5.0
(3)
104
hikers
17
hikes
Easy hiking trails around Dover Plains traverse a diverse landscape characterized by rolling hills, natural rock formations, and extensive wooded areas in eastern Dutchess County, New York. The region features unique geological formations such as the Dover Stone Church, a natural rock fissure with a waterfall, and offers access to sections of the Appalachian Trail. Hikers can explore varied terrain, from gentle paths along streams to routes with moderate elevation gains leading to scenic viewpoints.
Last updated: June 9, 2026
2
hikers
2.62km
00:50
140m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
2
hikers
2.51km
00:56
240m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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1
hikers
3.63km
01:12
220m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1.85km
00:29
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1.36km
00:27
100m
0m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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This is one of three old covered wooden bridges spanning over the Housatonic River. While the one at Cornwall is still intact, the original Old Covered Bridge in Sheffield was destroyed by fire and had to be rebuilt.
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A narrow steel bridge spans the Tenmile River just before it joins the much wider Housatonic River. Right next to it is a campsite with easy access.
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There are over 9 easy hiking trails around Dover Plains, offering a variety of landscapes suitable for short excursions and family-friendly outings. In total, komoot lists 20 routes in the area, catering to different fitness levels.
Yes, the Dover Stone Church Preserve is a highlight. The Dover Stone Church Blue Trail, for example, leads to the unique Dover Stone Church, a natural rock formation with a 30-foot waterfall cascading into a cave. The terrain near the cave can be rocky and slick, so appropriate footwear is recommended.
Many trails in the Dover Plains area, including those in preserves, are generally dog-friendly, but it's always best to check specific regulations for each preserve or trail section. For instance, sections of the Appalachian Trail are typically welcoming to dogs on leash.
While specific easy loop trails are not explicitly detailed in the provided routes, many preserves in the region, such as Nellie Hill Preserve, offer loop options. The Dover Stone Church Preserve also has multiple trails that can be combined for varied experiences, though the main path to the church is often an out-and-back.
Easy hikes in Dover Plains offer a diverse range of terrain. You can find mostly flat paths, gentle ascents through wooded areas, and some sections with rocky or uneven ground, especially near natural features like the Dover Stone Church. Trails often pass through forests, meadows, and along streams.
Absolutely. Many of the easy trails are perfect for families. The red trail at Dover Stone Church Preserve, for instance, is about one mile and mostly flat, making it ideal for a family stroll to the cave and waterfall. The shorter sections of the Appalachian Trail also offer accessible options.
The Dover Stone Church Blue Trail climbs to a lookout point with open views. Additionally, areas like Cobble Mountain and Tenmile Hill, accessible via sections of the Appalachian Trail such as Appalachian Trail: Bull's Bridge to Ten Mile Hill, offer scenic vistas of the surrounding landscape.
While Dover Plains itself has a Metro-North station, direct public transport access to specific trailheads can be limited. It's advisable to check local bus schedules or consider ride-sharing services from the station to reach more remote trail starting points.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the unique natural features like the Dover Stone Church, the peaceful wooded paths, and the accessibility of trails suitable for all skill levels, especially for those seeking a relaxed outdoor experience.
Yes, Dover Plains provides access to several easy sections of the Appalachian Trail. Routes like Schaghticoke Mountain via Appalachian Trail and Caleb's Peak via Appalachian Trail offer manageable distances and elevation gains, making them great choices for an easy experience on this iconic trail.
Spring, summer, and fall are all excellent times for easy hikes in Dover Plains. Spring brings blooming wildflowers, summer offers lush greenery, and fall showcases stunning foliage. Winter hiking is also possible, but trails may be icy or snowy, requiring appropriate gear and caution.


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