Air Line Trail in CT

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
Middletown to Putnam

Ludlow VT Gravel 

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
Ludlow Gravel loop

VT Monster Gravel

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.
VT Monster Gravel

Kinsmen Brewery loop

Kinsmen Brewery loop
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 Brewery Loop