
44
runners
13
runs
Jogging routes around New Milford offer diverse landscapes for outdoor activity. The region is characterized by rolling hills, lush forests, and significant waterways like Candlewood Lake and the Housatonic River. These natural features provide varied terrain, from riverside paths to trails winding through woodlands, suitable for different running preferences. The town's commitment to preserving open spaces ensures a continuous availability of natural settings for running.
Last updated: May 14, 2026
6
runners
12.8km
01:22
190m
190m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
runners
13.6km
01:27
200m
200m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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3
runners
9.15km
00:58
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
runners
8.10km
00:51
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
runners
5.04km
00:32
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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There are over 10 dedicated running routes around New Milford listed on komoot, offering a variety of experiences. These routes cater to different preferences, with the majority being of moderate difficulty.
While most routes in our guide are moderate, the Steep Rock Tunnel loop from Washington is a good option for those looking for a consistent workout with varied terrain over 4 miles. For very minimal elevation, the New Milford Reservoir Loop (not in this guide) is noted as suitable for steady jogs.
New Milford's running trails feature diverse terrain, including rolling hills, lush forests, and scenic paths along waterways like the Housatonic River. You'll find a mix of gravel, dirt paths, and some paved sections, providing varied surfaces for your run.
Yes, many of the popular running routes in New Milford are circular. For example, the River Trail loop from Gaylordsville offers a scenic 8.9-mile loop along the Housatonic River, and the Zalesskys Pond – Parkhurst Pond loop from New Milford is an 8-mile loop through forested areas.
New Milford's routes often pass by significant natural features and landmarks. You can enjoy views of Candlewood Lake and the Housatonic River. Specific highlights include the historic Steep Rock Tunnel, the scenic River Trail, and the picturesque Quarry Bridge. Parks like Lover's Leap State Park also offer dramatic vistas of the Housatonic River gorge.
For families, trails with minimal elevation changes are ideal. While not specifically in this guide, the New Milford Reservoir Loop is known for being suitable for family walks and steady jogs due to its flat profile. Harrybrooke Park also offers beautiful gardens and trails suitable for light jogging with family.
Many parks and trails in New Milford are dog-friendly, but it's always best to check specific park regulations before heading out. Generally, dogs are welcome on leash on most public trails. Always ensure you clean up after your pet.
New Milford offers beautiful running conditions throughout the year, with each season providing a unique experience. Spring brings lush greenery, summer is great for early morning or late evening runs, and fall foliage offers stunning backdrops. Winter running is also possible, but trails may be icy or snowy, requiring appropriate gear.
Absolutely! Lover's Leap State Park is renowned for its dramatic vistas of the Housatonic River gorge and rolling hills, especially vibrant during fall foliage. The River Trail itself offers scenic views along the Housatonic River, and Squantz Pond State Park provides stunning views of forested slopes reflected in clear blue waters.
Most state parks and designated trailheads in New Milford, such as Lover's Leap State Park, Harrybrooke Park, and Sega Meadows Park, offer parking facilities. For specific routes like the Spring Lake loop from Sherman or the Spring Lake loop from Town Meadows, parking is typically available near the starting points in the respective towns.
While popular routes can see more activity, exploring some of the lesser-known sections of the New Milford River Trail or trails within Clatter Valley Park, Carlson's Grove Park, and Dike Point Park might offer a more serene running experience, especially during off-peak hours.
The longest running route in this guide is the River Trail loop from Gaylordsville, which spans 8.9 miles (14.4 km). This moderate path follows the Housatonic River, providing a substantial and scenic run.


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