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Running Trails
United States
Vermont
Windham County

Chimney Hill

The best running trails around Chimney Hill

22

runners

5

runs

Jogging routes around Chimney Hill are set within the Green Mountains of Southern Vermont, offering a diverse landscape for runners. The region features an extensive network of trails, many suitable for running, traversing through wooded areas and past natural features. Elevations vary, with some routes leading to viewpoints over the surrounding terrain. The area is characterized by its natural and undeveloped open spaces, including meandering creeks and a thick green canopy.

Best jogging routes around Chimney Hill

  • The most popular…

Last updated: July 11, 2026

9

runners

#1.

Haystack Mountain loop from Chimney Hill

9.18km

01:13

320m

320m

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

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Hard

5

runners

11.3km

01:11

130m

130m

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

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

Moderate

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

Hard

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

Moderate

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Tips from the Community

Lisa
October 12, 2023, Molly Stark statue

This statue honors Elizabeth Page "Molly" Stark, the wife of General John Stark, who won the Battle of Bennington during the American Revolutionary War. Molly herself is said to have been a staunch, fierce, and devoted woman during the difficult times of war.

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Frequently Asked Questions

How many running routes are available around Chimney Hill?

There are currently 5 dedicated running routes around Chimney Hill listed on komoot. These routes offer a variety of experiences within the Green Mountains of Southern Vermont.

What kind of terrain can I expect on the jogging trails in Chimney Hill?

The jogging trails in Chimney Hill traverse through diverse Green Mountain landscapes. You can expect wooded areas, varied elevations, and natural features like meandering creeks. Some routes offer challenging climbs, while others provide more moderate terrain suitable for a steady run.

Are there any easy running routes suitable for beginners or a leisurely jog?

Yes, there are several moderate routes perfect for beginners or those looking for a leisurely jog. For example, the Running loop from Last Chair is a moderate 6.4-mile path with varied terrain and a manageable elevation gain. Another moderate option is the Snow Lake loop from Employee Parking, which is 3.3 miles through wooded areas.

What are some challenging running routes for experienced runners in Chimney Hill?

For experienced runners seeking a challenge, the Haystack Mountain loop from Chimney Hill is a difficult 5.7-mile trail with significant elevation gain, offering rewarding views. Another difficult option is the Green Mountain Beach loop from Molly Stark State Park, which is a longer 10.1-mile route with substantial elevation changes.

What natural features or landmarks can I see while running in the Chimney Hill area?

The Chimney Hill area offers several notable natural features. You can jog past the scenic West Side of Adams Reservoir, known for its pleasant views and fishing activity. For panoramic vistas, consider routes that lead towards Mount Olga or Haystack Mountain, both offering grand views over the surrounding landscape.

Are there any circular running routes around Chimney Hill?

Yes, many of the running routes in the area are designed as loops, providing a convenient circular experience. Examples include the Haystack Mountain loop from Chimney Hill, the Running loop from Last Chair, and the Snow Lake loop from Employee Parking.

Is Chimney Hill a good destination for family-friendly running or walking?

While specific 'family-friendly' designations for running routes aren't provided, the area's diverse trail network includes moderate paths that could be suitable for families. The scenic West Side of Adams Reservoir offers a more leisurely setting that might appeal to families looking for a gentle jog or walk.

What is the best time of year to go running in Chimney Hill?

The warmer months are generally ideal for running in Chimney Hill, as many trails are part of the VAST snowmobile system and are best enjoyed when free of snow. Autumn is particularly vibrant, with the changing leaf colors creating a stunning backdrop for your run, especially around areas like the Adams Reservoir.

Are there options for parking near the running trails in Chimney Hill?

Yes, several routes originate from locations with parking. For instance, the Snow Lake loop from Employee Parking explicitly mentions starting from an employee parking area, suggesting accessibility for vehicles. It's advisable to check individual route details for specific parking information.

What do other runners say about the trails in Chimney Hill?

The running routes around Chimney Hill are well-regarded by the komoot community, with over 20 runners having explored the varied terrain. Users often praise the Green Mountain landscapes, the extensive network of wooded trails, and the scenic viewpoints that define the area's running experience.

Can I reach the running trails in Chimney Hill using public transport?

While Chimney Hill is a resort community in Southern Vermont, public transport options directly to trailheads may be limited. The area is generally more accessible by car. For specific routes, it's recommended to check local transport services or consider driving to the starting points.

Are there any routes that connect natural beauty with local amenities?

Yes, the Valley Trail, mentioned in the region research, leads directly to the town of Wilmington. This offers a unique opportunity to combine a scenic run through natural beauty with access to local amenities in town.

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