When peak fall foliage hits the Berkshires, where the color turns first, and the best drives and lookouts near Great Barrington. Updated for the 2026 season.
Tree lightings, markets, concerts and shop-local nights across Great Barrington and the southern Berkshires, with dates and where each one takes place.
Breweries, wineries and distilleries across the Berkshires, from Great Barrington taprooms to hillside vineyards, with what to order and where to find each one.
Traveling to the Berkshires with a dog: pet-friendly studios at East Rock Inn, trails across the road, and the patios and shops that welcome dogs in town.
What to bring to an Airbnb in the Berkshires: kitchen items, layers and the small things guests always forget, plus what your rental probably already stocks.
Where to eat breakfast and brunch in the Berkshires, from Great Barrington and Lenox to Stockbridge: diners, bakeries and long-table brunches worth the drive.
Daffodils and tulips take over the gardens at Naumkeag in Stockbridge each spring. When to go, what is in bloom, and what else to see nearby that week.
Edith Wharton, Herman Melville and W.E.B. Du Bois all wrote here. A literary route through the Berkshires, from The Mount to Arrowhead to Great Barrington.