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 Winter Categories

The mountains of the Berkshires lend themselves well to winter sports like skiing and snowboarding. Those who enjoy hiking in the other seasons can try out snowshoeing instead.

• ⛷️ Winter Sports

  The Berkshires are known for their skiiing, with several good-sized ski slopes in the county. Many offer night skiing and snow tubing.

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.

• MASS MoCA 🌟
  1040 Mass MoCA Way, North Adams, MA 01247 (directions)North Adams, MA

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• Norman Rockwell Museum 🌟
  9 Glendale Rd, Stockbridge, MA 01262 (directions)Stockbridge, MA

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• 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

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• 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

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• 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

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