We love hiking the Berkshires, and this is just one of many great spots! Grab a bagel in Lenox at Bagel and Brew and then watch the sunrise over the autumn foliage and the lake.
You can drive or hike to the top of Greylock, the highest point in the state of Massachusetts. The mountain is rumored to be the inspiration for Herman Melville's, "Moby Dick" and offers incredible views of the fall foliage.
High Lawn hosts a family-run dairy farm of Jersey cows and offers incredible ice creams and cheeses.
Stockbridge is a fun visit in the fall, and you'll see the streets decked out for the season. Grab a hot chocolate or pastry at the Lost Lamb and wander the shops.