Jack Pines Pirates Trail System

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A system of fun easy to moderate ATV trails with multiple views over southern Vermont.
Trail Activity
Atv riding
Length
30.10 miles, Network
Difficulty
Easy, Moderate
Towns
Readsboro (VT), Whitingham (VT)
Surface
Packed Earth/Dirt, Gravel/Crushed Stone/Cinder, Grass/Meadow, Road, Paved, Road, Unpaved
Pets
Permitted on leash
Fees
Yes

Description

The Jack Pines Pirates OHV Club was founded by residents of Readsboro Vermont to bring legal ATV trails to southern Vermont. Our goal is to create, open, and maintain a sustainable, safe, and fun ATV trail system for everyone to enjoy. This would not be possible without generous landowners that allow our trails on their property.

Our trail system currently consists of 30 miles of OHV riding that also connects to our neighboring club, The Bennington Trail Cruisers. Our club also offers Winter Adventure Riding -- WAR for short. WAR allows OHV’s with tracks the opportunity to extend their riding season once there is an adequate snow base. WAR is only allowed on the JPP trail system and does not extend into the Bennington Trail Cruiser's trail system. There are no wheeled vehicles allowed on the trail system during WAR season and our club closely monitors the trail conditions to open and close them when need be.

Follow The Jack Pines Pirates OHV Club Facebook page for up-to-date information and trail closure status

Other Information

You can become a member of The Jack Pines Pirates online.

A Trail Access Decal is required to use this trail system. They can be purchased online.

Please follow Vermont Trail Ethics:

  1. Know and respect the allowable uses of the trail.
  2. Respect other trail users.
  3. Respect public and private landowner’s property.
  4. Use good judgment and tread lightly; trail conditions are subject to change at any time.
  5. Stay on marked trails.
  6. Respect natural resources, historic structures, and wildlife.
  7. Be prepared with food water, and first aid.
  8. Pack out your trash.
  9. Respect all trail closures.
  10. Plan ahead, be safe, and have fun.

Trail Manager

The Jack Pines Pirates Trail System is maintained by local volunteers and the Vermont ATV Sportsman’s Association. For more information please contact:

The Jack Pines Pirates
PO Box 36
Readsboro, VT 05350
thejackpinespirates@gmail.com
View website
Vermont ATV Sportsman's Association (VASA)
14 Don Camp Drive
Barre, VT 05641
Phone: (802) 477-5075
office@vtvasa.org
View website

Trail Tips

Travel on Durable Surfaces
If you have to step off the trail, step onto a rock or soil. Avoid stepping on fragile vegetation.

Trailhead Information

There are two trailheads for the Jack Pines Pirates trail system.

Heartwellville Trailhead - From VT-8 turn west on Williams Road (mislabeled as Schinck Rd on Google Maps) to the intersection of FR 73. Park in the pull out on the south side of FR 73.

Village Trailhead - From VT-100 in Readsboro, turn south onto Depot Street then turn right onto Harriman Station Drive. Turn right onto TH-33, which is the road directly prior to 988 Harriman Station Road. Park along the sides of the parking area to leave the center traveled lane open. 

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