payoffs, we'd start with the All Souls Church loop from Barnum Road Unit, a difficult 21.9 miles (35.2 km) route that truly earns its place with significant elevation gain through forested slopes. For something a bit more moderate, the All Souls Church loop from Scribner Hollow Unit, at 12.1 miles (19.5 km), offers beautiful views without quite the same grind. With more than 18 touring cyclists already exploring these routes, you're in good company. Dive in and find your next adventure with komoot!

If you only do 3 of these routes

  1. 1

    All Souls Church loop from Barnum Road Unit
  2. 2

    All Souls Church loop from Scribner Hollow Unit
  3. 3

    Bike loop from Old Road Unit

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

All Souls Church loop from Barnum Road Unit

35.2 km

540 m

Hard

All Souls Church loop from Scribner Hollow Unit

19.5 km

430 m

Moderate

Bike loop from Old Road Unit

5.05 km

90 m

Easy

Rip Van Winkle Lake – All Souls Church loop from Tannersville

39.0 km

600 m

Hard

Dolans Lake loop from Hunter Synagogue

37.1 km

520 m

Hard

Maplecrest Road Unit loop from Hunter

40.1 km

630 m

Hard

All Souls Church – Rip Van Winkle Lake loop from Pecoy Notch Unit

92.4 km

1,250 m

Hard

Kaaterskill Lower Falls – Rip Van Winkle Lake loop from Lot H

79.8 km

930 m

Hard

Batavia Kill Unit loop from Windham

34.6 km

430 m

Moderate

Notch Lake – Dolans Lake loop from Stony Clove Notch Unit

63.5 km

660 m

Hard

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1.

All Souls Church loop from Barnum Road Unit

35.2km

02:20

540m

540m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4.

Rip Van Winkle Lake – All Souls Church loop from Tannersville

39.0km

02:39

600m

600m

This challenging 24.3-mile (39.0 km) touring cycling loop around Tannersville offers a diverse ride, starting with the serene Huckleberry Multi-Use Trail along Rip Van Winkle Lake before tackling the mountainous roads towards All Souls Church. You'll navigate dense woodlands and experience significant elevation changes, gaining 1954 feet (596 metres) over approximately 2 hours and 38 minutes. It's a route designed for cyclists with good to very good fitness, seeking a substantial workout amidst classic Catskill scenery.

To make the most of this difficult ride, plan your visit during the warmer months when the Rip Van Winkle Lake Park facilities are open and road conditions are optimal. Parking is readily available at the park, which serves as a convenient trailhead. Be sure to carry plenty of water and check local weather forecasts, as the mountainous terrain can be exposed.

This route beautifully showcases the varied landscapes of the Catskill Mountains, from the tranquil shores of Rip Van Winkle Lake to the dramatic mountain peaks and valleys encountered on the way to All Souls Church. It's a fantastic way to explore the region's natural beauty, popularized by Washington Irving's tales, and experience the diverse cycling opportunities Tannersville has to offer.

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5.

Dolans Lake loop from Hunter Synagogue

37.1km

02:26

520m

510m

The Dolans Lake loop from Hunter Synagogue offers a challenging touring cycling experience through the scenic Catskill Mountain Forest. You'll pedal past verdant bushland and enjoy panoramic views, potentially encountering the newly built steel bridge near Dolan Lake, which provides picturesque vistas to the south. The route combines well-paved roads with sections that might include the Hunter Rail Trail, offering a mix of terrain that keeps things interesting for the entire 23.0 miles (37.1 km).

Planning your ride, you'll find parking conveniently located near the Hunter Synagogue, making it an easy starting point for this adventure. Given its difficult rating and 1691 feet (516 metres) of elevation gain, this route is best for cyclists with good fitness. Aim for a dry day, especially if you plan to explore any rail trail segments, and allow approximately 2 hours and 26 minutes to complete the loop comfortably. Summer cycling Dolans Lake loop Hunter Synagogue is a great time to visit.

This area is known for its diverse cycling opportunities, from easy rail trail segments to more demanding road routes. The Hunter Rail Trail, which starts near Dolan Lake, is part of a larger vision to create an 11-mile corridor connecting Kaaterskill Falls to Dolan's Lake, showcasing the region's commitment to expanding recreational options. The recent addition of Luke's Bridge, spanning a tributary of the Schoharie Creek, highlights the ongoing improvements to the local cycling infrastructure.

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6.

