The best walks and hikes around Walden
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Hiking around Walden, located in Orange County, New York, offers diverse landscapes including forests, lakes, and gentle hills. The region features converted rail trails providing accessible paths, alongside natural walking trails within local parks. Hikers can explore areas with wetlands, fields, and woodlands, often centered around features like Diamond Lake. These trails provide opportunities to experience the varied terrain of the Hudson Valley.
Best hiking trails around Walden
- The most popular hiking route is Walden-Wallkill Rail Trail — Wooster Memorial…
Last updated: May 10, 2026
2
hikers
6.18km
01:35
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1
hikers
4.63km
01:13
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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15.7km
04:01
60m
60m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
11.2km
02:56
80m
90m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4
hikers
3.07km
00:48
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Tips from the Community
Ridge Road is one of a few roads within Stewart State Forest. The roads are a mix of pavement, dirt, and gravel and are really popular for hiking, running, and biking. The singletrack trails definitely give you more of a feeling of being in nature, but you can walk at a better clip on the roads.
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Stewart State Forest, nestled in Orange County, New York, this expansive forest seamlessly blends wetlands, fields, and forest. With 22 miles of gravel roads and 18 miles of hiking trails, it's a haven for outdoor enthusiasts. Engage in hiking, biking, horseback riding, hunting, cross country skiing, snowmobiling, bird watching, and fishing. Encounter a diverse wildlife population, from white-tailed deer and coyotes to bobcats, wild turkeys, great blue herons, and majestic hawks.
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Diamond Lake is a small reservoir just a few acres in size that serves as the centerpiece of Winding Hills County Park. There are boat rentals available, campsites within a park campground, and a few miles of hiking trails to explore within the park. The main path hugs the lake on the northern banks while it's mostly a road walk if you want to walk along the southern shore.
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This extension of the Walden-Wallkill Rail Trail is a much tighter trail and is unpaved. It isn't super rugged, but there are some roots and rocks along the trail that make it more technical than its longer and paved counterpart to the south.
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This longer section of the Walden-Wallkill Rail Trail is completely paved and is pretty flat. Since it follows an old train line, it technically climbs slightly uphill in one direction and is completely downhill when traveling in the other direction.
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This extension of the Walden-Wallkill Rail Trail is a much tighter trail and is unpaved. It isn't super rugged, but there are some roots and rocks along the trail that make it more technical than its longer and paved counterpart to the south.
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This longer section of the Walden-Wallkill Rail Trail is completely paved and is pretty flat. Since it follows an old train line, it technically climbs slightly uphill in one direction and is completely downhill when traveling in the other direction.
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The grassy meadow trails at Shawangunk Grasslands National Wildlife Refuge are managed by the United States Fish and Wildlife Service and are a super popular spot for quiet hiking and trail running. There are open views almost the entire time, and there's always a good chance of seeing wildlife out on the paths (namely migratory bird species).
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Frequently Asked Questions
What types of hiking trails can I expect in Walden, NY?
Walden, NY, offers a diverse range of hiking experiences. You'll find converted rail trails that provide relatively flat and accessible paths, serene loops around lakes, and trails winding through forests and grasslands. The area features wetlands, fields, and woodlands, particularly within areas like Winding Hills County Park and Stewart State Forest.
Are there easy hiking trails suitable for families in Walden, NY?
Yes, Walden offers several easy trails perfect for families. The Diamond Lake loop — Winding Hills County Park is an easy 2.9-mile path that circles Diamond Lake, offering scenic views. Another great option is the Grasslands Trail loop — Shawangunk Grasslands National Wildlife Refuge, a 3.8-mile trail through open fields.
Are there any circular hiking routes in Walden, NY?
Yes, several trails in Walden are designed as loops. The Diamond Lake loop — Winding Hills County Park is a popular easy circular route. For a slightly longer option, the Grasslands Trail loop — Shawangunk Grasslands National Wildlife Refuge also offers a circular path through open landscapes.
What are some longer or more moderate hiking options in Walden, NY?
For those seeking a longer or more moderate hike, the Walden-Wallkill Rail Trail — Wooster Memorial Grove Park is a 9.7-mile route following a converted rail trail. Another moderate option is the Pine Root Trail & Ridge Road loop — Stewart State Forest, which covers about 7 miles through varied terrain.
What natural attractions or landmarks can I see while hiking in Walden, NY?
Walden's trails often lead through or near notable natural features. You can explore the open landscapes of the Shawangunk Grasslands National Wildlife Refuge, or enjoy the serene waters of Diamond Lake within Winding Hills County Park. The Stewart State Forest also offers extensive woodlands and wetlands to discover.
Is there parking available at trailheads in Walden, NY?
Yes, parking is generally available at the main access points for trails and parks in the Walden area. For instance, Winding Hills County Park and Stewart State Forest have designated parking areas for hikers. The Walden-Wallkill Rail Trail also has various access points with parking along its length.
What is the best time of year to go hiking in Walden, NY?
The best time for hiking in Walden, NY, is typically from spring through fall. Spring brings lush greenery and blooming wildflowers, while summer offers warm weather for longer excursions. Autumn is particularly scenic with vibrant fall foliage. Winter hiking is possible, but trails may be icy or snowy, requiring appropriate gear.
Are dogs allowed on hiking trails in Walden, NY?
Many trails in the Walden area are dog-friendly, especially those in local parks and rail trails like the Walden-Wallkill Rail Trail. However, it's always best to check specific park regulations or trail signage, and always keep your dog on a leash and clean up after them.
What kind of wildlife might I encounter on the trails?
The diverse habitats around Walden, including forests, wetlands, and grasslands, support a variety of wildlife. Hikers might spot white-tailed deer, various bird species, and smaller mammals. Areas like the Shawangunk Grasslands National Wildlife Refuge are particularly good for birdwatching.
What do other hikers say about the trails in Walden, NY?
The hiking routes in Walden are highly regarded by the komoot community, with an average score of 5.0 stars. Hikers often praise the accessibility of the rail trails, the peaceful atmosphere of the lake loops, and the natural beauty of the forest paths, making it a great destination for various skill levels.
Are there any challenging hikes near Walden, NY?
While Walden itself offers mostly easy to moderate trails, more challenging hiking options are available in nearby areas of the Hudson Highlands State Park. These include routes with significant elevation changes and rugged terrain, such as those leading to viewpoints of Pollepel Island and Bannerman's Castle, or the demanding Millbrook Mountain + Gertrude's Nose trail.
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