The best walks and hikes around South Woodstock
4.9
(29)
338
hikers
25
hikes
Hiking around South Woodstock, Vermont, offers diverse landscapes within the Green Mountains, featuring prominent hills like Mount Tom and Mount Peg. The region is characterized by preserved woodlands, river valleys such as the Ottauquechee, and unique natural features like Quechee Gorge. These varied terrains provide a range of hiking experiences, from gentle riverside paths to more elevated trails with scenic views.
Best hiking trails around South Woodstock
- The most popular hiking route is Mount Tom loop via the Faulkner Trail…
Last updated: July 12, 2026
1
hikers
4.14km
01:11
100m
100m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
24
hikers
6.44km
01:54
180m
180m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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1
hikers
4.81km
01:18
70m
70m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
2.00km
00:37
80m
80m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
41
hikers
5.11km
01:30
140m
140m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Tips from the Community
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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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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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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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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This spot is a wonderful viewpoint on the Faulkner trail on the southeast side of Mount Tom. From this clearing in the forest you get fantastic views over the town of Woodstock and the surrounding area. While this is a lovely spot all year round, it is exceptionally beautiful in the falls when the leaves are changing; this is a great place to enjoy some classic New England peak foliage!
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Frequently Asked Questions
How many hiking trails are available in South Woodstock?
South Woodstock offers a diverse network of over 20 hiking trails. These routes cater to various skill levels, from gentle riverside paths to more elevated trails with scenic views.
What are some easy, family-friendly hikes near South Woodstock?
For an easy and family-friendly experience, consider the Aqueduct Trails to Vondell Reservoir loop. This 3-mile (4.8 km) path leads to a pond and is also popular for mountain biking. Another accessible option is the Ottauquechee River Trail, which is flat and provides views of Billings Farm and Mount Tom.
Are there any dog-friendly trails in South Woodstock?
Many trails in the South Woodstock area are dog-friendly, but it's always best to check specific park or trail regulations before you go. Generally, trails within the Marsh-Billings-Rockefeller National Historical Park, such as the Mount Tom loop via the Faulkner Trail, welcome leashed dogs.
Where can I find scenic viewpoints or landmarks on hikes around South Woodstock?
For stunning views, hike the Mount Tom loop via the Faulkner Trail, which leads to The Pogue and offers views of Woodstock Village. Mount Peg also provides beautiful valley views. For panoramic vistas of Mt. Washington and Mt. Mansfield, consider Luce's Lookout near Barnard.
Are there any circular hiking routes in South Woodstock?
Yes, several circular routes are available. The Mount Tom loop via the Faulkner Trail is a popular circular option. Another is the Aqueduct Trails to Vondell Reservoir loop, offering a pleasant circuit through woodlands.
What is the best time of year to go hiking in South Woodstock?
The best time to hike in South Woodstock is generally from late spring through fall. Spring brings blooming wildflowers, while summer offers lush greenery. Fall is particularly popular for its vibrant foliage. Winter hiking is also possible, with many trails groomed for cross-country skiing.
Are there any trails with waterfalls near South Woodstock?
While not directly in South Woodstock, Quechee Gorge, often called "Vermont's Grand Canyon," is a short drive away and features stunning views of a waterfall carved by glaciers. An easy trail with boardwalks allows for excellent viewing opportunities.
What kind of terrain can I expect on South Woodstock hiking trails?
You can expect a variety of terrain, from flat riverside paths along the Ottauquechee River to rolling hills and moderate ascents on trails like Mount Peg and Mount Tom. Many trails wind through preserved woodlands, offering a mix of natural surfaces and well-maintained paths.
Where can I park when hiking in South Woodstock?
Parking is generally available at popular trailheads and within areas like the Marsh-Billings-Rockefeller National Historical Park. Specific parking details can often be found on individual komoot tour pages or local park websites.
What do other hikers enjoy most about the trails in South Woodstock?
The trails in South Woodstock are highly rated by the komoot community, with an average score of 4.9 stars. Reviewers often praise the quiet woodlands, well-maintained paths, and the diverse natural beauty, from mountaintop ponds to scenic river valleys.
Are there more challenging hikes available for experienced hikers near South Woodstock?
For more challenging options, consider a short drive to Killington Peak, Vermont's second-highest summit, or Mount Ascutney, which offers a tough 5+ mile hike with amazing 360-degree views from its observation tower.
Can I hike near any historic covered bridges in the area?
Yes, the Ottauquechee River winds through forests and fields, featuring historic covered bridges. You can explore routes like the Woodstock Middle Covered Bridge loop, which allows you to experience these picturesque landmarks.
Are there any unique natural areas to explore, like bogs or specific ecosystems?
Yes, the Eshqua Bog Natural Area offers a unique boardwalk path and short walking loop where you can explore rare plant life, including lady's slippers and wild orchids, particularly in June.
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