Mount Greylock Loop

The Mount Greylock Loop is a 12.2 km looped trail that starts and ends in Cheshire, Berkshire County, Massachusetts. Based on our data, the hike is graded as Medium. For information on how we grade trails, please read measuring the difficulty of a hiking trail on hiiker. Also, check our latest community posts for trail updates. This hike can be completed in approx 3 hrs 17 mins. Caution is advised on trail times as this depends on multiple variables. For more info read about how we calculate hike time.