Rudd Pond – Wassiac Rail Station loop from Wassaic

If you're looking for a substantial day out on two wheels with varied scenery, the Rudd Pond – Wassiac Rail Station loop from Wassaic is a moderate road cycling route that delivers. Covering 55.3 miles (89.1 km) with 2258 feet (688 metres) of climbing, it's a solid 4 hours and 18 minutes in the saddle, perfect for experienced road cyclists seeking a rewarding journey through the Harlem Valley.

What to expect on Rudd Pond – Wassiac Rail Station loop from Wassaic

This route offers a delightful mix of smooth, paved rail trail and more challenging country roads. You'll start on the Harlem Valley Rail Trail, enjoying its largely flat, easygoing surface as you pass through charming landscapes of wooded areas, wetlands, and open farmland, often with views of horses and apple orchards. As you transition to the country roads around Rudd Pond within Taconic State Park, expect more varied terrain and hills that will test your fitness. The scenery here opens up to include the tranquil 64-acre Rudd Pond and distant views of the Taconic, Berkshire, and Catskill Mountain Ranges, making the effort well worth it for those who appreciate picturesque rural cycling.

Planning your visit

The route is easily accessible from the Metro-North train station in Wassaic, making it a popular choice for day trips from the New York Metro area. While the rail trail is generally smooth, be aware that some older sections, particularly south of Taconic State Park, might have bumps. Along the way, towns like Amenia and Millerton offer convenient stops for refreshments, restaurants, and shops. This loop is best enjoyed when the weather is pleasant, allowing you to fully appreciate the scenic beauty of the Harlem Valley and Taconic State Park.

• Distance: 55.3 miles (89.1 km)
• Elevation gain: 2258 feet (688 metres)
• Difficulty: moderate
• Estimated time: 4 hours and 18 minutes