Trailside Services are now part of CT Trail Finder!

Historic Indian Trails Park Lane Area (Woodbridge Greenway)

These trails are remnants of the Old Naugatuck Trail and The Derby Trail (historic Paugusset Indian Trail). Today, they provide views of the natural and historic beauty of Woodbridge.
Trail Activity
Hiking Bicycling Cross-country skiing
Length
4.6 miles, Network
Difficulty
Moderate, Advanced, Strenuous
Town
Woodbridge
Surface
Packed Earth/Dirt, Rock/Ledge
Pets
Permitted on leash
Fees
No

Description

The trails lead through historic Indian Lands. Many arrowheads, spearpoints, and artifacts have been found here. It is believed that there is an Indian burial ground somewhere in the vicinity. The Mack and Sills American Indian Families, part of the Paugasset Tribe, have lived in the Park Lane, Krum Elbow area for generations.

As part of the Woodbridge Greenway, coming from Racebrook Estates, this trail system can be accessed from Pease Road by turning east onto the Eversource gravel way and staying on this gravel way at the fork until it bends north.  From here, continuing north on the gravel way will make a loop onto the Naugatuck trail back to the bend. Alternatively, turning east will lead to Burma Road.

At the first fork, taking the connector trail, instead of staying on the gravel way, will meet the Naugatuck Trail farther south. About midway to Park Lane/Old Derby Trail, the Yellow Trail splits off through the woods in northeast direction, which goes to an old foundation of a gristmill where grain was ground between a round stone and an anvil shaped stone. The Yellow Trail eventually meets Old Derby Trail near Amity Road. Continuing on the Naugatuck Trail instead will lead to the intersection with Park Lane/Old Derby Trail. After crossing Park Lane, the Naugatuck trail ascends onto Big Boulder, a huge glacial erratic believed by many to be the largest in Connecticut.

From the top of the ridge, the White Trail branches off to the northeast. Another old stone foundation can be found along the White Trail, which then sharply doglegs to the left going under the power lines to another glacial erratic. From the end of Krum Elbow, the White Trail will connect with Old Derby Trail (red blazed), to the northern end of the Yellow Trail, and eventually to Amity Road.

Following the Naugatuck Trail southwards instead leads to the southern trailhead near the overpass of Route 15 over Route 243/ Fountain Street. This last stretch alongside the highway cut offers a splendid view across New Haven Sound, West Rock and East Rock. 

The northern part of the Naugatuck Trail and Old Derby Trail offer an easy walk, while the southern part of this area includes some advanced to strenuous climbs.

Other Information

Rules

  • This area is for passive recreation only: hiking, bicycling, cross-country skiing. 
  • No motorized vehicles.
  • All pets must be leashed. Please bag and remove any dog waste.
  • No Littering.

Trail Manager

Please direct questions and comments to

trailmaster@woodbridgect.org 

Trail Tips

Plan Ahead and Prepare
Tell someone your plan and when you’ll return, just in case.
Legend
Hide All

Trailhead Information

From Route 15

From Route 15 take Exit 59 and turn south onto Whalley Avenue (Route 69). Turn left to stay on Whalley Avenue (now Route 63). Turn south onto Randall Street, then turn west onto Fountain Street (Route 243). Follow the road until Park Lane and turn right.

On-street parking is available at the trail heads on Park Lane and Fountain Street. 

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…