Family Lodging in the Berkshires: Farms, Resorts, and What Works

    Where families stay in the Berkshires, from Williamstown and North Adams to the inns around Lenox and Stockbridge, and when to book.

    Berkshires landscape

    The Berkshires run about 60 miles across western Massachusetts, from the Vermont border to the Connecticut line, and two things shape family lodging here: the summer arts calendar, which brings many visitors without children, and the outdoors, which draws families year-round. In July and August the two overlap, and rooms near Lenox and Stockbridge fill early.

    For families, the region has gentle mountains, farms and museums that hold older children's interest, including MASS MoCA in North Adams, the Norman Rockwell Museum in Stockbridge and the Berkshire Museum in Pittsfield. The northern end, around Williamstown and North Adams, and the southern end, around Lenox, Stockbridge and Great Barrington, differ in lodging and in what there is to do.

    What Makes the Berkshires a Family Destination

    Mount Greylock, at 3,491 feet the highest point in Massachusetts, has hiking trails from several trailheads and is managed by the Massachusetts Department of Conservation and Recreation. The Appalachian Trail crosses the region from south to north, and state forest ponds such as Benedict Pond in Beartown State Forest have swimming in summer.

    The Berkshire Natural Resources Council keeps a network of conservation land with hiking trails outside the state park system. Families planning a trip around the outdoors will find more trails than the Berkshires' reputation for the arts suggests.

    The Northern Berkshires: Williamstown and North Adams

    The northern Berkshires, around Williamstown, Adams and North Adams, are closest to Mount Greylock, which has trails and a seasonal road to the summit. The Porches Inn in North Adams, across from MASS MoCA, has a four-season outdoor pool, TOURISTS has 80 wooded acres with trails along the Hoosic River, and The Williams Inn has 64 rooms on Spring Street in Williamstown, near the Clark Art Institute.

    The northern Berkshires have fewer of the big summer arts venues than the Lenox area, though MASS MoCA and the Williamstown Theatre Festival draw summer crowds, so rooms are often easier to find in July and August.

    The Porches Inn at MASS MoCA

    The Porches Inn at MASS MoCA

    North Adams & Williamstown · Inn · $$

    Directly across the street from MASS MoCA. A row of Victorian row houses painted in…

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    The Williams Inn

    The Williams Inn

    North Adams & Williamstown · Inn · $

    Sixty-four rooms on Spring Street, opened in 2019. The Barn restaurant and bar on site.…

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    Inns and Small Hotels Near Lenox and Stockbridge

    Most of the region's inns are in the southern Berkshires, around Lenox, Stockbridge, Lee and Great Barrington, close to the summer arts venues and to Bash Bish Falls and Beartown State Forest. The Red Lion Inn has 125 rooms and a year-round heated outdoor pool, and Black Swan Inn in Lee has 52 rooms on Laurel Lake, with beach access and kayak and pontoon boat rentals. Summer and foliage weekends here need early booking and cost more than in the north.

    For families, the southern Berkshires suit trips that mix a morning hike with an afternoon at the Norman Rockwell Museum or Jacob's Pillow. Many inns here are geared to adults, though most accept children, so ask about rooms with two beds or connecting rooms.

    The Red Lion Inn

    The Red Lion Inn

    Stockbridge & West Stockbridge · Inn · $$

    Taking guests on Main Street in Stockbridge since 1773. The birdcage elevator, antiques…

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    Black Swan Inn

    Lenox & Lee · Inn · $

    Fifty-two rooms on Laurel Lake, with kayaks and a pontoon boat. Mint, an Indian…

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    Suites, Kitchens and Resort Lodging

    Families who want space to spread out and cook can look at suite-style properties. Shaker Mill Inn in West Stockbridge has rooms with private entrances and kitchens or kitchenettes and welcomes families and pets, and East Rock Inn, less than a mile from Ski Butternut, has rooms up to a 2-bedroom apartment, some with full kitchens.

    For a resort with activities on site, Jiminy Peak in Hancock runs a ski area in winter and a mountain coaster and other rides in summer, with its own lodging. The region's large wellness resorts, such as Canyon Ranch and Miraval, are aimed at adults.

    Shaker Mill Inn

    Stockbridge & West Stockbridge · Inn · $

    Rooms with private entrances and kitchens or kitchenettes, in the village of West…

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    East Rock Inn

    East Rock Inn

    Great Barrington & South County · Inn / Motel · $

    Eighteen renovated rooms at the base of East Rock Mountain, under a mile from Ski…

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    Seasonal Considerations

    Family travel in the Berkshires peaks in July and August, when Tanglewood, Jacob's Pillow and summer outdoor activities overlap, and it is also when rates are highest and rooms need booking furthest ahead. Fall foliage in mid-October is the second peak. Winter is quieter, and some properties shorten hours or close, though Jiminy Peak and Butternut draw skiing families from December through March.

    Spring, from April through Memorial Day, has lower rates and fewer crowds.


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