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Hikes
United States
Connecticut
Northwest Hills Planning Region

New Milford

Easy hikes and walks around New Milford

4.8

(21)

263

hikers

29

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.

Best easy hiking trails around New Milford

  • The…

Last updated: June 30, 2026

4.6

(5)

24

hikers

#1.

Roxbury Mines

5.60km

01:38

150m

150m

The Roxbury Mines trail offers a distinctive blend of natural beauty and historical intrigue as you wander through dense woodlands and past striking granite cliffs. You'll discover abandoned quarries and…

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Easy

3

hikers

The New Milford Reservoir Loop offers a delightful and accessible escape into nature, winding through pleasant wooded areas with continuous picturesque water views of the reservoir. You'll encounter charming old…

Easy
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1

hikers

2.79km

00:46

50m

50m

The Lillinonah Loop offers a delightful, easy hike through classic New England woodlands, providing picturesque views of Lake Lillinonah and the Housatonic River. You'll wander through diverse terrain, from soft…

Easy

2.72km

00:42

10m

10m

The Still River Greenway offers a wonderfully accessible and scenic escape, following the gentle curves of the Still River. You'll find yourself on a mostly paved path, occasionally crossing charming…

Easy

2.59km

00:53

190m

10m

The Housatonic Range Trail offers a concentrated dose of Connecticut's natural beauty, guiding you through thick woodlands with a rewarding climb. You'll navigate a path that winds through forests of…

Easy
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Tips from the Community

J.D.
September 28, 2025, Old Mine Preserve

Interesting trails around the site of an old mining operation. Shepaug River views and an active distillery on site!

0

0

Frequently Asked Questions

How many easy hiking trails are available around New Milford?

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.

What kind of landscapes can I expect on easy hikes in New Milford?

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.

Are there any easy loop trails in New Milford?

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.

Are the easy trails in New Milford suitable for families?

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.

Can I bring my dog on easy hikes in New Milford?

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.

What do other hikers say about the easy trails in New Milford?

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.

Are there easy trails with scenic viewpoints in New Milford?

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.

What are some less crowded easy trails in New Milford?

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.

Are there any historical sites or interesting landmarks along easy hiking trails?

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.

What is the best season for easy hikes in New Milford?

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.

Are there easy trails that follow rivers or lakes in New Milford?

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.

Are there any easy trails that are relatively flat?

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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