Posted on November 29, 2013 and last updated on August 15, 2017

East Freeport Trails


  • Preserve Size: Not sure
  • Trail Mileage: ~3.5 miles in network
  • Pets: yes
  • Difficulty: easy
  • Sights: brooks, woods

Freeport Conservation Trust has done a great job of linking conserved lands to make for substantial walks in quiet places. In this network, the Brimstone Trail connects with the Kelsey Brook and Antoinette Jackman trails. The highlight is perhaps the Antoinette Jackman trail, which takes you to the upper reaches of the Little River. At one point, if you’re coming in from the Brimstone side, you’ll have to turn back if you have a dog with you before the short spur of Bessie’s Trail because you’re encroaching on a farm (with llamas) and dogs aren’t allowed. From end to end, it’s approximately three miles.

In the spring of 2017, Brunswick’s land trust linked its Chase Reserve to the Freeport trail system. There are plans to add more linkages, too, with the nearby Calderwood Preserve.

Part of the network, the Kelsey Brook Trail, does not allow dogs.

Directions: There are several ways to access these trails. If you start at Brimstone, turn onto Ringrose Road from Pleasant Hill Road. The trailhead and parking area are on the left, 0.2 miles down Ringrose Road. If you start on the other side, bear right from Bow Street (if you’re coming from downtown Freeport) on Flying Point Road; turn left onto Litchfield Road. Continue 0.1 mile to a parking area on the left side of Litchfield Road.

View East Freeport Trails in a larger map