Bennington Rail Trail

New Bennington Rail Trail Opens

Bennington’s newest bike and pedestrian pathway is now available for use. While not fully completed, it is now safe and the public is invited to begin using this new outdoor recreational and non-motorized transportation resource. The Bennington Rail Trail begins at the western end of the Walloomsac Pathway at the public parking area located on Depot Street. The pathway is paved to the intersection with Orchard Road off of Northside Drive. It continues to Emma Street as a packed gravel surface path.


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The new Bennington Rail Trail provides a bike and pedestrian friendly link between Downtown Bennington and the Northside Drive area which greatly enhances safety for those using the path as well as linking other pathways in town such as the Orchard Village/Willowbrook Pathway and the Kocher Drive Pathway which in turn connects to the East Road Pathway.

Work on the new rail trail has been over 10 years in the works. Removal of vegetation began in the fall of 2021 and throughout the course of 2022, the old rails were removed, new surfaces were added, plus crosswalks, signage, bridge work, and landscaping. Some additional work must be completed by the contractor, but the remaining items do not impact the safety of the new pathway. The cost of the work was 90% paid for through Federal and State grant funding.

An official ribbon cutting ceremony for the new pathway will be held in the Spring of 2023 to celebrate the opening of the new rail trail. This trail is an important part of the overall network of paths throughout the town.


The town has announced the restrictions and trail etiquette for the use of the pathway:

Trail Restrictions

  • No motorized vehicles*
  • All dogs must be on a leash (please pick up after your dog – it’s the law)
  • No alcohol
  • No littering

Trail Etiquette

  • EVERYONE: KEEP TO THE RIGHT except to pass.
  • Ride at a safe speed. (When the path is crowded, you might need to slow down.)
  • Warn pedestrians before passing from behind with a bell or by saying “on your left”.
  • Pass pedestrians slowly
  • Bicycles, use front and rear lights at night.
  • Protective head gear is recommended for cyclists, but is not required by VT state law.

*Class 1, 2 and 3 electric bicycles are allowed on the trail. VT statute states that class 1, 2 and 3 electric bicycles are not motor vehicles.

**An individual under 16 years of age shall not operate a class 3 electric bicycle.

Vermont’s e-bike law:

Appalachian Trail – Long Trail

The Appalachian Trail and the Long Trail

The Long Trail and the Appalachian Trail are one and the same throughout the length of Bennington County. The Long Trail was the first long distance hiking trail in the US (running the length of Vermont) and was the inspiration for the Appalachian Trail. Access points for the trail are located in Bennington, Arlington, and Manchester. Both Bennington and Manchester have been designated “A.T. Communities” that support hikers and encourage stewardship and appreciation of the trail from citizens.

To learn more:

Green Mountain Club and the Long Trail
The Appalachian Trail Conservancy
Green Mountain Club, Bennington Section Hiker Resource Page
Bennington A.T. Community Hiker Resource Map

White Rocks – Bald Mountain Hike

White Rocks / Bald Mountain Hike

A local favorite! Park at the trailhead located on North Branch Street in Bennington.

See the description in Trailfinder (CLICK HERE)

Public Accessible Bathrooms

Public Accessible Bathrooms

Downtown Welcome Center – 215 South St, Bennington, VT

Splash Pad Bathrooms – on north street near four corners


Bennington Little League

Bennington Little League

An officially chartered Little League program, we have been offering a positive and exciting youth sports experience for over 50 years. Serving children ages 5 through 12 with a strong emphasis on sportsmanship and teamwork, Bennington Little League continues in a long standing tradition of coaching America’s pastime

Bennington Sports Center

Bennington Sports Center
(soccer, basketball, baseball, volleyball)

Bennington Sports and Wellness Center is a focal point for youth of Bennington County and surrounding areas for their recreational activities. This center has created a family fun atmosphere and a great environment for kids and adults to express their talent for many different sports including soccer, basketball, baseball, and volleyball.

230 School St, Bennington, VT 05201



Bennington Lanes Bowling

Bennington Lanes

Family owned and operated since 1980, offering a 18 lane center with ten pin bowling and High Definition Golf Simulators. Four NEW Golf Courses added! We serve beer & wine and have a full menu available. Perfect for Birthday, Holiday and Corporate Parties with air hockey and pool table available.

219 Northside Drive, Bennington, VT 05201



Mill Pickleball

Mill Pickleball

A community Pickleball club held in Bennington, VT. The only air-conditioned single court in the area.

160 Benmont Ave, Bennington, VT 05201

(802) 881-9141

Bennington Tennis Center

indoor tennis bennington vermont

Bennington Tennis Center

Indoor Tennis in Southern Vermont. Professional Lessons, court rentals and pro shop services.

200 Lovers Lane
Bennington Vermont 05201 USA



Pickett Hill Guide Service

Pickett Hill Guide Service

Located at the foothills of the Green Mountain National Forest in Bennington, Vermont. Pickett Hill Guide Service is here to bring you closer to nature. Whether you are a seasoned hunter or have not once stepped foot into the woods, we promise to provide you with a unique and enriching experience.

(802) 442-2317