Posted on January 20, 2019 and last updated on July 31, 2022

Hundred Acre Wood, Brooklin


  • Preserve Size: 113 acres
  • Trail Mileage: 1.7 mile loop
  • Pets: yes
  • Difficulty: easy
  • Sights: forest

Yes, this preserve is named after Winnie the Pooh’s beloved habitat! The pleasing trail does in fact take you through a bit over one hundred acres of woods. I appreciate a trail system where the trail designer has thoughtfully created an elegant loop that includes an area’s highlights.

In 2002, the Blue Hill Heritage Trust was building an all-access, wheelchair-accessible trail on the property.

Directions: From the rotary in Blue Hill, turn onto South Street and veer right on Route 172. Go 6 miles before turning left onto Hales Hill Road. Go another .7 miles to a four-way intersection. Continue straight onto High Street. The trail head and parking area is roughly 500 feet from the intersection, on the left.


Let me know if you have any trail updates or corrections!