5.0
(2)
42
riders
14
rides
Touring cycling around Woodbury Center offers diverse landscapes and varied terrain, primarily characterized by scenic beauty and significant elevation changes. The region features woodlands, natural reserves, and brooks, providing a mix of challenging and moderate routes. Cyclists can expect mostly paved surfaces with some areas offering natural scenery.
Last updated: May 31, 2026
5.0
(1)
15
riders
39.5km
02:39
620m
620m
Hard bike ride. Very 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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3
riders
17.1km
01:05
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
27.2km
01:48
380m
380m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.0
(1)
2
riders
33.3km
02:23
430m
420m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Southbury to Oxford still closed as of 9/1/25 due to flooding washout. Road detours possible.
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This section of the Middlebury Greenway near Chase Road is an especially scenic bit of riding on this popular, paved multi-use path. You ride on the raised trail above a pretty stream, then pass through an interesting rock notch east of Chase Road. This is a great bit of riding that is also away from cars.
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This historic home offers guided tours for a fee. The gardens are nice, especially in the spring with the flowers in bloom. The property also joins the 81-acre Bellamy Preserve.
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Stretching about 10 miles, the Larkin State Park Trail in Connecticut meanders through wooded terrain, open expanses, and scenic meadows. Renowned for its diverse plant and animal life, it attracts nature lovers seeking to immerse themselves in the area's vibrant natural beauty.
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This woodland just off Tuttle Road is a natural reserve of trees and land. There is no public access into the reserve, but you get a good feel for the natural beauty of the area when riding down the road.
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This pond was created in the early 19th century to provide water for the fulling mill on Woodcreek Road, even before Long Meadow Pond was constructed.
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Marzahl Refuge, also known as Frederick W. Marzahl Memorial Refuge, is a very small patch of woods with two short trails that backs up to Camel Hill Brook. Step off the bike and take a walk if you would like a closer look.
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This woodland just off Tuttle Road is a natural reserve of trees and land. There is no public access into the reserve, but you get a good feel for the natural beauty of the area when riding down the road.
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The touring cycling routes around Woodbury Center offer a mix of challenges. There are 7 moderate routes and 8 difficult routes, catering to cyclists with good fitness levels. You'll find significant elevation gains on many paths, making for a rewarding workout amidst scenic beauty.
Yes, many of the touring cycling routes around Woodbury Center are designed as loops. For example, the Quassy – Caleb Hill loop from Middlebury is a popular circular route, covering 23.7 miles with substantial elevation. Another option is the Scenic route - Walker Brook Road – Steep Rock Tunnel loop from Roxbury, a 19.3-mile loop offering varied terrain and scenic views.
The terrain around Woodbury Center is diverse, featuring scenic beauty with varied landscapes. You'll encounter woodlands, natural reserves, and brooks. Most surfaces are paved, but the routes often include significant elevation changes, providing both a workout and picturesque views.
While cycling, you can enjoy the natural beauty of areas like the Cox Nature Reserve, which many routes pass near. For specific points of interest, consider visiting Southford Falls, a beautiful waterfall, or exploring the Larkin State Park Trail. The region also features pleasant spots to rest by small brooks and woodlands.
While many routes feature significant elevation and are rated moderate to difficult, some sections or shorter loops might be suitable for families with older children or those comfortable with climbs. The Quassy – Cox Nature Reserve loop from Middlebury, at 11.8 miles, is a moderate option that could be considered, though it still includes climbs. Always check the route details for elevation and distance to ensure it matches your family's ability.
Touring cyclists frequently praise the region's varied terrain and the natural beauty of its woodlands and reserves. The routes offer a good challenge with their elevation gains, making for a satisfying ride. The komoot community has actively explored these paths, indicating a high level of engagement with the area's cycling opportunities.
Yes, you can find routes that incorporate state parks. For instance, the George C. Waldo State Park – Durkee Hill loop from Southbury is a moderate 17.2-mile ride that combines natural scenery with a good workout, taking you around the state park area.
The touring cycling routes around Woodbury Center vary in length, generally ranging from about 12 miles (19 km) to 24.5 miles (39 km). Durations typically range from 1 hour 15 minutes to over 2 hours 30 minutes, depending on the route's distance and elevation gain, as well as your cycling pace.
Beyond natural features, you might encounter interesting man-made structures. The Quarry Bridge is one such landmark. Additionally, areas like Bellamy Preserve, while primarily natural, adjoin historic homes with gardens, offering a glimpse into the region's heritage.
The region's scenic beauty, with its woodlands and brooks, is particularly enjoyable during spring, summer, and fall. These seasons offer pleasant weather for cycling, allowing you to fully appreciate the varied terrain and natural reserves. Always check local weather conditions before heading out.
Yes, while many routes are challenging, there are moderate options available. The Quassy – Cox Nature Reserve loop from Middlebury is a moderate 11.8-mile route that offers a less intense experience compared to the longer, more difficult loops, while still providing scenic views.


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