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United States
Vermont
Windsor County

South Woodstock

Easy hikes and walks around South Woodstock

4.9

(28)

316

hikers

24

hikes

Hiking around South Woodstock offers access to diverse landscapes characterized by rolling hills, dense forests, and scenic river valleys. The region features accessible natural attractions, including Mount Tom and Mount Peg, which provide elevated views of the Woodstock valley. Many easy hiking trails traverse managed conservation areas and connect to picturesque ponds and historic carriage roads, making the area suitable for various outdoor activities.

Best easy hiking trails around South Woodstock

  • The most popular easy hiking route is Mount Peg…

Last updated: July 13, 2026

1

hikers

#1.

Mount Peg Foot and Bridle Trails

4.14km

01:11

100m

100m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

5.0

(1)

24

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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5.0

(3)

24

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

1

hikers

4.81km

01:18

70m

70m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

2.00km

00:37

80m

80m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Tips from the Community

Ted
September 29, 2024, The Pogue

Beautiful reflections in the falls.

1

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A very idyllic small town post office. Very cute.

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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.

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Natalie
December 13, 2023, Vondell Reservoir

A network of mountain bike trails surround Vondell Reservoir, which makes for a great place to have a picnic or a swim. Do keep your eyes peeled too as it's also a good birding spot.

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Natalie
December 13, 2023, 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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Jamie S.
May 18, 2023, Mount Peg

Mount Peg is a short summit just a few minutes from the main street of Woodstock, Vermont. Standing at just 1,080 feet, Mount Peg is a popular spot with hikers and mountain bikers in the summer and snowshoers and skiers in the winter. The trails on the east side of the mountain are actually groomed in the winter for nordic skiing. At the summit there is a picnic table and some benches, and great views over the town of Woodstock, Mount Tom, and the Ottauquechee River Valley.

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The Vondell Reservoir is a pleasant, small lake at the northern end of the Aquaduct Trails, which are a system of trails built and maintained by the Woodstock Area Mountain Biking Association. Although you need to share the trails to get here with mountain bikers, this is still a great destination for hikers and those looking for a peaceful lake to eat a picnic at and swim in in the summer.

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Frequently Asked Questions

How many easy hiking trails are available in South Woodstock?

South Woodstock offers a good selection of easy hiking trails, with over 18 routes specifically categorized as easy. In total, there are more than 20 hiking routes to explore in the area.

What kind of terrain can I expect on easy hikes around South Woodstock?

The easy hikes around South Woodstock typically feature rolling hills and dense woodlands. Many trails follow historic carriage roads or well-maintained footpaths, offering a comfortable walking experience through diverse forests of sugar maple, eastern hemlock, and white pine. You'll find gentle ascents and descents, making them accessible for most fitness levels.

Are there any easy circular hiking routes in the area?

Yes, South Woodstock has several easy circular routes. A popular option is The Pogue loop via The Carriage Road, which takes you through forested areas to a picturesque mountaintop pond. Another great choice is the Grassy Lane Loop, offering a pleasant walk with minimal elevation changes.

Which easy trails offer the best scenic views?

For scenic views, consider the Mount Peg Foot and Bridle Trails, which provide lovely vistas of the surrounding landscape from Mount Peg. The Mount Tom loop via the Faulkner Trail also offers beautiful scenic views and access to the Marsh-Billings-Rockefeller National Historical Park. You can also find a specific View from Faulkner Trail on Mount Tom highlight.

Are the easy hiking trails in South Woodstock suitable for families with children?

Absolutely! Many easy trails in South Woodstock are ideal for families. The gentle gradients and well-maintained paths, particularly within the Marsh-Billings-Rockefeller National Historical Park, make them suitable for children. The Aqueduct Trails are also known to be a great option for families with young children, leading to a pond.

Can I bring my dog on the easy hiking trails?

Yes, many trails in the South Woodstock area are dog-friendly, especially those within the Marsh-Billings-Rockefeller National Historical Park. It's always a good idea to keep your dog on a leash and to check specific trail regulations before you go, as some areas might have restrictions or require dogs to be leashed for wildlife protection.

What are some interesting natural landmarks or attractions to see near the easy trails?

Near the easy trails, you can explore several natural landmarks. The Pogue, a picturesque mountaintop pond, is accessible via trails like The Pogue loop via The Carriage Road. You can also visit Mount Tom, which offers elevated views. For a unique experience, the Eshqua Bog Natural Area features a boardwalk path through a wetland rich in rare plant life.

Are there any waterfalls accessible on easy hikes in the region?

While not directly on the easy trails in South Woodstock, the wider region offers accessible waterfalls. Thundering Falls in Killington, a short drive away, provides an easy, wheelchair-accessible trail leading to a 125-foot waterfall, making it a great option for a scenic outing.

What is the best time of year to enjoy easy hikes in South Woodstock?

South Woodstock offers beautiful hiking experiences throughout the year. Spring brings lush greenery and blooming wildflowers, while summer provides pleasant temperatures for forest walks. Fall is particularly stunning with vibrant foliage. Even winter offers opportunities for snowshoeing on some trails, especially within the Marsh-Billings-Rockefeller National Historical Park.

Where can I find parking for easy hiking trails in South Woodstock?

Parking is generally available at trailheads and popular access points for the easy hikes. For trails around Mount Tom and The Pogue, parking is often found near the Marsh-Billings-Rockefeller National Historical Park, which also has the Carriage Barn Visitor Center. For Mount Peg, there are usually designated parking areas close to the trail entrances.

What do other hikers enjoy most about hiking in South Woodstock?

The area is highly rated by the komoot community, with an average score of 4.9 stars. Hikers frequently praise the quiet woodlands, well-marked paths, and the diverse scenery that includes rolling hills and picturesque ponds. Many appreciate the accessibility of trails like Mount Peg Foot and Bridle Trails for their gentle nature and rewarding views.

Are there any historical points of interest along the easy trails?

Yes, the region is rich in history. The Marsh-Billings-Rockefeller National Historical Park, which many easy trails traverse, is dedicated to conservation history. You can also find the historic Taftsville Covered Bridge nearby, offering a glimpse into Vermont's past.

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