4.7
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Family friendly hiking trails around Kingston are characterized by a diverse landscape at the confluence of Lake Ontario and the St. Lawrence River. The region features lush woodlands, scenic waterfronts, and varied wetland habitats. Further inland, the terrain transitions to the rugged features of the Frontenac Arch and Canadian Shield, offering a range of hiking experiences.
Last updated: April 26, 2026
35.2km
09:04
180m
150m
Prepare for a demanding hike on the Wallkill Valley Rail Trail, a difficult route stretching 21.9 miles (35.2 km). This journey involves an elevation gain of 589 feet (180 metres)β¦
1
hikers
8.89km
02:19
60m
60m
Hike the Hudson Valley Greenway Trail: Kingston Section, a 5.5-mile route with river views, historical sites, and diverse terrain.

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1
hikers
20.3km
05:19
160m
160m
Hike the 12.6-mile Wallkill Valley Rail Trail, a difficult route with 539 feet of gain, featuring the Rosendale Trestle and scenic views.
2
hikers
3.95km
01:01
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Intersection with road. Can see that there is more trail being built.
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In this National Historic Landmark District, there are 7 historic stone-house museums, a reconstructed church from 1717, an old burying ground and a replica Esopus Munsee wigwam. This is a great outdoor museum to explore. Keep an eye out for the blue and yellow signs, which provide information on the different buildings.
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The Wallkill Valley Rail Trail totals roughly 22 miles in one direction. The path follows an old railroad line and is primarily packed-gravel surface the entire time. This is a multiuse trail, so be prepared to see other users on the trail. This particular section travels from the northern terminus just outside of Kingston down to Joppenbergh Mountain Park. The Rosendale Trestle Bridge just to the south of Joppenbergh Mountain is one of the more scenic viewpoints along the entire Wallkill Valley Rail Trail.
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The Rosendale Trestle Bridge is a famous bridge crossing along the Wallkill Valley Rail Trail between Joppenbergh Mountain Park and Hardenbergh Park. This wooden boards making the base of the bridge are a little weathered, so watch your footing as you cross.
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The Rosendale Trestle Bridge is a famous bridge crossing along the Wallkill Valley Rail Trail between Joppenbergh Mountain Park and Hardenbergh Park. This wooden boards making the base of the bridge are a little weathered, so watch your footing as you cross.
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There are over 10 family-friendly hiking trails around Kingston featured in this guide, offering a variety of experiences for all ages and skill levels. These include easy and moderate options, perfect for a family outing.
For an easy and accessible option, consider the Hudson Valley Greenway Trail: Kingston Section. This trail offers gentle terrain and scenic views, making it ideal for families with younger children or those looking for a relaxed walk. The Kingston Point Rail Trail, mentioned in regional research, is also known for its ease.
Yes, many of the rail trails in the Kingston area are excellent for strollers due to their flat, well-maintained surfaces. The Hudson Valley Greenway Trail: Kingston Section and sections of the Wallkill Valley Rail Trail are generally suitable for strollers, offering smooth paths and pleasant scenery.
Many trails in the Kingston area are dog-friendly, but it's always best to check specific regulations for each trail. Generally, rail trails like the Wallkill Valley Rail Trail and Hudson Valley Greenway Trail welcome leashed dogs. The Marshlands Conservation Area in Kingston, Ontario, is specifically noted as dog-friendly, though it's outside the immediate guide focus.
Family hikes around Kingston offer diverse scenic views, often including the majestic Hudson River, lush woodlands, and historic features. Trails like the Hudson Valley Greenway Trail: Kingston Section provide beautiful waterfront vistas. You might also encounter views of old railway bridges and natural landscapes.
While many rail trails are out-and-back, some areas offer loop options. For example, the Jockey Hill and Wintergreen Ridge Trail in Bluestone Wild Forest (mentioned in regional research) is a loop through woodlands. It's always a good idea to check the specific route details on komoot for loop configurations.
Along the trails, you can discover various points of interest. The Wallkill Valley Rail Trail itself is a highlight, offering historical context. You might also encounter scenic viewpoints like the Hudson River Overlook, or natural features such as Onteora Lake and Ferncliff Forest.
Kingston, NY, has local bus services that can help you reach certain trailheads, especially those closer to the city center like the Kingston Point Rail Trail or sections of the Empire State Trail. For specific routes, it's advisable to check the local bus schedules and maps provided by the City of Kingston.
Many popular trailheads, especially for rail trails and conservation areas, offer dedicated parking lots. For instance, the Ashokan Rail Trail has trailheads with parking, such as the Woodstock Dike Trailhead. It's always recommended to check the specific komoot tour page for parking information before you go.
Spring, summer, and fall are all excellent seasons for family hiking in Kingston. Spring brings blooming wildflowers, summer offers lush greenery, and fall showcases stunning foliage. Each season provides a unique experience, though summer can be warm, and fall often has ideal temperatures for walking.
Yes, some trails remain accessible and enjoyable for families in winter, especially those that are well-maintained and relatively flat. Rail trails, like sections of the Wallkill Valley Rail Trail, can be suitable for winter walks, though conditions may vary. Always check trail conditions and dress appropriately for cold weather.
The komoot community highly rates the trails in this guide, with an average score of 4.6 stars. Hikers often praise the accessibility, scenic beauty, and well-maintained paths, making them perfect for family outings. Many appreciate the peaceful atmosphere and the chance to connect with nature close to the city.
Absolutely! Kingston is home to excellent rail trails that are perfect for families. The Wallkill Valley Rail Trail and the Hudson Valley Greenway Trail: Kingston Section are prime examples, offering flat, wide paths ideal for walking, cycling, and strollers, often with scenic views and historical points of interest.


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