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Routes
Road cycling routes
United States
Vermont
Bennington County

Stratton Mountain

The best road cycling routes around Stratton Mountain

4.5

(2)

58

riders

3

rides

Road cycling around Stratton Mountain is characterized by its varied and engaging terrain within Vermont's Green Mountains. The region features a network of routes that wind through lush forests and scenic countryside. Cyclists encounter a mix of rolling hills and significant ascents on well-paved surfaces, providing diverse options for different skill levels. This mountainous landscape offers panoramic views and tranquil stretches of the Vermont countryside.

Best road cycling routes around Stratton Mountain

  • The most popular road cycling route is Lyons…

Last updated: June 29, 2026

9

riders

#1.

The Mill Pond loop from South Londonderry Village Historic District

45.6km

02:07

580m

580m

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

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Moderate

5.0

(1)

10

riders

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

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

Moderate

3

riders

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

Moderate

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

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Tips from the Community

Natalie
February 6, 2024, Lyons Pond

Lyons Pond can be seen glistening between the tall pine trees. Many years ago, ice from the pond was stored in ice houses for use in food preservation during the summer. The ice was packed into the houses with sawdust and it was surprisingly effective. If done well, it could remain frozen for several years.

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AverieOutside
February 6, 2024, Hapgood Pond

Hapgood Pond is a 12-acre pond that is 12 feet deep at its deepest point. This pond is within a recreation area of the same name. The recreation area has a campground, restrooms, picnic tables, and a swimming beach.

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Jamie S.
December 30, 2023, The Mill Pond

The Mill Pond is a small pond off of the scenic West River in Londonderry, Vermont. It is just east of downtown Londonderry where you can get a bite to eat on your ride.

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Natalie
November 29, 2023, Lyons Pond

Lyons Pond can be seen glistening between the tall pines trees. Many years ago, ice from the pond was stored in icehouses for use in food preservation during the summer. The ice was packed into the houses with sawdust and it was surprisingly effective. If done well, it could remain frozen for several years.

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This old village is register as a US Historic site. It has well-preserved mid-19th century houses.

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Frequently Asked Questions

What types of road cycling routes can I expect around Stratton Mountain?

The Stratton Mountain area, nestled within Vermont's Green Mountains, offers a diverse network of road cycling routes. You'll find a mix of rolling hills and significant ascents on well-paved surfaces, winding through lush forests and scenic countryside. The terrain caters to various skill levels, from moderate loops to more challenging, longer rides.

Are there challenging road cycling routes for experienced riders near Stratton Mountain?

Yes, for experienced riders seeking a challenge, the region offers routes with substantial elevation gain. A notable option is the Lyons Pond – The Mill Pond loop from Stratton Mountain, which is a difficult 78.9-mile trail featuring significant climbs through the Green Mountains.

Can I find moderate road cycling routes with scenic views around Stratton Mountain?

Absolutely. Many routes offer scenic views without extreme difficulty. The The Mill Pond loop from Stratton Mountain is a popular moderate 30.9-mile path that provides beautiful views of the surrounding forests and countryside, starting directly from Stratton Mountain.

Are there any road cycling routes that pass by natural features or water bodies?

Yes, several routes incorporate the region's natural beauty. For instance, the The Mill Pond – Hapgood Pond loop from Londonderry is a 20.2-mile trail that leads through varied terrain and past tranquil water bodies, offering a refreshing cycling experience.

What are some notable landmarks or attractions I can see near the road cycling routes?

While cycling, you're in the heart of the Green Mountains, offering panoramic views. Nearby attractions include the impressive Hamilton Falls and the historic Ball Mountain Dam. You can also explore trails like the Lye Brook Falls Trail or the West River Trail, which are great for extending your outdoor adventure.

What do other road cyclists enjoy most about road cycling in Stratton Mountain?

The road cycling routes around Stratton Mountain are highly rated by the komoot community, with an average score of 4.5 stars from over 2 reviews. Cyclists often praise the varied terrain, the stunning Green Mountain scenery, and the well-paved surfaces that make for an engaging ride.

Is there parking available for road cyclists near Stratton Mountain?

Yes, parking is generally available at key access points and trailheads around Stratton Mountain and nearby villages, making it convenient to start your road cycling adventures. Specific parking details can often be found on individual route pages.

When is the best time of year for road cycling around Stratton Mountain?

The best time for road cycling around Stratton Mountain is typically from late spring through early fall. During these seasons, the weather is generally pleasant, and the scenery, especially during fall foliage, is spectacular. Always check local weather conditions before heading out.

Are there any loop routes for road cycling in the Stratton Mountain area?

Yes, many of the road cycling routes around Stratton Mountain are designed as loops, allowing you to start and end at the same point. An example is the The Mill Pond loop from Londonderry, a moderate 45.6-kilometer route.

Are there any road cycling routes suitable for families or those looking for an easier ride?

While many routes in the mountainous Stratton area involve some elevation, there are options that are less strenuous. Look for routes described as 'moderate' which often feature rolling hills rather than steep, sustained climbs, providing a more relaxed experience for families or those new to road cycling.

Can I find cafes or pubs near the road cycling routes in Stratton Mountain?

The Stratton Mountain Resort and nearby villages offer various amenities, including cafes and pubs where you can refuel and relax after your ride. These establishments are often conveniently located near popular starting points or along well-traveled routes.

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