Beginner Off-Road Trails Near West Simsbury, Connecticut

Mottlan - Jericho Road

The dirt and gravel Mottland Road to Jericho Road leads directly into the Cockaponset State Forest trail network. Enjoy a leisurely drive through the forest on this road, which also leads to several unmarked side…
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Total Miles
2.1
Tech Rating
1 Easy
Best Time
Sp / Su / Fa / Wi

Filley Road

Serving as an entrance to the Cockaponset State Forest trail system, Filley Road is a very straightforward dirt and gravel path. The road allows for a smooth cruising experience through the forest and offers additional…
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Total Miles
1.7
Tech Rating
1 Easy
Best Time
Sp / Su / Fa / Wi

Old Country Road

In order to access the trail system of the Cockaponset State Forest, Old Country Road is a very straightforward dirt and gravel entrance. The road allows for a smooth cruising experience through the forest and…
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Total Miles
2.1
Tech Rating
1 Easy
Best Time
Sp / Su / Fa / Wi

Tower Hill Road to Spruce Ledge Road

This trail is a straightforward path; however, there are sections that have puddle crossings that range from six to ten inches in size and require some ground clearance. The majority of obstacles are very straightforward…
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Total Miles
1.8
Tech Rating
2 Easy
Best Time
Sp / Su / Fa / Wi

Whitney Place to New Lenox Road

This is an easier trail with some deep mud holes and numerous small rocks along the trail. It brings you to the secluded and picturesque Farnham Reservoir (City of Pittsfield) which provides plenty of cascading…
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Total Miles
3.5
Tech Rating
3 Easy
Best Time
Sp / Su / Fa

Roaring Brook Road

This trail skirts the edge of a very marshy section of the Housatonic River. This trail is mostly flat, with some large dried-up mud holes and a few washed-out sections. 4WD is not necessary, though…
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Total Miles
1.8
Tech Rating
1 Easy