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Routes
Cycling routes
United States
Connecticut
Northwest Hills Planning Region

New Milford

The best cycling routes around New Milford

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.

Best touring cycling routes around New Milford

  • The most popular touring cycling route is Lake Waramaug – Lake Waramaug…

Last updated: May 16, 2026

5.0

(2)

45

riders

#1.

Lake Waramaug – Lake Waramaug State Park loop from Mount Bushnell State Park Scenic Reserve

19.9km

01:13

170m

170m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around New Milford

Hiking around New Milford

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Tips from the Community

Zachary
September 3, 2024, Lake Waramaug State Park

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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This section is gravelly

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Donalrey
September 14, 2017, Steep Rock Tunnel

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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Frequently Asked Questions

How many touring cycling routes are available in New Milford?

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.

What kind of terrain can I expect on touring cycling routes in New Milford?

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.

What are the difficulty levels of touring cycling routes in New Milford?

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.

Are there scenic routes with viewpoints or natural features in New Milford?

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.

What natural landmarks can I see while cycling in New Milford?

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.

Are there any historical or interesting man-made landmarks along the routes?

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.

Are there any long-distance touring cycling options in New Milford?

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.

Are there any loop cycling routes in New Milford?

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.

What do other touring cyclists enjoy the most about cycling in New Milford?

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.

Is there parking available near the cycling routes?

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.

What is the best time of year for touring cycling in New Milford?

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.

Are there any less crowded cycling routes in New Milford?

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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