Over 2000 miles of trails on CT Trail Finder, and many more to come!

Old Bailey Road

The Old Bailey Trail, constructed by an Eagle Scout, is a short walk between the tree line and a baseball field through short pine trees.
Trail Activity
Walking Hiking Mountain biking
Length
1.4 miles, Round Trip
Difficulty
Moderate
Town
Bolton
Surface
Packed Earth/Dirt, Rock/Ledge
Pets
Permitted
Fees
No

Description

Shepard Livingston (Troop 25) constructed this trail for his Eagle Scout Project.

The hike begins by the short pine trees and runs between the tree line and the baseball field until the woods. The trail then follows the abandoned Old Bailey Road along the white blazes. The trails then follow counterclockwise or clockwise and return to the junction and eventually back to the parking lot.

Trail Manager

Town of Bolton
Town of Bolton
222 Bolton Center Road
Bolton, CT 06043
860-649-8066
View website

Trail Tips

Travel and Camp on Durable Surfaces
Walk single file in the middle of the trail. Wear the right shoes and enjoy the mud - you're in the great outdoors!
Legend
Hide All

Trailhead Information

From Route 85 or Hebron Road

From Route 85 turn east onto Loomis Road, then left (north) onto Brandy Street. 

From Route 6

From Route 6 take Steeles Crossing Road to Bolton Center Road, then turn south onto Brandy Street.

Trail Access

Access is from the north side of Bolton High School at 72 Brandy Street. Weekday access may be limited during school hours. There is visitor parking in front of the building. On weekends there is ample parking on the north side of the lot.

 

Click on a parking icon to get custom directions
Please Log In or Create Account to add comments.
Add a Service
Find businesses and organizations that are located around this trail that support adventuring outdoors!
Legend
Hide All
Hide All
No services shown. Try zooming out.
Hang Tight!
Nearby services are loading
SHARE THIS TRAIL
PRINT THIS TRAIL

Add Trail Log

Please wait…
Join In on the Fun!
Log in or create an account below to unlock all the great features of Connecticut Trail Finder: keep track of trails you want to do, preserve memories of trails you’ve done, and more!
Your log in attempt was not successful. Please try again.
    Lost your password? Reset your password
    Don't yet have an account?
    There was an issue with your submission. Please try again.
      * Indicates required field
      Already have an account? Login here
      Enter your username, and we will send you a new, randomly generated password to your email account.
      There was an issue with your submission. Please try again.

        Success! A new password has been emailed to you.

        Log in now

        Please wait…