Berkshires and Pioneer Valley welcome guests to rest in the lap of history

As the home state of Plymouth Rock and several critical sites of the American Revolution, Massachusetts is arguably among the most historic places in the United States. Historic hotels and other historic lodgings are numerous in MA, including the Berkshires towns of Great Barrington, Stockbridge, Lee, and Lenox, and the Connecticut River Valley towns of Springfield, West Springfield, Northampton, and Amherst. Many of these Colonial-era or 18th- and 19th-century hotels and inns boast period furnishings and owners who are more than happy to discuss the period with visitors. Most historic lodgings also are near locations of early gatherings and battles that helped form the United States.
Entrance Couch - Hotel on North - Pittsfield, MA
Hotel on North

297 North Street Pittsfield, MA, 01201 Phone: 413-358-4741

Boutique hotel draws on its legendary past and its vibrant sense of modern amenities

Don’t be surprised if you hear whispers of the past in the corridors of the Hotel on North, the boutique hotel in the center of the Berkshires region. The hotel’s buildings, on the National Register of Historic Places, have a long heritage as the legendary menswear and sporting goods emporium, Besse-Clarke. Many century-old details have been preserved, including exposed brick walls, tin ceilings, decorative columns – even a (stationary) birdcage elevator. But the present is evident here, too, with 45 individually appointed rooms, all with lightning-fast wifi, pillowtop mattresses and luxurious linens. The hotel is minutes away from all the great Berkshires attractions, from art and history museums to cultural venues, ski slopes, hiking, biking and shopping.
Exterior Porch View 500x250 - Deerfield Inn - Deerfield, MA
Deerfield Inn

81 Old Main Street Deerfield, MA, 01342 Phone: 413-774-5587

Ambiance at this gracious New England inn reflects its history, hospitality

Guests at the Deerfield Inn used to arrive by stagecoach back in 1884, when the inn first welcomed travelers to the aptly named Happy Valley region of Massachusetts. Parts of that past are still in evidence in the gracious 24-room inn: There’s the original hayloft door, the horse weathercock still turns, there are native plantings in the gardens, and the front porch ceilings are still painted robin’s-egg blue. Some of the uniquely appointed rooms and suites have period furniture, there’s a quaint parlor, and the restaurant, which serves superb meals, has period wallpaper along with its cheery fireplace. The inn is perched among fine examples of 19th- and 20th-century homes, right on Old Main Street in Deerfield Village, listed as a National Historic Landmark.
Ponds at Foxhollow Exterior Lenox MA
Ponds at Foxhollow

Route 7 Lenox, MA, 01240 Phone: 413-637-1469

Former estate ‘cottage’ now a comfortable mountain resort perfect for getaways

The Ponds at Foxhollow has been part of the Berkshires scene since the late 19th century, when George Westinghouse built a “cottage” on the 223-acre estate for his wife, Marguerite. The estate, originally called Erskine Park, went on to do service as a girls school for 40 years in the mid-20th century. Today, it welcomes guests seeking a respite in a scenic, secluded resort with in-room amenities including fireplaces, decks overlooking the pond, fully equipped kitchens and jetted tubs. Two-bedroom condos have loft sitting rooms. The resort has indoor and outdoor pools, a fitness center, hot tub, sauna, a playground and courts for tennis, bocce and basketball and is close to the region’s great restaurants, museums, recreational activities and arts venues.
Begin your adventure at Plymouth Rock this spring - See Plymouth, MA!