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

Architecture and Décor of Past Centuries Saturates Your Senses

Start with a 19th century downtown men’s haberdashery, now on the National Register of Historic Places, and furnish it with re-purposed things of older times, like wheeled garden carts and auditorium chairs, and you have the feel of past ages all around you. The Hotel on North, in the heart of Pittsfield, is surrounded by towns and countryside that has attracted vacationers for more than a century. The past is layered over the boutique hotel as exposed brick walls, hammered tin ceilings, and antiques chosen with an eye to whimsically mixing past and present. Step outside to visit and explore the homes and work places of 19th-century writers, sculptors and art collectors, and you will feel part of the history of a beloved New England region.
Beige Guest Room with 4-Poster 500x250 - Blantyre Hotel Restaurant & Spa - Lenox, MA
Blantyre Hotel, Restaurant & Spa

16 Blantyre Road Lenox, MA, 01240 Phone: 413-637-3556 Toll-Free: 844-881-0104

Enter into the Gilded Age when you stay at this Berkshires castle-like estate

Leave your modern-day cares behind and step into the elegant Gilded Age at Blantyre, the Relais & Chateaux hotel on 110 acres of lawn and woodlands in the stunning Berkshires. The turreted Tudor estate, built at the turn of the 20th century as a tribute to the owner’s ancestral home in Scotland, includes a Main House with luxurious suites, many with fireplaces; a Carriage House with intriguing loft spaces; and several self-contained romantic cottages. Gourmet dining, Zagat remarked, is “served with old-world elegance.” Modern conveniences include a spacious heated outdoor pool, four Har-Tru tennis courts and The Potting Shed Spa. The area offers every attraction from golfing and horseback riding to antiques shopping, museums, concerts and theater.
Exterior Porch View 500x250 - Deerfield Inn - Deerfield, MA
Deerfield Inn

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

History abounds and comfort surrounds you

Welcoming travelers since 1884, this historic inn is at the heart of the mile long Old Main Street in a National Historic Landmark village. Yankee magazine says this is New England’s best 19th-century inn. Homes from the 18th and 19th century, many of them open to the public, line the street, along with working farms that provide much of the produce to our scratch kitchen. Cozy rooms are furnished with antique and period reproductions and comfy reading chairs, with the present-day pleasures of earth-friendly amenities, chamois robes and television. Enjoy classic favorites with a contemporary twist and local, seasonal produce in the inviting restaurant and tavern with their comfortable seating, fireplaces, and mahogany dining bar. Historic Deerfield abounds in stories from our colonial past.
Ponds at Foxhollow Exterior Lenox MA
Ponds at Foxhollow

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

19th century grace with 21st century amenities

Inventor/Industrialist George Westinghouse had planned for “100 acres of lawn..a velvet plain stretching to the horizon, unbroken, by paths, driveways shrubs, with perhaps only an occasional magnificent tree – an oak, an elm, or a great sycamore on it." On this land he built a late 19th century cottage for his wife, Marguerite. The land would change hands until 1977 when the property claimed its current incarnation, set on the 223-acre estate. The resort features 48 one and two bedroom condominiums with a master bathroom with Jacuzzi, kitchen, dining area, living area, deck, and fireplace. On site and off recreational activities abound as do the historic villages, homes, museums, Inns and taverns nearby - enough to fill a history buff’s curiosity and agenda for a long while.
Exterior Porches Inn at MASS MoCA North Adams Massachusetts
Porches Inn at MASS MoCA

231 River Street North Adams, MA, 01247 Phone: 413-664-0400

Luxuries and simple comforts in restored 19th century row houses

The 47-room Inn decorated in “granny chic” is directly across the street from the internationally renowned Massachusetts Museum of Contemporary Art. Set in newly restored Victorian row houses, it features long verandas, bold outside spaces, and interiors that mix striking, colorful style with homage to the buildings’19th Century heritage. Spaces are filled with retro furniture and collectibles from vintage plates and paint-by-number pictures framed on the walls, to vintage TV lamps. No two rooms are alike and the comforts are everywhere from lofts and/or spiral staircases. separate living rooms, working fireplaces, to private slate floored baths with Jacuzzi, claw foot tubs, and separate shower stalls. There’s complimentary continental breakfast, a heated outdoor pool, fitness center and lobby bar.
Bar Couple - Red Lion Inn - Stockbridge, MA
Red Lion Inn

30 Main Street Stockbridge, MA, 01262 Phone: 413-298-5545

History and romance meet on Main Street Stockbridge

The Red Lion Inn is one of the original Historic Hotels of America and one of the few New England Inns built before 1800 that is still operating. Located at the center of the village of Stockbridge and immortalized in Norman Rockwell's painting, "Stockbridge Main Street at Christmas,” the inn has hosted five presidents and notable figures including Nathaniel Hawthorne, William Cullen Bryant and Henry Wadsworth Longfellow. Its 125 guest rooms and common areas showcase early American furnishings and china. Amenities include outstanding cuisine, a fitness room, spa, a library and reading room, a wide porch with rocking chairs, a gift shop, and nightly entertainment at the Lion’s Den. Nearby are many of the Berkshires’ popular cultural and outdoor attractions.