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Biking paths are numerous in Litchfield Connecticut

Railroad Ramble

Route 41 and Main Street in Lakeville to Library Street in Salisbury Lakeville to Salisbury, CT Phone:

Trail Length: 1.7 miles

The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad. In Lakeville, the trail can be found just off of Route 41 at the back edge of a recreational complex. The trail here is dirt and grass. The dirt and grass end at Walton Street, where the trail shares the street's asphalt surface for a couple of blocks. At the end of Walton Street, the trail surface is dirt and grass until it ends at Library Street in Salisbury.

Parking & Trail Access:
The Railroad Ramble parallels US Route 44 in Lakeville and Salisbury. Trail users can access the trail from the ballfield at Route 41 and Main Street across from the fire station or Walton Street in Lakeville, Salmon Kill Road in Salisbury or via Library Street and Railroad Street in Salisbury. 

Middlebury Greenway

Junction of Routes 64 and 63 to Quassy Amusement Park Middlebury, CT Phone:

Trail Length: 4.4 miles

This asphalt path winds 4.4 miles through Middlebury. State Route 64 parallels the greenway for its entire length, but this won't lessen your enjoyment. The trail follows the contours of the land, making it hillier than a typical rail trail. If you're taking the trail out and back, travel east to west for an easier downhill return. Parking on the east end is also more convenient. The initial stretch is an in-town trail. Farther west you'll come upon two small landscaped parks. Alternating between woods and residential areas, the trail continues 2 miles to Meadowview Park. Approaching the trail's west end, you'll overlook Lake Quassapaug and its sandy beach, and pass Quassy Amusement Park. The trail ends at an access road leading to a Little League baseball field.