Wantastiquet’s east side, Chesterfield, NH

Months after reading about the Chesterfield (NH) Conservation Commission’s work to link Wantastiquet Mountain with Mount Monadnock, I finally got out to Wantastiquet’s east side to look around the area. I’m impressed at the work the Commission’s volunteers have done! Obviously, a lot of people are cooperating to make good things happen.

I started walking from the Madame Sherri Forest trailhead on Gulf Road. (Parking is limited; take care not to park on nearby private property.) There’s a network of short trails throughout the forest, with a couple of them stretching out to nearby hills. I took the Ann Stokes loop to Indian Pond in order to pick up the trail to Wantastiquet Mountain. I’ve been up Wantastiquet a couple of times from the west side in the town of Hinsdale, and I was curious about whether it’s now possible to follow an established trail up the east side from Madame Sherri. Short answer: yes. The trail from Indian Pond isn’t blazed or flagged but is fairly well-beaten and clear.

(Update, February 2026: the Wantastiquet-Monadnock Trail is in place. Learn more at the website of the WMT Coalition.)

ruins of "castle" at Madame Sherri Forest, N.H.
Madame Sherri’s castle, in Madame Sherri Forest, Chesterfield N.H., east of Wantastiquet Mountain.