5.0
(8)
70
riders
10
rides
Touring cycling around New Milford, Connecticut, offers diverse landscapes for outdoor enthusiasts. The region is characterized by the Housatonic River, Candlewood Lake, and extensive rolling hills and forests. These features provide a variety of terrains, from scenic riverfront paths to more challenging routes through wooded areas. The area blends natural beauty with country living, making it suitable for varied cycling experiences.
Last updated: May 16, 2026
5.0
(2)
45
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(2)
8
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
20.8km
01:31
360m
360m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
31.2km
02:10
550m
550m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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This is a tiny but highly scenic little park. The roads that circumnavigate Lake Warmaug are partially shaded and go right up to the water's edge, and the views out across the water are especially beautiful in the autumn. There is also camping, hiking, and kayaking here, as well as a couple small beaches for swimming.
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This small lake-side park comes equipped with picnic benches and plenty of trees to provide shade on a summers day. A great spot to take a break.
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Explore the Rock Tunnel, a 235-foot passage from the Shepaug Valley Railroad (1872-1948). It's a blast to go under during your hike, giving you a taste of the area's cool railroad history.
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A short 235 foot tunnel that was built as part of the Shepaug Valley Railroad that ran from 1872 to 1948. Make sure you have your lights on going through the tunnel!
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New Milford offers a selection of 10 touring cycling routes, catering to various preferences. These routes traverse the region's diverse landscapes, including riverfront paths and rolling hills.
The terrain in New Milford is quite varied, ranging from relatively flat riverfront paths along the Housatonic River to more challenging routes through rolling hills and forests. This diversity provides options for different cycling experiences.
Most touring cycling routes in New Milford are rated as moderate, with 7 routes falling into this category. For those seeking a greater challenge, there are also 3 difficult routes available, often featuring more significant elevation changes.
Yes, New Milford is rich in scenic beauty. Many routes offer views of the Housatonic River and Candlewood Lake. You can find routes that pass by natural features like Lake Waramaug State Park and Squantz Pond State Park. The region's rolling hills and forests also provide picturesque backdrops for your ride.
While cycling, you can encounter several natural landmarks. The Housatonic River is a prominent feature, and routes often run alongside it. Lake Waramaug State Park and Squantz Pond State Park offer beautiful lake views and natural settings. Lover's Leap State Park, though not directly on a cycling route in this guide, is a notable natural area nearby with dramatic vistas.
Yes, some routes incorporate interesting man-made features. For instance, the Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Roxbury passes by the Steep Rock Tunnel. You might also encounter the Quarry Bridge on some paths, offering a glimpse into the area's infrastructure.
New Milford is part of the developing New Milford River Trail Greenway, which overlaps with the Western New England Greenway (U.S. Bike Route 7). This larger network aims to connect trails from Vermont to Long Island Sound, offering extensive touring possibilities for longer rides beyond the immediate New Milford area.
Yes, many of the touring cycling routes in New Milford are designed as loops. For example, the Lake Waramaug – Lake Waramaug State Park loop from Mount Bushnell State Park Scenic Reserve is a popular circular option, providing a complete journey back to your starting point.
The touring cycling routes in New Milford are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the varied terrain, the scenic views of the Housatonic River and Candlewood Lake, and the blend of natural beauty with country living that the region offers.
Yes, parking is generally available at various access points for outdoor activities. For example, Harrybrooke Park offers a paved loop suitable for cycling and has parking. Other parks like Young's Field Park and Lynn Deming Park, which provide access to the Housatonic River and Candlewood Lake respectively, also offer parking facilities.
The spring, summer, and fall months are generally ideal for touring cycling in New Milford. The fall foliage season is particularly renowned for its breathtaking views. While winter cycling is possible, conditions can be challenging due to snow and ice.
While specific crowd levels can vary, exploring routes that venture slightly off the main thoroughfares or into less-trafficked state parks and preserves can offer a more tranquil experience. The developing greenway system aims to provide dedicated paths, potentially offering quieter sections.


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