Nine Day Bike Tour of Western Massachusetts.
Day 1: Ride from Northampton, MA to Great Barrington, MA. 57 miles, map and cue sheet provided. Suggested inn: Days Inn, Great Barrington.
Day 2: Waterfalls Loop from Great Barrington. 40-50 mile options, with stops at Bartholomew’s Cobble and one or two waterfalls. Recommended stops: Bartholomew’s Cobble, Umpachenee Falls, Campbell's Falls, Buggy Whips Antiques.
Day 3: Mount Washington / Bash Bish Falls climb from Great Barrington: 40 miles. Recommended stop: Bash Bish Falls.
Day 4: Monterey-Tyringham-Lee- Stockbridge loop from Great Barrington, miles. Recommended stop: Chesterwood, home of sculptor Daniel Chester French, Norman Rockwell Museum, Berkshire Botanical Garden
Recommended Great Barrington Restaurants: Bizen Japanese Restaurant , Castle Street Cafe , Old Mill
Day 5: Great Barrington to Williamstown via Alford, West Stockbridge, Hancock, and Pittsfield. Recommended stop: Hancock Shaker Village . Restaurant: Café Pomo d’Oro. Suggested inn: Maple Terrace Motel in Williamstown .
(Recommended rest day in Williamstown, MA)
Recommended visits: Clark Art Museum, Williams College Museum of Art, Mass MOCA
Day 6: Bennington Loop from Williamstown: 45 miles. Option for extra 8 mile Petersburg Pass loop. Recommended stop: Hemmings Motor News old car museum. , the Bennington Fish Hatchery , ride under three covered bridges. having lunch at All Days and Onions in Bennington
Day 7: Deerfield River loop from Williamstown, 55 miles . Recommended stop: Natural Bridge State Park.
Recommended restaurants in Williamstown and North Adams Freightyard Restaurant & Pub , Hobson's Choice, Jae's Inn , Mezze Bistro & Bar. You might also enjoy hiking the great trails on Mount Greylock!
Day 8: Cycle to Lenox, MA via Adams, Ashuwillticook Rail Trail, Pittsfield. Suggested inn: Apple Tree Inn in Lenox.
Rest day in Lenox, MA. Recommended nearby day off activities: Edith Wharton’s home, The Mount, Tanglewood Music Festival.
Day 9: Begin Huckleberry ride from Lenox to Northampton (Huckleberry ride continues on to Sturbridge.)
Bicycle Shops in the Berkshires: Williamstown: The Spoke , Mountain Goat . Lenox: Arcadian Shop Great Barrington: Berkshire Bike and Board
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