Winter in the Berkshires

Spending a winter weekend in the Berkshires? We’ve compiled a sample itinerary featuring history, scenic vistas, and a cozy inn.

Field Farm

Day One

Book your stay and snuggle up in The Guest House at Field Farm in Williamstown, offering an authentic mid-century-modern Bed & Breakfast. Check in and enjoy a snowy walk around the property before heading out to dinner in downtown Williamstown. Some favorites include Mezze and Coyote Flaco.

After dinner, enjoy time in front of the cozy fireplace in the living room, or head to your room for a glass of wine and a view of Mount Greylock.

Sandy Seated in A Square

Field Farm Living Room

Day Two

Wake up at the stunning Field Farm and plan for your day with Ski Notchview!

With more than 3,000 acres of rolling terrain and miles of groomed ski trails, Notchview, a part of the Hoosac Range in the Berkshire Hills, offers an idyllic escape all year round—but especially in winter. Much of Notchview sits above 2,000 feet; Judge’s Hill, the highest point, is 2,297 feet. Most of the reservation is covered with red spruce and northern hardwood forest. You can also snowshoe alongside the ski trails or go off-track and explore the backcountry.

Notchview

Notchview

Day Three

After another delicious breakfast at The Guest House, plan to head into Williamstown or nearby North Adams for some world-class art, including the Clark Museum and Mass MoCA.

If you are ready to venture further south, don’t miss Winterlights at Naumkeag, a dazzling display of holiday lights and experiences.

 

 

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