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United States
New York
Ulster County

Zena

The best road cycling routes around Zena

4.9

(16)

423

riders

73

rides

Road cycling routes around Zena, New York, traverse a landscape characterized by extensive forested areas, including the Zena Woods, and the foothills of the Catskill Mountains. The region features a mix of paved roads that wind through woodlands, past wetlands, and along river valleys. Elevations vary, offering both relatively flat sections and routes with significant climbs. The area's natural features provide a diverse backdrop for road cycling.

Best road cycling routes around Zena

  • The most popular road cycling route is…

Last updated: October 2, 2026

5.0

(1)

32

riders

#1.

Catskill Park loop via Indian Head Wilderness

75.3km

03:39

1,010m

1,010m

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

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Hard

4

riders

32.8km

01:22

260m

260m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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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. Some segments of this route may be unpaved and difficult to ride.

Moderate

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

Moderate
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Tips from the Community

Janine & Marcel
July 30, 2025, Ashokan Rail Trail

Beautiful rail trail with parking at both ends.

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You cycle the entire route through the forest. The path is easy to cycle and, with its bridges, offers wonderful natural surroundings. There are parking spaces at both the beginning and the end.

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Beautiful and peaceful. Very little shade so dress accordingly.

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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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Scenic road that runs right next to the Ashokan Reservoir. Great views of the Reservoir and the Catskill Mountains.

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Indian Head Wilderness in New York invites adventurers with rugged terrain and panoramic views of the Catskill Mountains. Trails lead to iconic viewpoints, providing a thrilling and scenic experience.

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From this point on the State Route 28, you'll find a view of the Upper Ashokan Reservoir. Upper Ashokan Reservoir, part of New York City's water supply, is surrounded by scenic landscapes. Its serene waters and surrounding mountains create a peaceful setting for outdoor activities and relaxation.

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The Ashokan Rail Trail is a great multi-use trail, that has a compact surface. This trail runs beside the Ashokan Reservoir. It is open during daylight hours. There are parking areas and restrooms at the trailheads.

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Frequently Asked Questions

How many road cycling routes are available around Zena?

There are over 60 road cycling routes around Zena, offering a wide range of options for different skill levels and preferences. These routes traverse diverse landscapes, from dense woodlands to scenic river valleys.

What kind of terrain can I expect on road cycling routes near Zena?

Road cycling routes near Zena, New York, feature a varied terrain. You'll find paved roads winding through extensive forested areas, including the Zena Woods, and the foothills of the Catskill Mountains. Routes offer a mix of relatively flat sections, particularly along rail trails, and significant climbs with substantial elevation gain in more challenging areas.

What is the best time of year for road cycling in Zena?

The best time for road cycling in Zena is typically from spring through fall. Spring offers fresh greenery, while autumn provides spectacular fall foliage. Summer is also excellent, though some routes may be more exposed to sun. Winter cycling can be challenging due to snow and ice, especially on less-traveled roads and higher elevations.

Are there road cycling routes suitable for beginners in Zena?

Yes, Zena offers several easy road cycling routes perfect for beginners. For instance, the Ashokan Rail Trail is an excellent choice, providing a smooth, mostly flat surface along a converted railway line with scenic views of the Ashokan Reservoir.

Are there challenging road cycling routes for experienced cyclists in Zena?

Absolutely. Experienced cyclists looking for a challenge will find routes with significant elevation gain. The Catskill Park loop via Indian Head Wilderness is a difficult 46.8-mile route that offers substantial climbing through a wilderness area, testing endurance and skill.

What do other cyclists say about road cycling in Zena?

The road cycling routes in Zena are highly rated by the komoot community, with an average score of 4.9 stars from over 12 reviews. Cyclists often praise the region's diverse landscapes, from quiet woodlands to scenic reservoir views, and the variety of routes available for all skill levels.

Are there any circular road cycling routes around Zena?

Yes, Zena features several excellent circular road cycling routes. A popular option is the Kenneth L. Wilson Campground – Kenneth L. Wilson Campground loop from Town of Woodstock, which is a moderate 22.6-mile trail leading through forested terrain. Another is the Woodstock loop from Town of Woodstock, a 28.3-mile moderate route.

Where can I find parking for road cycling routes in Zena?

Parking is generally available at trailheads and designated areas for popular routes. For example, the Ashokan Rail Trail — Woodstock Dike Trailhead offers convenient parking for accessing that route. For other routes, parking can often be found in nearby towns like Woodstock or at public access points along the route.

What natural features or landmarks can I see along road cycling routes in Zena?

Road cycling routes around Zena offer access to several natural features and landmarks. You can enjoy views of the Ashokan Reservoir and Catskill Mountains, or visit Onteora Lake. The Overlook Mountain Fire Tower also provides panoramic views, though reaching it may involve off-bike exploration.

Are there family-friendly road cycling routes in Zena?

Yes, Zena offers family-friendly road cycling options, especially on paved rail trails. The Ashokan Rail Trail is particularly suitable for families due to its easy grade, smooth surface, and scenic views, making it enjoyable for cyclists of all ages.

Are there any cafes or places to eat along the road cycling routes?

While specific cafes directly on all routes may vary, many routes pass near or through towns like Woodstock, which offer a variety of cafes, pubs, and restaurants. It's advisable to check the route details or plan stops in advance for refreshment opportunities.

Can I access road cycling routes in Zena using public transport?

Accessing road cycling routes in Zena directly via public transport can be limited, as the area is more rural. However, some regional bus services might connect to nearby towns like Woodstock or New Paltz, from where you could cycle to various trailheads. Planning your journey in advance is recommended.

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