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Indian Head Wilderness

The best road cycling routes in Indian Head Wilderness

5.0

(1)

525

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69

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Road cycling in Indian Head Wilderness, located within the Catskill Mountains, offers a diverse landscape for cyclists. The region is characterized by rugged topography, including major peaks like Plattekill, Indian Head, and Twin mountains, which provide a dramatic backdrop to the surrounding road networks. While the wilderness area itself is primarily suited for mountain biking due to its unpaved trails, the broader Catskills region features a variety of paved country roads. These routes often include significant elevation changes, winding through forested hollows and offering views of the natural beauty.

Best road cycling routes in Indian Head Wilderness

  • The most popular road cycling route is Downtown Tannersville – Beautiful View loop from Pecoy Notch Unit, a 75.4 miles (121.3 km) trail that takes 5 hours 57 minutes to complete. This difficult route features substantial elevation gain through the Catskill landscape.
  • Another top favourite among local road cyclists is All Souls Church – Gothic Church loop from Stony Clove Notch Unit, a difficult 53.3 miles (85.8 km) path. This route traverses varied terrain, offering panoramic views and challenging climbs.
  • Local road cyclists also love the Coffee and bike shop – View of a wooden church loop from Stony Clove Notch Unit, a 40.5 miles (65.2 km) trail leading through forested areas and past local landmarks, often completed in about 2 hours 56 minutes.
  • Road cycling in Indian Head Wilderness is defined by rolling hills, challenging ascents, and scenic country roads. The network offers options for varying fitness levels, from moderate rides to those requiring very good fitness.
  • The routes in Indian Head Wilderness are highly rated by the komoot community with an average score of 5.0 stars from over 1 review. More than 400 road cyclists have used komoot to explore Indian Head Wilderness's varied terrain.

Last updated: September 30, 2026

115

riders

#1.

Downtown Tannersville – Beautiful View loop from Pecoy Notch Unit

121km

05:53

1,650m

1,650m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Popular around Indian Head Wilderness

Long Path — A walk through wild New York

Hiking in Indian Head Wilderness

Running Trails in Indian Head Wilderness

MTB Trails in Indian Head Wilderness

Cycling in Indian Head Wilderness

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Long Path — A walk through wild New York

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Tips from the Community

Alex Tray
August 11, 2024, Downtown Tannersville

Lots of antiques and good food

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Unsure of the denomination but reminds me of the Old World Scandinavian churches

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Had a feed stop here but also had drinks

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Alex Tray
August 11, 2024, Gothic Church

Has a great view of the valley

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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.

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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.

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Plattekill Creek feeds this man-made reservoir, which is held back by a small dam wall, which you can ride over via Reservoir Road. There are even some quaint cottages right here with great lakeside views should you choose to spend a night or two.

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oliviakellis
January 16, 2024, Woodstock

Woodstock, New York, renowned for the historic 1969 music festival, is a charming town surrounded by picturesque landscapes. Boasting a vibrant arts scene, eclectic shops, and a laid-back atmosphere, it captivates visitors with its cultural richness and natural beauty.

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Frequently Asked Questions

How many road cycling routes are available in the Indian Head Wilderness region?

The Indian Head Wilderness region offers a wide variety of road cycling routes. You can find over 60 routes, with 14 classified as easy, 39 as moderate, and 10 as difficult, catering to various fitness levels.

What kind of terrain can I expect on road cycling routes in the Indian Head Wilderness region?

Road cycling in the Indian Head Wilderness region, part of the broader Catskill Mountains, features mostly paved country roads. These routes are known for rolling hills and challenging ascents, winding through forested hollows and offering significant elevation changes. The rugged peaks of the Indian Head Wilderness often provide a dramatic backdrop.

Are there family-friendly road cycling routes in the Indian Head Wilderness region?

While many routes in the region involve significant elevation, there are 14 easy road cycling routes available. For a generally flatter and very scenic option, consider areas like the Ashokan Rail Trail, which offers a peaceful ride with excellent views, though it's slightly outside the immediate wilderness area.

Can I bring my dog on road cycling routes in the Indian Head Wilderness region?

Road cycling routes are generally on public roads, so dogs are typically permitted if they are well-behaved and on a leash, especially in towns or populated areas. However, specific regulations may apply in certain parks or preserves. Always ensure your dog's safety and comfort, especially on longer rides or in traffic.

When is the best time of year for road cycling in the Indian Head Wilderness region?

The Catskills region, including the area around Indian Head Wilderness, is beautiful for road cycling from spring through fall. Spring offers fresh greenery, while autumn provides stunning fall foliage. Summer is also popular, but be prepared for warmer temperatures and potential humidity. Winter conditions typically make road cycling challenging due to snow and ice.

What natural features or landmarks can I see while road cycling in the Indian Head Wilderness region?

While road cycling, you'll be surrounded by the dramatic peaks of the Indian Head Wilderness, including Plattekill, Indian Head, and Twin mountains. You can also find viewpoints like Twin Mountain Overlook and Orchard Point Viewpoint, which offer panoramic views. Routes often pass through lush forests and offer glimpses of the diverse Catskill landscape.

Are there many loop routes for road cycling in the Indian Head Wilderness region?

Yes, many road cycling routes in the Indian Head Wilderness region are designed as loops, allowing you to start and finish in the same location. Examples include the challenging Downtown Tannersville – Beautiful View loop from Pecoy Notch Unit and the scenic Coffee and bike shop – View of a wooden church loop from Stony Clove Notch Unit.

Is parking or public transport available for accessing road cycling routes in the Indian Head Wilderness region?

Parking is generally available in towns and designated trailheads around the Indian Head Wilderness. Towns like Woodstock, Windham, and Saugerties serve as good starting points with amenities. Public transportation options directly into the wilderness area for cyclists are limited, so driving to a starting point is often the most practical choice.

Are there places to eat or stay near the road cycling routes in the Indian Head Wilderness region?

Yes, the Catskills region has numerous towns surrounding the Indian Head Wilderness that offer amenities. Towns such as Woodstock, Windham, and Saugerties provide a range of cafes, pubs, and accommodation options, perfect for refueling or staying overnight after your ride.

What options are there for experienced road cyclists seeking a challenge?

Experienced road cyclists will find plenty of challenging options in the Indian Head Wilderness region. Many routes feature significant elevation gains and demanding climbs. For example, the Downtown Tannersville – Beautiful View loop from Pecoy Notch Unit covers over 75 miles with substantial climbing, and the All Souls Church – Gothic Church loop from Stony Clove Notch Unit offers varied terrain and panoramic views over 53 miles.

What do other road cyclists enjoy most about the Indian Head Wilderness region?

The Indian Head Wilderness region is highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the dramatic scenery, challenging ascents, and the network of scenic country roads that wind through the Catskill landscape, providing a rewarding experience for all levels.

Are there any routes that pass by notable churches or historical buildings?

Yes, some routes incorporate local landmarks. For instance, the All Souls Church – Gothic Church loop from Stony Clove Notch Unit passes by the Gothic Church, offering a blend of natural beauty and historical interest along your ride.

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