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.
Last updated: May 10, 2026
9
runners
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.
6
runners
9.42km
01:16
270m
270m
This moderate 5.9-mile jogging loop in Hurricane Forest Wildlife Refuge offers forest scenery, streams, and historical white pine stands.

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5.05km
00:33
50m
50m
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.
42
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
29
runners
24.6km
03:01
680m
680m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
18
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
runners
14.7km
01:47
270m
260m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
runners
12.1km
01:33
330m
330m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
runners
6.20km
00:39
70m
70m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
runners
11.0km
01:19
210m
210m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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
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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.


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