Ulster County, New York, is a paradise for outdoor enthusiasts, offering an impressive selection of scenic rail trails perfect for walking, cycling, and other recreational activities. These trails are all amazingly accessible, so people of all ages and abilities can enjoy the great outdoors. With rich history and a variety of interesting landscapes, these trails allow us humans a chance to immerse ourselves in nature while exploring some of the region's most picturesque areas. Here are some of the standout rail trails you should definitely check out.
Wallkill Valley Rail Trail
Stretching 23.7 miles, the Wallkill Valley Rail Trail follows the former Wallkill Valley Railroad corridor, connecting the charming towns of Gardiner, New Paltz, Rosendale, and Kingston. This trail offers diverse landscapes, from wooded areas to open fields, with stunning views of the Shawangunk Ridge and Rondout Creek. Along the way, hikers and bikers will encounter historic sites like the Rosendale Trestle, one of the tallest railroad trestles in the country and one that provides stunning views.
Whether you're walking, biking, horseback riding, or cross-country skiing, the trail is open year-round, providing access to a variety of outdoor adventures in any weather. Plus, the region’s agricultural heritage and thriving arts scene provide plenty of cultural exploration opportunities nearby.
Fun Fact: The trail passes through the "Gunks," known for its world-renowned rock climbing opportunities!
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O&W Rail Trail
The O&W Rail Trail spans approximately 27 miles, tracing the historic New York Ontario and Western Railway routes from Kingston to Ellenville. Ideal for walking, biking, and cross-country skiing in the winter, this trail offers beautiful views of the Catskill and Shawangunk Mountains. A highlight of this trail is its journey through the Mohonk Preserve, offering spectacular scenery that changes with the seasons.
The trail is open year-round, with parking available at several points, making it easy to explore at your own pace. As you move through this scenic route, be sure to notice remnants of the old railway, from bridges to depot buildings, adding an extra layer of history to your adventure. Click here for more info!
Fun Fact: The O&W was once a major transportation route for coal, agricultural products, and passengers from 1869 to 1957.
Hudson Valley Rail Trail West: Phase 4
Phase 4 of the Hudson Valley Rail Trail West covers approximately 7 miles, connecting the famous Walkway Over the Hudson to the Wallkill Valley Rail Trail in New Paltz. This section of the trail is a shared-use path that is perfect for walking and cycling, with views of the Hudson River and the surrounding scenic landscapes. The trail's modern, paved surface makes it a convenient option for families and casual bikers. It’s especially popular during the warmer months, but the beauty of the surrounding area shines year-round, making it a great destination in all seasons. Click here for more info.
photo courtesy of iloveny.com
Fun Fact: The Walkway Over the Hudson, a 1.28-mile pedestrian bridge, offers one of the best panoramic views of the river, making this trail a must-visit for anyone in the region!
Kingston Point Rail Trail
Connecting the Rondout waterfront to Midtown Kingston, the Kingston Point Rail Trail offers stunning views of the Kingston Point Lighthouse, the Hudson River, and the Rondout Creek Harbor. This shorter trail is perfect for a leisurely walk or bike ride, and it's also accessible to people of all abilities, making it a great family-friendly destination. The trail is open year-round, allowing visitors to enjoy Kingston’s historic waterfront district no matter the season. This trail is part of the Kingston Greenline, which connects to the heart of the city. Click here for more info.
Fun Fact: Kingston’s waterfront is one of the oldest port cities on the Hudson River and was once a key shipping point for goods like coal, bricks, and lumber.
Empire State Trail: Kingston to New Paltz
The Empire State Trail’s Kingston to New Paltz section is a 13-mile off-road route that follows the Wallkill Valley Rail Trail, connecting the bustling city of Kingston with the picturesque village of New Paltz. Perfect for walkers, cyclists, and those looking to enjoy the natural beauty of the region, the trail offers scenic views of the Wallkill River and the nearby farms and fields. Horses are allowed in this section, too!
Along the way, you can experience the serenity of the rural Hudson Valley while being just a short distance from local amenities, making it a perfect combination of convenience and natural beauty. For more info click here.
Fun Fact: The Empire State Trail is part of a larger statewide network that spans 750 miles from Buffalo to the tip of Long Island, making it one of the most extensive trail systems in the U.S.
Ashokan Rail Trail
The Ashokan Rail Trail, nestled in New York's scenic Catskill Mountains, offers one of the most picturesque escapes for nature lovers and outdoor enthusiasts. Stretching 11.5 miles along the northern edge of the Ashokan Reservoir, the trail provides breathtaking views of shimmering waters framed by majestic mountain peaks.
Open to everyone, it features a well-maintained, accessible path that welcomes visitors of all ages and abilities. There are three access points: One near Woodstock, one in Shokan and one at the end in Boiceville. Whether you're out for a leisurely stroll, an invigorating bike ride, or simply to soak in the tranquil beauty, the Ashokan Rail Trail delivers a refreshing experience that connects you to nature's serene landscape.
Fun Fact: The Ashokan Rail Trail follows the route of the former Ulster & Delaware Railroad, which once transported passengers and goods to the Catskill Mountains' bustling resorts in the early 1900s. Today, remnants of this historic railway can still be spotted along the trail, giving visitors a glimpse into the past as they enjoy the scenic journey. For more info click here.
Whether you're a local or a visitor, these Ulster County rail trails offer a variety of experiences, from exploring urban waterfronts to immersing yourself in rural landscapes. With something for everyone, from history buffs to outdoor adventurers, these accessible trails are a wonderful way to connect with nature, learn about the area's rich history, and enjoy the stunning scenery that makes Ulster County a destination worth exploring. If you love life outdoors, consider making a move to Ulster County!
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Posted by Lisa Halter on
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