The Best Hotels in the Berkshire Hills

Doug Kerr via Flickr

The Berkshire Hills epitomise country life at its most idyllic. The landscape is serene and beautiful, with hills and mountains to add interest to the lush green. And there are miles of walking trails running all over them. But this is a place of cultured leisure, so there’s plenty to do too: world-class theatre and music festivals, great restaurants and some impressive museums. Our guide to the best hotels in the Berkshire Hills will give you ideas for the perfect bases from which to explore this glorious region.

Massachusetts Office of Travel

Some of the best hotels in the Berkshire Hills have been converted from the grand ‘cottages’ built by the well-to-do elite of Boston and New York, who have always come here to escape the city heat in summer. Our Guru’s recommendations for the best hotels in the Berkshire Hills also includes some spoiling spas and peaceful country inns.

Doug Kerr via Flickr

The Berkshires have been associated with New England and a tradition of idealism and intellectualism, which is why this relatively rural region has so many impressive museums, but being equidistant between Boston and New York, the culture has been gradually settling down to represent a mid point between both cities. Norman Rockwell’s Museum is just outside Stockbridge, his former home, and Tanglewood in Lenox is the summer home to the Boston Symphony Orchestra for example. Williamstown has a well known Shakespeare Company, plus the Clark Art Institute, a particularly beautiful and well appointed art museum.

Use our guide to the best hotels in the Berkshire Hills and start planning your trip now!

The Most Romantic Hotels in the Berkshire Hills

• The Gateways Inn is an easy walk from downtown Lenox, with 11 Shakespeare themed bedrooms and an old world charm. There’s a great restaurant with live music.

The Best Hotels in the Berkshire Hills for a Complete Escape

• Ivy clad and castle-like, Blantyre, outside Lenox, is a grand hotel set on its own 220 acre estate. There are just 23 rooms, most with four-poster beds, chandeliers, antiques and floral fabrics, plus there’s a magnificent dining room and a luxurious spa.
• The Inn at Stockbridge is a small, Georgian style mansion set in 12 acres of beautiful gardens. The 15 rooms and suites have antique furniture and elegant decor. The restaurant has its own kitchen gardens.
• The Cranwell Resort, Spa and Golf Course is a Tudor style mansion surrounded by 380 acres of its own beautiful Berkshires land. As well as the stunning mountain views, the resort has 114 large, classic rooms, business and fitness facilities and a great spa and pool.

The Best Value Hotels in the Berkshire Hills

• The Red Lion Inn in Stockbridge is an historic boutique hotel with 108 rooms and wonderful New England hospitality. There’s an old world charm here, think birdcage lifts, antique furnishings, fireplaces and a grand piano. Plus the views are fantastic. Rooms start form around £120 per night.

if you can't find your idea of the best hotel in the Berkshire Hills on our Guru's list of 7 of the best hotels in the Berkshire Hills you could:

• Expand your search to include all the best hotels in New England? or all the best places to stay in Massachusetts?
• Or refine your search to just the best hotels in Stockbridge?or the best hotels in Lenox?
• Or you could contact one of our friendly Gurus for personalised advice.