4.5
(3)
85
hikers
31
hikes
Easy hiking trails around Cannondale, CT, traverse diverse natural landscapes, including dense woodlands, wetlands, and rugged hills. The region features picturesque watercourses and rocky outcroppings, providing varied environments for outdoor activity. Notable areas like Devil's Den Nature Preserve and Trout Brook Valley State Park Preserve offer extensive trail systems. The terrain includes serene valleys, streams, and mixed forests, with elevations ranging from gentle slopes to moderate ascents.
Last updated: May 18, 2026
5
hikers
5.55km
01:32
80m
110m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5
hikers
5.45km
01:30
90m
90m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4
hikers
4.54km
01:16
90m
90m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3
hikers
3.56km
00:56
40m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
2
hikers
3.44km
00:55
40m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Godfrey Pond is a small body of water within Devil's Den Nature Preserve. A few different trails pass by the pond, but it is so heavily surrounded by trees that the views of the pond are spotty.
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Wilton Town Forest is Wilton's largest and best open space park and sits just north of Popes Pond. In its northeast corner is a lovely waterfall known as Sheep Falls. It has numerous walking and biking trails and is quite a rugged but popular recreation area.
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This is a beautiful National Historic Site that contains the immaculately preserved Weir house, barn and art studios. A stunning setting among more than 60 acres of woods, fields, and waterways. Take some time to visit the home and studio of America's most beloved Impressionist, J. Alden Weir.
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The Trout Brook Valley State Park Reserve is one of the most cherished outdoor spaces in the Easton area. The park features over 20 miles of wooded and wetland trails that are great for trail running. Some trails are more trafficked than others, but with so many different trails, you usually see more nature than you do other trail users.
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Godfrey Pond is a small body of water within Devil's Den Nature Preserve. A few different trails pass by the pond, but it is so heavily surrounded by trees that the views of the pond are spotty.
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The path is quite rocky and sometimes a little muddy. But it is a wonderful hike through forest and along streams.
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Cannondale offers a good selection of easy hiking trails, with 20 routes specifically categorized as easy. These trails traverse diverse landscapes, including dense woodlands, wetlands, and rugged hills.
Easy hikes around Cannondale feature a mix of mature hardwood forests, wetlands, and gentle hills. You'll find serene valleys, streams, and mixed forests, often with picturesque watercourses and rocky outcroppings. Elevations are generally gentle, making for comfortable walks.
Many of the easy trails in Cannondale are suitable for families. For instance, the Weir Pond Trail is a great option, offering a pleasant 3.4 km walk through natural surroundings.
Many trails in the Cannondale area are dog-friendly, though leash rules often apply, especially within preserves like Devil's Den Nature Preserve and Trout Brook Valley State Park Preserve. Always check local regulations before heading out. The Norwalk River Valley Trail is a popular choice for walks with pets.
Yes, several easy circular routes are available. The Blue to Green/Blue Loop is a good example, offering a 4.5 km loop through woodlands and wetlands, typically completed in about 1 hour 16 minutes.
You can explore various natural features and landmarks. For example, the Godfrey and Sap Brook Trail Loop offers views of Godfrey Pond within Devil's Den Nature Preserve. Other trails provide views of the Saugatuck Reservoir and pass through areas with unique geological formations.
Parking is generally available at trailheads for preserves like Devil's Den Nature Preserve and Trout Brook Valley State Park Preserve. Specific parking details can often be found on individual route pages or preserve websites. Many easy routes, such as the Wilton Town Forest Blue Trail, have designated parking nearby.
Spring and autumn are particularly pleasant for easy hiking in Cannondale, offering mild temperatures and beautiful foliage. Summer can be warm, but the dense woodlands provide good shade. Winter hiking is also possible, but trails may be icy or snowy, requiring appropriate footwear.
The easy trails in Cannondale are highly rated by the komoot community, with an average score of 4.5 stars. Hikers often praise the quiet woodlands, well-maintained paths, and the diverse natural scenery, including views of ponds and reservoirs.
Yes, some easy trails within Trout Brook Valley State Park Preserve offer views of the Saugatuck Reservoir. While many routes in this area can be more challenging, there are sections and shorter loops that provide scenic glimpses of the reservoir, such as the Saugatuck Trail — East Side (Reservoir View).
The preserves around Cannondale are rich in wildlife. On easy hikes, you might spot various bird species like red-eyed vireos, warblers, wood thrushes, and scarlet tanagers. White-tailed deer are also common. Keep an eye out, especially in quieter areas like Devil's Den Nature Preserve.


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