Towns in the Berkshires
The Berkshires consists of thirty towns, varying heavily in terms of population density and size. Each has their own charm and draw to them, some have more things to do in them than others.
Top Fall Categories
Fall foliage season is in full effect this time of year. Leaf peepers from all around come to the Berkshires to hike, pick apples and find the best, hottest, freshest apple cider donuts around.
🍩 Apple Cider Donuts
Apple cider donuts are a Berkshires speciality that you see only during Fall Foliage season. There are about a dozen farms/stores in the county that make them fresh on the weekends mostly. Always best when hot.
🍎 Apple Picking
Plenty of farms let you come and pick your own apples, which can be a lot of fun for the whole-family.
🍁 Fall Foliage
The Berkshires are known for their bright colors during autumn, drawing "leaf peepers" from the cities of New York and Boston each year.
Our absolute favorite things to do in the Berkshires
These are some things we've hand picked and always do when we are here in the mountains and recommend to all our guests.
- No. Six Depot 🌟
6 Depot St, West Stockbridge, MA 01266 (directions)Excellent, high-quality coffee roastery and cafe in the heart of the Berkshires. Has a great reading room and outdoor seating–just the ultimate Berkshires coffeeshop vibe.
West Stockbridge, MA - Taft Farms 🌟
119 Park St, Great Barrington, MA 01230 (directions)Really the absolute best, freshest apple cider donuts in the Berkshires. Also a really nice little farm store.
Great Barrington, MA - Mount Greylock 🌟
30 Rockwell Rd, Lanesborough, MA 01237 (directions)When the skies are clear, take a drive to the summit of Mount Greylock. You can do a little hike around there. The Appalachian Trail actually runs right through the summit.
Lanesborough, MA