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Routes
Running Trails
United States
Vermont

Windsor County

The best running trails in Windsor County

272

runners

41

runs

Jogging routes in Windsor County offer a diverse and scenic landscape for outdoor activity. The region is characterized by its river gorges, forested peaks, and historic carriage roads, providing a variety of terrains. The Connecticut River Valley and Ottauquechee River shape the landscape, offering picturesque settings for running. This area provides routes suitable for various fitness levels, from gentle loops to challenging mountain ascents.

Best jogging routes in Windsor County

  • The most popular jogging route is Weathersfield Trail, a…

Last updated: May 10, 2026

9

runners

#1.

Weathersfield Trail

7.14km

01:15

530m

530m

Jog the difficult 4.4-mile Weathersfield Trail in Mt. Ascutney State Park, gaining 1732 feet to panoramic views from the summit.

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Hard

This moderate 5.9-mile jogging loop in Hurricane Forest Wildlife Refuge offers forest scenery, streams, and historical white pine stands.

Moderate
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Enjoy a moderate 3.1-mile (5.0 km) jogging loop around Lake Runnemede in Windsor's Paradise Park, featuring forests, fields, and lake views.

Moderate

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

Hard

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

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

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

Moderate
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Popular around Windsor County

Running Trails around White River Junction

Running Trails around Hartford Village

Running Trails in Hurricane Forest Wildlife Refuge

Running Trails in North Hartland Dam Recreation Area

Running Trails around Ascutney

Running Trails around Wilder

Running Trails around Quechee

Running Trails around Windsor

Running Trails around Norwich

Running Trails around North Hartland

Other adventures in Windsor County

The Appalachian Trail — America's most iconic long-distance hike

Hiking Collection by

Jamie S.

Tips from the Community

mtm05005
February 26, 2024, Lake Runnemede

Lake Runnemede is a great place for a break during a long ride. The large body of water is home to many species of birds and fish. The water is visible from the road, so if you don't have time to stop, you can still get a great view as you ride by.

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Billings Farm is an outdoor museum and dairy farm and a hidden gem of Vermont. It is an especially good place to come if you're cycling with children who will love seeing the farm animals up close, especially the herd of Jersey cows with their beautiful big brown eyes.

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Grace Mulligan
December 22, 2023, Lake Runnemede

This is a lovely run around the shores of Lake Runnemede along a relatively flat and grassy footpath that's right up on the water's edge, creating lovely scenes as you make your way around.

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Whilst this is not quite the peak of Mount Ascutney, the views west from here are superb. You'll be able to see over Vermont including Killington, Pico, and Okemo. This is also a great spot to see gliders being launched, hence the name of the trail up to the viewpoint being called 'Hang Glider Trail'.

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This is a challenging but rewarding trail leading to Mount Ascutney. It's steep and rocky but incredibly scenic at the same time. When you reach the top, you'll be rewarded with sublime views west over Vermont toward Killington, Pico, and Okemo.

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Enjoy 142 acres of protected forest, streams and a reservoir in this beautiful pocket of refuge near Lebanon. The area features a network of well-maintained and clearly marked trails that are perfect for running. The ground can get rocky underfoot, so be mindful of your step.

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On the north side of the river there is a viewing spot where you can have a closer look at the Mill ponds and old dam waterfall. In the winter, the water freezes; a spectacular sight.

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Built recently in 2012, Hurricane Irene had damaged the previous structure so badly that it didn't reach the river bank on either side. It has been sympathetically redesigned to complement the other covered bridges in the area.

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Frequently Asked Questions

How many running routes are available in Windsor County?

Windsor County offers a diverse selection of over 45 running routes. These trails cater to various fitness levels, from easy loops to challenging mountain ascents, ensuring there's something for every runner.

Are there easy running routes suitable for beginners or families in Windsor County?

Yes, Windsor County has several easy running options. The Lake Runnemede 5k running loop from Windsor is a moderate 3.1-mile trail around Lake Runnemede, featuring a mix of forests, fields, and lake views, making it suitable for a relaxed run. Paradise Park also offers various short loops through mature forests and along a stream, with trails ranging from easy half-mile walks to 5-mile outings.

