Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Hikes
United States
Connecticut
Northwest Hills Planning Region

New Milford

Easy hikes and walks around New Milford

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.

Best easy hiking trails around New Milford

  • The…

Last updated: May 18, 2026

4.6

(5)

23

hikers

#1.

Roxbury Mines

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)…

Navigate with device

Send to Phone

Save

Easy

3

hikers

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.

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

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.

Easy

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

Easy

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.

Easy
Sign up for free to see 26 more hikes around New Milford.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

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.

Most popular routes around New Milford

Hiking around New Milford

Most popular attractions around New Milford

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Hikes in other regions.

TerryvilleTorringtonNorthwest HarwintonNew Hartford CenterPleasant ValleyNepaug State ForestAmerican Legion State ForestPeoples State ForestBridgewaterWatertownLovers Leap State ParkWinstedBridgewater Recreation AreaRivertonChimney PointAlgonquin State ForestLake Winfield Recreation AreaMattatuck State ForestPaugnut State ForestOakvilleWoodbury CenterMacedonia Brook State ParkLitchfieldCamp Columbia State ParkHumaston Brook State ParkLakevilleGreat Mountain ForestBethlehem VillageGaylordsvilleSunny Brook State ParkNew PrestonCanaanThomastonMount Riga State ParkCornwall BridgeHaystack Mountain State ParkNorfolkStillwater Pond State ParkBurr Pond State ParkBantamMount Tom State ParkWest CornwallFalls VillageAlgonquin State Forest, Kitchel PreserveJohn A. Minetto State ParkLake Waramaug State ParkCampbell Falls State Park ReservePlatt Hill State ParkWyantenock State ForestMount Bushnell State Park Scenic ReserveAbove All State ParkDennis Hill State ParkCornwallHousatonic State Forest, Gold'S Pines BlockSharon

Nearby adventure guides

Things to Do in Lovers Leap State Park

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy