4.8
(21)
262
hikers
30
hikes
Easy hiking trails around New Milford, Connecticut, traverse a landscape characterized by rolling hills, expansive forests, and significant waterways like the Housatonic River and Candlewood Lake. The region features diverse terrain, including woodlands, rocky outcrops, and scenic river gorges, providing varied natural experiences. These physical features contribute to a network of trails suitable for different activity levels. The area's natural beauty is particularly evident in its clear waters and lush, forested slopes.
Last updated: May 18, 2026
4.6
(5)
23
hikers
5.60km
01:38
150m
150m
Embark on an easy hike through the Roxbury Mines, a 3.5-mile (5.6 km) route that takes approximately 1 hour and 38 minutes to complete. You'll gain 503 feet (153 metres)…
3
hikers
1.93km
00:31
20m
20m
Enjoy an easy 1.2-mile hike around the New Milford Reservoir, offering scenic water views and charming old stone walls in just 30 minutes.

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1
hikers
2.79km
00:46
50m
50m
Hike the easy 1.7-mile Lillinonah Loop in Sunny Valley Preserve, offering scenic views of Lake Lillinonah and diverse forest terrain.
2.72km
00:42
10m
10m
Enjoy an easy 1.7-mile hike along the Still River Greenway, featuring riverside views, wooded areas, and Connecticut's longest pedestrian br
2.59km
00:53
190m
10m
Hike the easy 1.6-mile Housatonic Range Trail for western views of the Housatonic River valley and Candlewood Mountain.
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Interesting trails around the site of an old mining operation. Shepaug River views and an active distillery on site!
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New Milford offers a good selection of easy hiking trails, with 16 routes specifically categorized as easy. In total, there are 25 hiking routes in the area, catering to various skill levels.
Easy hikes in New Milford traverse diverse and picturesque landscapes. You'll find trails winding through rolling hills and expansive forests, often alongside significant waterways like the Housatonic River and Candlewood Lake. Many routes offer scenic views of river gorges, clear waters, and lush, forested slopes, which are particularly stunning during the fall foliage season.
Yes, there are easy loop trails available. For instance, the New Milford Reservoir Loop offers a gentle 1.2-mile walk circling a local reservoir, perfect for a relaxed outing.
Many of the easy trails in New Milford are well-suited for families, offering gentle gradients and manageable distances. Parks like Harrybrooke Park provide beautiful gardens and trails ideal for casual walks, while the New Milford Reservoir Loop is another excellent option for a family-friendly stroll.
Generally, dogs are permitted on leash on most trails in New Milford's state parks and preserves. It's always a good idea to check specific park regulations before heading out, but many easy routes are dog-friendly, allowing your canine companion to enjoy the outdoors with you.
The easy trails in New Milford are highly regarded by the komoot community, boasting an average rating of 4.8 stars from over 19 reviews. Hikers frequently praise the scenic beauty, well-maintained paths, and the variety of natural features encountered, from historical mining remnants to tranquil woodlands.
Absolutely. Lover's Leap State Park, for example, offers dramatic overlooks with breathtaking panoramic views of the Housatonic River valley. The River Trail is also noted for its beauty, especially during autumn, providing picturesque vistas along the water.
For a potentially less crowded experience, consider exploring trails within smaller local preserves or those slightly off the main routes. While popular spots like Lover's Leap can attract visitors, areas like the Lillinonah Loop, which leads through woodlands near the Housatonic River, might offer a more tranquil setting.
Yes, several easy trails offer a glimpse into the region's history. The Roxbury Mines trail, for instance, leads through historical mining remnants. Lover's Leap State Park also features historical ruins, including an old iron bridge and potentially furnace or fireplace remnants, adding an interesting dimension to your hike.
New Milford offers beautiful hiking experiences year-round, but spring and autumn are particularly popular. Spring brings lush greenery and blooming wildflowers, while autumn transforms the landscape with spectacular fall foliage. Even in winter, some trails can be enjoyed, especially after a fresh snowfall, offering a serene experience.
Many easy trails in New Milford are situated near or along its prominent waterways. The Lillinonah Loop leads through woodlands near the Housatonic River, and Squantz Pond State Park offers trails with picturesque views of forested slopes reflected in the pond. Lynn Deming Park also provides easy walking trails along Candlewood Lake.
Yes, for those seeking minimal elevation changes, trails like the Still River Greenway offer a very gentle experience. The New Milford Reservoir Loop is another excellent choice for a flat, easy walk.


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