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United States
Vermont
Bennington County

Glastenbury Wilderness

The best traffic-free bike rides in Glastenbury Wilderness

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Road cycling in Glastenbury Wilderness offers routes through the scenic landscapes bordering this protected area. The region is characterized by hilly terrain, dense forests of fir and spruce, and views of mountain summits, including Glastenbury Mountain. While direct cycling within the wilderness is not permitted, surrounding roads like Route 9 and U.S. Route 7 provide significant elevation changes and tranquil rides through the Vermont countryside. These routes allow cyclists to experience the wild character of the Green Mountains.

Best no…

Last updated: October 4, 2026

5.0

(1)

5

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#1.

Roadbike loop from Bennington

24.8km

01:10

290m

290m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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1

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

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Tips from the Community

Andrew
May 11, 2026, Battenkill Starting Line

The Fondo is great and the cycling is even better

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Site of the first confrontation between the Green Mountain Boys and the "Yorker" Sheriff and posse. at the Breckenridge Farm.

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The Church of the Sacred Heart and St. Francis de Sales, located in Bennington, Vermont, holds a rich history dating back to its establishment. Serving as a spiritual cornerstone, the church's architectural and cultural significance draws interest. It stands as a testament to the community's enduring faith and heritage.

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Alex
January 26, 2024, Silk Covered Bridge

The Silk Covered Bridge, part of Silk Road, spans the Walloomsac River connecting Bennington and North Bennington, Vermont. Constructed in 1840, this Town lattice truss bridge is one of three in the vicinity. Its historical significance led to its inclusion in the National Register of Historic Places in 1973.

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Alex
January 26, 2024, Lake Paran

Lake Paran is an excellent spot to take a break along your ride. Considered to be the best lake in the area with the cleanest water, it certainly makes a great spot to have a mid ride dip or refuel.

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Frequently Asked Questions

How many no-traffic road cycling routes are available in the Glastenbury Wilderness area?

There are 3 dedicated no-traffic road cycling routes featured in this guide that explore the scenic areas surrounding the Glastenbury Wilderness. These routes offer a mix of easy and moderate challenges for road cyclists.

What kind of terrain can I expect on these no-traffic road cycling routes?

The routes around Glastenbury Wilderness are characterized by hilly terrain with significant elevation changes, offering challenging climbs and descents. You'll cycle through dense forests of fir, spruce, and beech, enjoying the natural beauty and shade. The region, part of Bennington County, provides diverse terrain including rolling roads and scenic river valleys.

Are there any easy no-traffic road cycling routes for beginners?

Yes, there is one easy route available. The Roadbike loop from Bennington is a great option, covering approximately 24.8 kilometers with an elevation gain of around 293 meters, making it suitable for those looking for a less strenuous ride.

What are some moderate no-traffic road cycling routes in the area?

For a moderate challenge, consider the Battenkill Start Line – Silk Covered Bridge loop from South Shaftsbury, which is about 73.4 kilometers long with over 770 meters of elevation gain. Another moderate option is the Roadbike loop from Horst Maple Farm, spanning nearly 35 kilometers with around 422 meters of climbing.

What natural landmarks or features can I see while cycling near Glastenbury Wilderness?

While cycling on the roads bordering the wilderness, you'll encounter views of the Green Mountains, including Glastenbury Mountain. The region is known for its dense forests and remote character. Scenic Byways like Route 9 (Molly Stark Byway) offer sights such as the Hogback Scenic Overlook with its 100-mile view, and charming covered bridges.

Is it possible to combine road cycling with hiking in this area?

Absolutely. The presence of the Appalachian Trail and Long Trail traversing the wilderness highlights the region's wild nature. While these are hiking trails, their proximity to cycling routes, such as a section of paved Route 9 that is part of a loop including portions of these trails, allows for multi-sport adventures. You can appreciate the untamed landscape from your bike and then explore on foot.

What is the best time of year to go road cycling in the Glastenbury Wilderness area?

The best time for road cycling in this region is typically during the warmer months, from late spring through early autumn. This period offers pleasant temperatures, vibrant foliage, and generally clear road conditions, allowing you to fully enjoy the scenic byways and forest-lined roads.

Are there any family-friendly no-traffic road cycling options?

The 'easy' rated route, the Roadbike loop from Bennington, is the most suitable option for families or those seeking a less challenging ride. Its shorter distance and moderate elevation make it more accessible.

Where can I park my car to access these no-traffic road cycling routes?

Parking is generally available in the towns and villages that serve as starting points for these routes, such as Bennington or South Shaftsbury. It's advisable to check specific parking availability for your chosen route's trailhead or starting location.

Are there any amenities like cafes or restrooms along these routes?

While the routes themselves focus on no-traffic roads through natural settings, you will find amenities like cafes and restrooms in the charming historic villages and vibrant downtowns that these scenic byways often pass through or connect. Plan your stops in towns like Bennington for services.

What makes the roads around Glastenbury Wilderness suitable for no-traffic cycling?

The remote and wild character of the Glastenbury Wilderness area naturally translates to less traffic on the surrounding rural roads. This allows road cyclists to immerse themselves in the tranquility of the Vermont countryside, enjoying scenic stretches of pavement with fewer disturbances.

Most popular routes in Glastenbury Wilderness

Hiking in Glastenbury Wilderness

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