US-44 Litchfield Hills Corridor

44 mi
Length
5
Verified stops
790 ft
High point
Scenic
Road type

The northwestern stretch of US-44 from the New York border at Salisbury east through Canaan, Norfolk, and Winsted covers roughly 25 miles of hilly, forested Litchfield County terrain. The road climbs through dense hardwood canopy, passes the center of Norfolk (trailhead for Haystack Mountain State Park off adjacent CT-272), and descends into the Winsted valley with the Mad River Dam visible roadside. Multiple state parks flank the corridor, and the route pairs naturally with CT-272 and CT-341 into a full northwest-corner loop.

What you'll hit along the way.

Rider-verified stops, overlooks, fuel, and the corners worth knowing about — in the order you'll meet them.

Mile 5.0

North Coventry

A quiet New England town marking the start of the US-44 corridor through eastern Connecticut.

Mile 20.0

Ashford

A rural midpoint town with classic Connecticut countryside scenery along the route.

Mile 35.0

Citgo

Fuel stop in Putnam, useful for topping off before continuing the ride.

Mile 35.0

The Crossings Restaurant & Brew Pub

A local brewpub in Putnam offering a relaxed spot to rest and grab a meal.

Mile 40.0

East Putnam

The eastern endpoint of this corridor, a small town wrapping up the Litchfield Hills run.

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