Pootatuck State Forest Loop is a 1.8 mile lightly trafficked loop trail located near New Fairfield, CT that features a lake. The trail is rated as moderate offers a number of activity options.
Hilly terrain with great features. Pootatuck State Forest is almost 1,200 acres. It is located primarily in New Fairfield, with a small portion in Sherman. The main block of the Forest rises steeply from the western shore of Squantz Pond. Most of the Forest was acquired in the 1920s for about $10 per acre. In the 1930s, the Civilian Conservation Corps (CCC) established a work camp at nearby Squantz Pond State Park. The CCC was very active in the Forest. They planted trees, built roads and fire ponds, salvaged dying chestnut trees for posts and poles, and did forest thinning to produce firewood.
There are other patches of land off of the main section. They're on Short Woods and Beaver Bog. Parking for the main section is always free on Pine Hill Road plus it puts you at the top of the mountain. It cost around $6 to park at Squantz Pond.
There are many trails available in this area. You can spend 30 mins doing a loop or go exploring and spend a good amount of the day in the woods. Nothing special unless you are making the trek to the lookout by Squantz Pond, then there is a spectacular view.