October 2024
Weekend Itinerary for Fall Foliage in the Berkshires, Massachusetts
We had such a spectacular fall trip to the White Mountains in New Hampshire so I looked at other New England fall foliage areas and found the Berkshires in western Massachusetts with plenty of small towns to explore. I found a fall foliage tracker and first, could not believe this was a thing and second, was pleased to find that during the second weekend of October, we were in peak fall foliage – The Berkshires, here we come! Consider us leaf peepers for the weekend.
| Activity | ||
| Day 0 | Morning | Breakfast at Flo’s Diner Hickey and Peeskawso Peak Trail |
| Afternoon | Taft Farm Stockbridge Coffee and Tea High Lawn Farm Norman Rockwell Museum | |
| Evening | Barlett’s Orchard Farm Market Downtown Lenox Dinner at Cello | |
| Day 1 | Morning | Breakfast at Daily Grind The Cobbles Trail Natural Bridge State Park |
| Afternoon | Downtown North Adams Tunnel City Coffee Jack’s Hot Dog Stand Top of Mount Greylock | |
| Evening | Whitney’s Farm Downtown Lenox Bistro Zinc | |
| Day 2 | Morning | Breakfast at Dottie’s Coffee Lounge Mass Audubon Pleasant Valley Wildlife Sanctuary No. Six Depot Roastery & Cafe |
| Afternoon | Harvest Festival at the Berkshire Botanical Gardens Downtown West Stockbridge | |
| Evening | Baldwin Farms The Incredible Naumkeag Pumpkin Show | |
| Day 3 | Morning | Breakfast at Dottie’s Coffee Lounge Visiting the Hancock Shaker Village |
| Afternoon | Hilltop Orchards Departure |