Maplecrest Road Unit loop from Hunter

40.1km

02:42

630m

630m

The Maplecrest Road Unit loop from Hunter offers a robust touring cycling experience through the Catskills' varied landscape. You'll navigate rolling hills and significant elevation changes, with the potential for scenic views of natural features and lakeside vistas that define the Hunter region. This route is a true test of endurance, providing a rewarding journey for those who appreciate a challenging ride.

Planning your ride means preparing for a difficult 24.9-mile (40.1 km) journey with 2066 feet (630 metres) of climbing, which typically takes about 2 hours and 41 minutes. While specific parking details for this loop are scarce, you'll generally find options in Hunter, NY; it's wise to arrive early, especially during the peak cycling season from late spring to early fall. Be ready for potential unpaved sections that can add to the adventure.

This loop stands out for its demanding topography, characteristic of road cycling difficulty in the Hunter, NY area. It's an excellent choice if you're looking for advanced cycling trails near Hunter Mountain, offering a substantial workout and a chance to explore the region's natural beauty. Remember to pack accordingly for a ride that will push your limits.

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8.

Kaaterskill Lower Falls – Rip Van Winkle Lake loop from Lot H

79.8km

05:05

930m

930m

The Kaaterskill Lower Falls – Rip Van Winkle Lake loop from Lot H is a demanding touring cycling route that stitches together separate bike paths with public roads, offering a unique perspective on the Catskills. You'll experience the gentle grades of the Kaaterskill Rail Trail, leading to the dramatic upper viewpoints of Kaaterskill Falls, New York's tallest two-tiered waterfall. Later, the route takes you past the serene waters of Rip Van Winkle Lake on the easy Tannersville Bike Path, providing a pleasant contrast to the more rugged sections. This route is best for experienced cyclists comfortable with varied terrain and road riding.

This difficult 49.6-mile (79.8 km) touring cycling route involves a substantial 3039 feet (926 metres) of elevation gain and takes approximately 5 hours and 4 minutes to complete. Parking for the Kaaterskill Rail Trail is typically at the Mountain Top Historical Society, while Rip Van Winkle Lake offers parking for its namesake path. Be advised that connecting these sections requires navigating public roads, including busy stretches of Route 23A, which lacks a shoulder and is not ideal for cycling.

This area is steeped in history and natural beauty, having inspired Washington Irving's "Rip Van Winkle" and the Hudson River School painters. While the route aims to include Kaaterskill Lower Falls, direct access to the base of the falls is via steep hiking trails unsuitable for bikes. The region's dramatic Catskill Mountain scenery and recent trail enhancements, like viewing platforms, make it a popular destination for those seeking both adventure and natural inspiration.

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10.

Notch Lake – Dolans Lake loop from Stony Clove Notch Unit

63.5km

03:58

660m

660m

If you're seeking a truly demanding touring cycling adventure, the Catskills region around Stony Clove Notch Unit delivers. This area, which forms the challenging core of the named "Notch Lake – Dolans Lake loop," plunges you into a landscape of dramatic rocky cliffs, steep mountain slopes, and unique boreal forests. You'll experience significant climbs and descents, with the road winding through the narrow, high-elevation pass between Hunter and Plateau mountains, offering striking views that reward your effort.

Planning your ride in this rugged terrain requires careful consideration. The Stony Clove Notch area is notorious for its steep grades, so ensure you're physically prepared and your touring bicycle is well-maintained. While specific parking details for this exact route are not available, trailheads in the Stony Clove Notch Unit typically offer access. Aim for late spring to early autumn for the best weather conditions, as winter can bring road closures and hazardous conditions.

The geological formation of Stony Clove Notch itself is a highlight, carved by meltwater during the last Ice Age, creating a distinctive pass. This area is part of the Devil's Path range, known for its challenging hiking, and offers a unique ecosystem with boreal forest at unusually low elevations. It's a destination for those who appreciate raw, untamed mountain beauty and a serious physical test on two wheels.

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Tips from the Community

Javi Jaavii
February 10, 2024, Rip Van Winkle Lake

This lake and the park where it's located are perfect for enjoying a nice time on the bike, especially if you ride with the family. When it's hot, it's a great place to take a dip.

1

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Javi Jaavii
February 10, 2024, All Souls Church

Very close to the Mountain Top Arboretum, alongside the road, you'll find this beautiful stone church built in the late 19th century. Although originally a small chapel in the Gothic Revival style, it was later enlarged. It is listed on the National Register of Historic Places since 1993.

