Western Connecticut Routes

Of all the ways to explore Western Connecticut, electric biking on the backroads puts you in that gorgeous scenery, not just alongside it. 

Site icon of electric bike rider

A Weathered timber frame house along an unpaved road in the Western Connecticut countryside

The Macedonia: A Western Connecticut Ride

The Macedonia Brook tumbles alongside the start of this 16-mile ride in Kent, Connecticut. With plenty of hardpack and gravel, hybrid e-bikes are well-suited to the route.

A brilliantly colored forest road

The Steep Rock

This isn’t farm country, but rolling woods and dirt roads for miles. Streams and the Shepaug River flow under bridges at several turns, and in the fall, the rivers are lit from above by the golden leaves of massive sugar maples and yellow birch. 11.5 miles.

BLACK AND WHITE image of top of ornate dome on library

The Sherman

From Sherman, Connecticut, cross into New York State and ride "The Oblong", a slice of historic disputed territory now given to forest and farm.

More e-bike routes you might like:

A sunrise view of the Hudson River and valley in autumn

The Perkins Memorial

Perkins Memorial Drive leads to the tower atop Bear Mountain, but the real pleasure is having this road to yourself when it's closed to cars. Take your electric bike effortlessly to the top, then swing back downhill and into the Bear Mountain Inn.

An outdoor view, on a sunny warm day, of a balcony at a brewery.

The Craryville

Cycle Craryville, the pastoral heartland of the Upper Hudson Valley, with golden meadows and the blue foothills of the Berkshire mountains.

A brilliantly colored forest road

The Steep Rock

This isn’t farm country, but rolling woods and dirt roads for miles. Streams and the Shepaug River flow under bridges at several turns, and in the fall, the rivers are lit from above by the golden leaves of massive sugar maples and yellow birch. 11.5 miles.

A brightly lit christmas tree in front of a large mansion at dusk.

The Garrison

Watch carefully for signs of the Revolutionary War — canon balls, milestones and markers — along this lovely wooded route in Putnam County. Bring the wide tires, and watch out for washboard rough roads.