Bennetts Pond / Hemlock Hills Mountain Biking Trails

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.

Fore more information go to the Fairfield Couty NEMBA website.

Update 9/20/20

NW CT NEMBA completed our final major trail project in Hemlock Hills in Ridgefield CT. Hemlock Hills/Pine Mtn/Bennett’s Pond is among the largest contiguous open spaces in Fairfield County and has become very popular. FCNEMBA has been working for many years with the Ridgefield Conservation Commission (RCC) on various trail projects, and this summer we legitimized the last of the old “social” trails. We built several reroutes to reduce erosion, and closed some “pop-up” trails to reduce proliferation and help the RCC achieve the natural aesthetic that is a foundation of their policy.

Our maps guru, Rich Coffey, has been focused on getting our trail systems updated on Trailforks. Most of our open spaces have cell-service and having updated GPS maps has been very helpful for our new members. Thanks Rich