Updated July 10, 2025 09:06AM

'flickr/walknboston'
The king of the Berkshires seems like the best place to catch 90-mile summit views of Mass’s world-famous fall foliage—if you don’t know about its quiet shoulder. Stop midway up this alternate, 5.5-mile huffer to the summit for a crowd-free view of painted slopes, as well as Greylock itself and The Hopper, a glacial cirque bursting with reddening forest.
Distance 11 miles (lollipop-loop) Trailhead 42.637661, -73.219498 Drive time 2:15 from Worcester Season May to November Contact