What are some scenic running routes with great views or natural attractions?

For stunning views, consider the Weathersfield Trail on Mount Ascutney, which offers panoramic vistas from the summit after a challenging climb. Another option is the Mount Tom and The Pogue Loop in Woodstock, which follows carriage roads through a managed forest to a hilltop with views over Woodstock and features The Pogue.

Are there any running routes that feature waterfalls?

While not a primary feature of the listed running routes, the Windsor Trail ascending Mount Ascutney is known for its steady climb alongside a brook and past Gerry's Falls. Additionally, the region has highlights like Mill Ponds Waterfall Viewing Spot which might be near some trails.

Where can I find routes with significant elevation gain for a challenging run?

For a challenging run with significant elevation gain, the Weathersfield Trail on Mount Ascutney is an excellent choice. This 4.4-mile difficult route features a substantial elevation gain of 1732 feet, leading to rewarding panoramic views from the summit of Mount Ascutney.

Are there any loop trails for running in Windsor County?

Yes, many running routes in Windsor County are loops. The Hurricane Forest Wildlife Refuge running loop is a moderate 5.9-mile path through forest scenery. The Lake Runnemede 5k running loop from Windsor is another popular option. You can also find loops like the Silver Lake loop from Silver Lake State Park.

What are some shorter running options in the area?

If you're looking for shorter runs, the Lake Runnemede 5k running loop from Windsor is a great 3.1-mile option. Paradise Park in Windsor also offers various short loops, some as brief as half a mile, through forests and along a stream.

Are there any running routes near historical landmarks or points of interest?

Yes, the region is rich in history. The Mount Tom and The Pogue Loop in Woodstock is within the Marsh-Billings-Rockefeller National Historical Park, offering a run through a managed forest with historical carriage roads. You can also find routes that pass by historic covered bridges, such as the Taftsville Covered Bridge – Woodstock Middle Covered Bridge loop.

Is parking available at the trailheads for these running routes?

Parking is generally available at state parks and popular trailheads in Windsor County. For example, Mount Ascutney State Park and Quechee State Park (for Quechee Gorge) have designated parking areas. It's always advisable to check specific trail information for details on parking availability and any potential fees.

What do other runners say about the trails in Windsor County?

The running routes in Windsor County are highly rated by the komoot community, with an average score of 5.0 stars from reviews. Runners often praise the diverse and scenic landscapes, from river gorges and forested peaks to historic carriage roads, and appreciate the variety of terrains suitable for all abilities.

Are there any running routes that pass by lakes or rivers?

Absolutely. The landscape of Windsor County is shaped by the Connecticut River Valley and Ottauquechee River, offering picturesque settings. The Lake Runnemede 5k running loop directly circles Lake Runnemede. Quechee Gorge also offers a trail along its rim with stunning river views. The Silver Lake loop is another great option for lakeside running.

What's a good running route if I want to explore a forest?

For a forest exploration, the Hurricane Forest Wildlife Refuge running loop is an excellent choice. This 5.9-mile moderate route takes you through beautiful forest scenery, streams, and historical white pine stands. Paradise Park also features trails through mature forests.

Are there any particularly long running routes for endurance training?

For longer endurance runs, Windsor County offers several options. The Taftsville Covered Bridge – Woodstock Middle Covered Bridge loop is a challenging 20.3-mile route. Another long option is the Bowers Covered Bridge loop from West Windsor, which spans over 15 miles.

Most popular routes in Windsor County

Hiking in Windsor County

Most popular attractions in Windsor County

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Check out more Running Trails & Routes throughout Windsor County below and find the perfect route in your destination.

White River JunctionSouth WoodstockQuecheeNorth Hartland Dam Recreation AreaWoodstock VillageHartlandNorwichWest WoodstockWilderHartford VillageAscutneyWindsorHurricane Forest Wildlife RefugeNorth Hartland

Nearby adventure guides

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