
18
runners
5
runs
Jogging around South Shaftsbury, Vermont, offers diverse and scenic landscapes, characterized by rolling hills, lush forests, and tranquil waterways. The region features natural landmarks such as Harmon Hill, providing expansive views, and the Mile-Around-Woods with its bucolic setting. Trails often navigate through varied terrain, including streams, wetlands, and open fields, making it an appealing destination for runners.
Last updated: July 4, 2026
5
runners
7.43km
00:47
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
runners
8.70km
00:55
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
3
runners
9.47km
01:00
110m
110m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
runners
8.38km
00:53
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
runners
7.49km
00:51
70m
70m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around South Shaftsbury
Lake Paran is an excellent spot to take a break along your ride. Considered to be the best lake in the area with the cleanest water, it certainly makes a great spot to have a mid ride dip or refuel.
0
0
South Shaftsbury offers a diverse range of landscapes for runners. You'll find rolling hills, lush forests, and tranquil waterways. Notable natural features include Harmon Hill, which provides expansive views, and the picturesque Mile-Around-Woods, especially vibrant in autumn. The region also features wetlands and streams, particularly around Lake Shaftsbury State Park.
While the routes listed in this guide are generally moderate, the region does offer easier options. For instance, the Healing Springs Nature Trail within Lake Shaftsbury State Park is an easy path that navigates streams, forests, and wetlands, with boardwalks over marshy areas, making it suitable for a relaxed run or walk.
For more extensive and rugged jogging, the Green Mountain National Forest covers a significant portion of Shaftsbury's east side. This vast wilderness offers thousands of acres of wild lands and hundreds of miles of dirt roads and trails, suitable for longer and more challenging runs.
You can discover several scenic spots and landmarks. The Carriage Road (Grove Road) through the Mile-Around-Woods offers beautiful views, especially in autumn. Harmon Hill provides expansive vistas. You might also pass by the historic Silk Covered Bridge, a charming landmark spanning the Walloomsac River.
Yes, all the featured running routes in this guide are designed as loops, offering a convenient way to start and finish your run at the same point. Examples include the Running loop from North Bennington and the Running loop from Henry House.
While running is enjoyable year-round, autumn is particularly stunning in South Shaftsbury. The Mile-Around-Woods, accessible via the Carriage Road, displays vibrant orange, yellow, and red hues, creating a picturesque backdrop for your run.
The Healing Springs Nature Trail in Lake Shaftsbury State Park is an excellent option for families. Its easy terrain and boardwalks through wetlands make it accessible and enjoyable for all ages. Additionally, the Lake Paran loop from North Bennington offers a moderate, scenic experience that many families enjoy.
This guide features 5 highly-rated running routes around South Shaftsbury, all of which are moderate in difficulty. These routes showcase the best of the region's diverse landscape.
Yes, the Bennington Rail Trail connects downtown Bennington with the Northside Drive neighborhoods, offering new opportunities for activities. Additionally, the Robert Frost Trail links the Robert Frost Stone House Museum with Lake Paran in North Bennington, providing a scenic route with historical significance.
The running routes in South Shaftsbury are popular among the komoot community, with over 18 runners having explored the varied terrain. Users often praise the blend of local scenery, rolling hills, and natural features that make each run unique and engaging.
For additional information on local recreation and attractions, you can visit the official Shaftsbury town website. Specifically, you might find useful details on their explore page and recreation page.
Yes, several routes offer views of water bodies. Lake Shaftsbury State Park is centered around the picturesque Lake Shaftsbury, and trails like the Healing Springs Nature Trail navigate streams and wetlands. The Lake Paran loop from North Bennington also provides scenic views of Lake Paran.


Browse the best Running Trails & Routes in other regions.