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United States
Vermont

Windsor County

Easy hikes and walks in Windsor County

4.7

(166)

1,352

hikers

72

hikes

Easy hiking trails in Windsor County, Vermont, offer diverse landscapes shaped by the Ottauquechee and Connecticut Rivers. The region features a mix of river gorges, forested hills, and managed woodlands. This terrain provides varied elevations and environments suitable for accessible outdoor exploration.

Best easy hiking trails in Windsor County

  • The most popular easy hiking route is Mount Tom loop via the Faulkner Trail — Woodstock, Vermont, a 4.0 miles (6.4 km) trail that takes about 1 hour 54 minutes…

Last updated: April 26, 2026

1

hikers

#1.

Paradise Park Loop

4.46km

01:11

50m

50m

The Paradise Park Loop invites you to an easy hike around the serene Lake Runnemede, where you can enjoy a tranquil journey through natural beauty and lush greenery. This route…

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Easy

3

hikers

1.67km

00:36

150m

0m

Embark on the Weathersfield Trail for an easy 1.0-mile (1.7 km) hike, offering a quick escape into nature. You will navigate through mixed forests, following picturesque streams and brooks, with…

Easy
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2

hikers

Explore the Mount Peg Foot and Bridle Trails, an easy hiking route that winds through shaded hardwoods and mixed forests. You will encounter rolling hills, with some initial steep sections…

Easy

2

hikers

5.04km

01:23

70m

100m

Embark on the Ledges Loop Trail, an easy 3.1-mile (5.0 km) hike that offers a delightful journey through diverse forest scenery. You will gain 235 feet (72 metres) in elevation,…

Easy

1

hikers

1.51km

00:25

10m

50m

Discover the Quechee Gorge Trail, an easy hike spanning 0.9 miles (1.5 km) with a gentle elevation gain of just 23 feet (7 metres). You can expect to complete this…

Easy

1

hikers

2.14km

00:39

70m

70m

Embark on an easy hike along the Amity Pond Trail, a refreshing route that guides you through a mix of quiet woods and open, scenic meadows. As you walk, you'll…

Easy

4.97km

01:16

20m

20m

Embark on an easy 3.1 miles (5.0 km) hike along the Toonerville Trail, where you will experience picturesque views of the Black River. This route follows a historic rail bed,…

Easy

2.02km

00:40

140m

0m

Luce's Lookout offers an easy hiking experience in the Green Mountain National Forest, perfect for a quick escape into nature. This route covers 1.3 miles (2.0 km) and involves a…

Easy

The Moseley Hill via Appalachian Trail invites you on an easy hike through the Green Mountain National Forest. This route covers 3.4 miles (5.4 km) with an elevation gain of…

Easy

1.47km

00:37

190m

0m

Embark on an easy hike up Dana Hill, a short but rewarding ascent within the Green Mountain National Forest. This route covers 0.9 miles (1.5 km) and gains 631 feet…

Easy
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Popular around Windsor County

Easy hikes around White River Junction

Easy hikes around Hartford Village

Easy hikes around Quechee

Easy hikes around Norwich

Easy hikes around Ascutney

Easy hikes around North Hartland

Easy hikes around Wilder

Easy hikes around Hartland

Easy hikes around South Woodstock

Easy hikes around West Woodstock

Other adventures in Windsor County

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

Hiking Collection by

Jamie S.

Tips from the Community

Sandra
May 26, 2024, Woodstock Post Office

A very idyllic small town post office. Very cute.

Translated by Google

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There really is EVERYTHING to walk here. Very pretty little town in Vermont, a postcard idyll.

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Very pretty small town in Vermont, postcard idyll.

Translated by Google

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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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Natalie
January 29, 2024, Westerly Bridge

Woodstock Middle Covered Bridge has spanned the Ottauquechee River since 1969 and was supposedly constructed without the use of any nails.

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This area is undeveloped, featuring a lush second-growth forest with miles of trails, ponds, and available camping areas. There are also several viewpoints that offer a wonderful view of the Vermont countryside.

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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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Natalie
December 13, 2023, Quechee Gorge Bridge

Known as Vermont's Grand Canyon, you get a splendid view of the gorge from the road bridge. You can also park up your bike and take the hiking path to explore it further and go for a swim in the summer.