1

0

Frequently Asked Questions

Are there family-friendly touring cycling routes in the Windham-Blackhead Range Wilderness area?

Yes, for a family-friendly option, consider the Bike loop from Old Road Unit. This easy 3.1-mile (5.0 km) route is often completed in about 30 minutes and leads through local roads. Additionally, the Windham Path, a multi-use path near downtown Windham, offers a crushed-gravel base suitable for family cycling.

What kind of terrain can I expect on touring cycling routes in this region?

The touring cycling routes in the Windham-Blackhead Range Wilderness area primarily feature road cycling through picturesque landscapes. You'll encounter mostly well-paved surfaces, but some more challenging routes may include unpaved segments. The region is characterized by forested slopes, mountain backdrops, and scenic farmland, offering a mix of ascents and descents.

Are there any circular touring cycling routes available?

Yes, many of the touring cycling routes in the area are circular. For example, the All Souls Church loop from Barnum Road Unit is a difficult 21.9-mile (35.2 km) route, and the All Souls Church loop from Scribner Hollow Unit offers a moderate 12.1-mile (19.5 km) option, both designed as loops.

What are some of the more challenging touring cycling routes in the Windham-Blackhead Range Wilderness?

For experienced touring cyclists seeking a challenge, routes like the All Souls Church loop from Barnum Road Unit and the Maplecrest Road Unit loop from Town of Hunter are classified as difficult. These routes feature significant elevation gain and can include unpaved sections, demanding good fitness and bike handling skills.

What are the best times of year for touring cycling in the Windham-Blackhead Range Wilderness?

The region is generally best for touring cycling during the spring, summer, and fall months. Spring offers lush greenery, summer provides warm weather, and fall showcases stunning foliage. During winter, while some multi-use paths like the Windham Path might be accessible, many road routes could be affected by snow and ice, making them less suitable for touring cycling.

What kind of scenic views can I expect along the cycling routes?

The Windham-Blackhead Range Wilderness area offers spectacular views. Cyclists can enjoy vistas of beautiful fields, dramatic mountain backdrops, and picturesque farmland. The region is known for its high terrain and extensive northern hardwood forests, providing a constantly changing scenic backdrop. You might even spot wildlife like bald eagles.

Are there any notable landmarks or attractions near the touring cycling routes?

While direct cycling within the wilderness trails is restricted, the surrounding areas offer access to natural attractions. You can find points of interest such as the Badmans Cave Shelter, the Windham High Peak Overlook, and the Black Dome summit. These highlights offer opportunities to explore the region's natural beauty.

What do other touring cyclists say about the routes in Windham-Blackhead Range Wilderness?

The touring cycling routes in Windham-Blackhead Range Wilderness are highly regarded by the komoot community, with an average score of 4.0 stars from over 1 review. Cyclists often praise the challenging ascents, the diverse landscapes ranging from forested slopes to open farmland, and the overall experience of exploring the Catskills by bike.

Are there options for moderate-difficulty touring cycling routes?

Yes, there are several moderate options for touring cyclists. The All Souls Church loop from Scribner Hollow Unit is a popular moderate 12.1-mile (19.5 km) path offering views of the Catskill landscape. Other moderate routes include the 'Coffee and bike shop loop from East Jewett' and the 'All Souls Church – Gothic Church loop from Village of Tannersville' mentioned in regional research.

Can I bring my dog on these touring cycling routes?

While many of the touring cycling routes are on public roads, it's generally recommended to check local regulations regarding dogs on specific paths or trails. For the designated wilderness trails, cycling with dogs might be restricted. If you plan to cycle with your dog, ensure they are well-behaved, on a leash where required, and that you carry waste bags. The Windham Path might be a more suitable option for cycling with a leashed dog.

Where can I find parking for touring cycling routes in the area?

Parking is typically available near the starting points of many routes, especially in towns like Windham, Tannersville, East Jewett, or near specific units like Barnum Road Unit or Scribner Hollow Unit. It's advisable to check the specific route details on komoot for recommended parking locations or public parking areas in nearby villages.

Are there any long-distance touring cycling routes in the Windham-Blackhead Range Wilderness region?

While the immediate routes listed in the guide are typically day trips, the broader Windham-Blackhead Range region offers options for longer rides. Routes like the 'Kaaterskill Falls Climb – Gothic Church loop from Barnum Road Unit' (66.3km) provide significant distance and elevation. The area's network of roads allows for combining routes to create longer touring experiences, often featuring challenging ascents and descents through the Catskills.

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