Bennett's Pond is part of the Connecticut State Park System. Together with Ridgefield's Hemlock Hills, Pine Mountain and Lake Windwing [Ridgefield Open Space Association (ROSA)] it forms one of the largest nature preserves in the Southwest portion of the state. Glacial activity has left numerous erratic boulders and small cliffs throughout the area. Featuring a wide variety of terrain it's a picturesque place and any ride here is bound to be memorable.
The area consists of meadows, woodlands, wetlands and steep ridges all traversed by great trails of varying difficulty. The ride down to the pond is an easy and fast downhill but as you go north into Pine Mountain or further west into Hemlock Hills, the terrain can be challenging.
Trails feature twisty tight single track along rock-strewn ridges; there's even a massive slick rock section. With some hike a bike in the northern reaches—Bennetts is still a diamond in the rough but an awesome park to explore.