4.8
(61)
2,264
riders
121
rides
Road cycling around New Milford, Connecticut, offers diverse terrain within the picturesque Litchfield Hills. The region features rolling hills, dense forests, and scenic routes along the Housatonic River and Candlewood Lake. Cyclists can expect varied elevation profiles, from gentle gradients to more challenging ascents, on well-paved rural roads. This landscape provides a backdrop for a range of road cycling experiences.
Last updated: July 10, 2026
4.8
(13)
457
riders
79.0km
03:24
450m
450m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
33
riders
46.0km
01:59
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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23
riders
101km
04:40
1,080m
1,080m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
29
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
18
riders
34.8km
01:26
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Great route in North Jersey. Unfortunately, you can't get to the lake.
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Piermont is a quaint, small town along the Hudson River. There are several restaurants, cafés, and shops in the town, so it is a good place for a break if you are hiking the Long Path.
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This reservoir is fed by the Hackensack River and supplies water to northern New Jersey. Heads up: Because of how the reservoir dam was constructed, many of the roads around here tend to flood during major storms.
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The area is quiet with lots of green trees and beautiful home gardens, and a few historical homes.
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The Oradell Reservoir is an important source of clean drinking water to around 750,000 people. Built up over the early 1900s and completed in 1923, it’s now protected as a Category 1 water source, meaning it’s some of the purest in the state. It is a critical part of the region’s infrastructure and a reminder of how closely nature and community are connected.
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This path is super beautiful and away from the cars. It is probably the best bike path in the Bronx. It will take you to the Empire State Trail and you can go all the way to Canada.
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Road cycling around New Milford, nestled in the Litchfield Hills, offers a diverse landscape of rolling hills, dense forests, and scenic routes along the Housatonic River and Candlewood Lake. You'll find well-paved rural roads with varied elevation profiles, ranging from gentle gradients to more challenging ascents.
There are over 140 road cycling routes available around New Milford, catering to various skill levels. This includes more than 50 easy routes, over 70 moderate routes, and several challenging options for experienced cyclists.
Yes, New Milford offers numerous easy road cycling routes. For instance, the Downtown Piermont – Old Mountain Road North loop from Dumont is an easy 28.8-mile path featuring rural roads and scenic views with a moderate elevation profile. Another option is the Oradell Reservoir loop from Dumont, which is approximately 28.5 miles long and also considered easy.
For experienced riders seeking a challenge, routes like the Downtown Piermont – 9W Market loop from River Edge offer significant elevation gain over its 49-mile distance. The Putnam Trail loop from River Edge is another moderate to challenging option, covering 49.1 miles with notable climbs.
Road cycling routes in New Milford often pass by beautiful natural features and landmarks. You might encounter scenic views of Candlewood Lake, the Housatonic River, and various parks and preserves. Notable highlights include the Oradell Reservoir, Wild Duck Pond, and viewpoints like Point Lookout and Alpine Lookout, offering stunning vistas of the surrounding landscape.
Yes, some routes may lead you near historical sites. For example, you might find yourself close to The Cloisters or the charming The Little Red Lighthouse, depending on the specific route you choose. These offer interesting stops to explore the region's heritage.
The road cycling routes around New Milford are highly regarded by the komoot community, holding an impressive average rating of 4.7 stars from over 80 reviews. Cyclists frequently praise the region's varied terrain, scenic beauty, and the well-maintained rural roads that make for an enjoyable riding experience.
The Litchfield Hills, including New Milford, are particularly beautiful during the autumn months when the foliage displays vibrant colors, making for a stunning backdrop to your ride. Spring and summer also offer pleasant conditions, with lush greenery and comfortable temperatures, though summer can be warmer. Always check local weather conditions before heading out.
Many of the road cycling routes in New Milford are designed as loops, allowing you to start and end at the same point. Examples include the 9W Market – Downtown Piermont loop from Oradell and the Putnam Trail loop from River Edge, providing convenient circular journeys.
Riding through the Litchfield Hills offers a picturesque experience with diverse scenery. You'll encounter rolling hills, dense forests, and tranquil stretches alongside the Housatonic River and Candlewood Lake. The region's protected open spaces, such as Sunny Valley Preserve, also contribute to the natural beauty you'll witness.
The roads circling Lake Waramaug are renowned for their scenic beauty, especially during autumn, offering partially shaded routes with beautiful lakeside views. Additionally, areas around Lover's Leap State Park provide dramatic overlooks of the Housatonic River gorge, which can be incorporated into longer rides.


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