The Hotel Guru
6 of the Best Hotels in the Berkshire Hills

6 of the Best Hotels in the Berkshire Hills

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 Best Hotel Views in the Berkshire Hills

Wheatleigh is a magnificent 19th century château-style mansion with 19 rather grand rooms and a very good French restaurant. Set within its own 22 acres of grounds there is beauty wherever you look and plenty to do, including play golf, fish, go cycling or horse riding, or skiing, or even hot air ballooning.

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.
- Wheatleigh Lenox 19 rooms from AU$623
  
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  Active Holiday  -  Activites on offer include golf, horse riding, biking, fishing, hot-air ballooning and skiing.
  Country Escape  -  The hotel is set in 22 acres of landscaped gardens, and features an outdoor pool and a lake
  Restaurant  -  The lavish Dining Room is decorated with antique mirrors, chandeliers and a marble fireplace, and serves French-inspired dishes
  Swimming Pool  -  The outdoor swimming pool is hidden in the gardens, surrounded by leafy trees and colourful flowers
  Recommended by  -  Mr & Mrs Smith
  
  Magnificent late 19th Century mansion in the beautiful scenery of Lenox, Massachusetts. The public and private rooms within this chateau-style hotel blend ornate grandeur with subtly modern furnishings. The French restaurant is the best in the area, and a lake and pool feature in the 22-acre grounds See More
  
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- Blantyre Lenox 23 rooms from AU$404
  
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  Back to Nature  -  The hotel is set in a 220-acre country estate with woodland and manicured gardens, perfect for exploration and relaxation
  Active Holiday  -  The perfect active holiday- skiing, snow-shoeing, ice-skating, swimming, golf and tennis are all available on-site
  Country Escape  -  The ivy-clad building resembles a traditional English manor or castle on a sprawling estate
  Spa  -  The Potting Shed, featuring a greenhouse with a hot tub, steam room, sauna, outdoor pool, and an array of treatments
  Recommended by  -  Kiwi Collection, Mr & Mrs Smith, Tablet, Relais & Chateaux
  
  Grand hotel on a sprawling 110-acre estate just outside Lenox, Massachusetts. The ivy-clad, castle-like building features elegant rooms with beautiful views. Michelin-starred Chef Daniel Boulud heads up the magnificent dining experience, the spa is luxurious and plenty of activities are on offer. See More
  
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- The Inn at Stockbridge Stockbridge 16 rooms from AU$375
  
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  Great walks  -  Beautiful walks in the neary Berkshire Botanical Gardens.
  Sights nearby  -  Norman Rockwell Museum .
  Swimming Pool  -  Outdoor seasonal pool.
  Full of character
  
  A classic, Georgian-style House, set on six acres of beautiful gardens. Three unique lodgings offer fourteen spacious individually designed suites, all with high-end linens and many with fireplace too. Gourmet breakfasts feature produce fresh from the kitchen garden. Unwind in style. See More
  
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- Wyndhurst Manor & Club Lenox (Massachusetts) 46 rooms from AU$286
  
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  Tennis  -  Head to the tennis courts for a knock around or a lesson.
  Romantic  -  Good for couples.
  Secluded setting  -  For escaping.
  Birdwatching  -  Good birding near the hotel.
  
  Tudor-style mansion set in 380 acres of the Berkshires offering exquisite service, activities and facilities. Swish, contemporary rooms have balconies. Sloane’s Tavern is a casual eatery, 1894 Fireside Bistro & Bar is a chic spot. Unwind at the pool or spa after active days. See More
  
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- The Red Lion Inn, Stockbridge Stockbridge (Massachusetts) 108 rooms from AU$220
  
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  Bath robes
  Tennis  -  Four courts on site for all to use.
  Romantic  -  Good for couples.
  Views  -  Great views from hotel
  
  1773 boutique welcomes guests with fireplace, grand piano and New England hospitality. Hop in the birdcage lift and enter old-world charm rooms with antique furnishings, large beds and modern bathrooms. Widow Bingham's Tavern and Lion's Den Pub both serve American dishes. A great countryside break. See More
  
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- Gateways Inn Lenox 11 rooms from AU$264
  
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  Romantic  -  Good for couples.
  Full of character
  Restaurant  -  Recommended.
  Quirky  -  An experience!
  
  An inviting, traditional inn within easy walking distance of downtown Lenox. The spacious, well-appointed bedrooms feature a clever mix of fresh modern style and period furnishings. Live musical performances enhance the already mouth-watering dining experience! A charming base for local exploring. See More
  
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