Middletown to Putnam is 51.8 miles out and 51.8 miles back for a total of 103.6.
Click the link below to see the route on Ride with GPS

Ludlow to Woodstock is 26.8 miles 3 gravel sections and Woodstock back to Ludlow 4 more gravel sections in the last 35.2 miles
for a total of 62 miles

73 miles of epic and very challenging off-road riding including 9,000 feet of climbing. The VT Monster is best attacked with a Cyclocross bike though Road, Mountain can handle it.

Parking at the Kinsman Brewery you ride north at Red Oak Hill Rd goes left and follow the trail through Unionville and Collinsville to Simsbury meeting up to the main trail and go right. Going south back the the brewery.

The Icebox Gravel is a 30-mile ride of mostly gravel roads. All roads are very rural, scenic and, for the most part, very lightly traveled. Half of the Tour-de-Forest is on a private gravel road with no cars allowed.

60 miles of Paved roads and gravel sections in the scenic Litchfield County. You will go south on the iconic Walker Brook Road to Roxbury looping back to Bantam.