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Frequently Asked Questions

How many easy hiking trails are available in Windsor County?

Windsor County offers a wide selection of easy hiking trails, with over 30 routes specifically categorized as easy. These trails provide diverse experiences across the region's varied landscapes, from river gorges to managed forests.

Are there easy hikes suitable for families in Windsor County?

Yes, Windsor County features several excellent family-friendly easy hikes. The Pogue loop via The Carriage Road in Marsh-Billings-Rockefeller National Historical Park is ideal, offering well-maintained paths through historic forests. Another great option is the Lake Runnemede Loop in Paradise Park, Windsor, which provides accessible trails around the lake.

Can I bring my dog on easy hiking trails in Windsor County?

Many easy hiking trails in Windsor County are dog-friendly, but it's always best to check specific park regulations before you go. Trails like the Mount Tom loop via the Faulkner Trail and the Quechee Gorge Trail are popular choices where dogs are generally welcome, often requiring them to be on a leash.

What are some scenic easy hikes with viewpoints in Windsor County?

For scenic easy walks with viewpoints, consider the Mount Tom loop via the Faulkner Trail, which offers beautiful views over the town of Woodstock. The Quechee Gorge Trail also provides stunning views into Vermont's 'Little Grand Canyon'.

Are there any easy circular hiking routes in Windsor County?

Yes, Windsor County has several easy circular hiking routes. Popular options include the Pogue loop via The Carriage Road in Marsh-Billings-Rockefeller National Historical Park and the Lake Runnemede Loop in Paradise Park, Windsor. These routes are designed for easy navigation and return you to your starting point.

Where can I find parking for easy hiking trails in Windsor County?

Parking is generally available at trailheads for popular easy hikes. For example, Quechee State Park offers parking for the Quechee Gorge Trail. Marsh-Billings-Rockefeller National Historical Park also provides parking for access to trails like the Pogue loop. Always check specific park websites for detailed parking information and potential fees.

What attractions can I see along easy hiking trails in Windsor County?

Along easy hiking trails, you can discover various attractions. The Quechee Gorge Trail offers views of the dramatic gorge. In Marsh-Billings-Rockefeller National Historical Park, trails lead past The Pogue, a scenic 14-acre pond, and through historic managed forests. Paradise Park in Windsor features Lake Runnemede, and the Path of Life Sculpture Garden combines art with nature along the Connecticut River.

What is the best time of year for easy hikes in Windsor County?

The best time for easy hikes in Windsor County is generally from late spring through fall. Spring offers lush greenery, while summer provides warm weather. Fall is particularly popular for its vibrant foliage. Be aware of 'mud season' in early spring when trails can be wet and muddy. Winter hiking is also possible on some trails, but requires appropriate gear.

How long do easy hikes in Windsor County typically take?

Easy hikes in Windsor County vary in length and duration. Many popular easy routes, such as the Mount Tom loop (4.0 miles), can be completed in under two hours. Shorter options like Mount Peg (1.2 miles) might take around an hour or less, making them perfect for quick outings.

Are there any waterfalls visible from easy hiking trails in Windsor County?

While Windsor County is known for its river gorges, specific easy trails directly leading to prominent waterfalls are less common. However, you can find scenic water features and cascades, such as the Mill Ponds Waterfall Viewing Spot, which may be accessible via nearby easy paths or short detours.

What do other hikers enjoy most about easy hiking in Windsor County?

The easy hiking trails in Windsor County are highly rated by the komoot community, with an average score of 4.7 stars. Hikers often praise the region's diverse landscapes, from the dramatic Quechee Gorge to the peaceful managed forests and historic carriage roads. The well-maintained paths and scenic views are frequently highlighted as favorite aspects.

Are there easy hikes near cafes or towns in Windsor County?

Yes, several easy hikes are conveniently located near towns with amenities. The Mount Tom loop is right near Woodstock, offering easy access to cafes and shops after your walk. Similarly, trails around Quechee State Park are close to the village of Quechee, which has dining options. Paradise Park in Windsor is also near the town center.

Most popular routes in Windsor County

Hiking in Windsor County

Most popular attractions in Windsor County

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Didn’t find what you were looking for?

Check out more Hikes 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

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