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.
Last updated: October 2, 2026
5.0
(1)
32
riders
75.3km
03:39
1,010m
1,010m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
32.8km
01:22
260m
260m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

30
riders
40.1km
01:50
380m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
16
riders
42.6km
02:20
500m
500m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
18
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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