Berkshire Resorts and Lodges with Swimming Pool / Lake

The perfect marriage of the grandeur of a Florentine palazzo with elegance and comfort of the 21st century. On 22 acres overlooking the Berkshire Mountains and lake, Wheatleigh is two and a half hours by car from New York and Boston, with easy access by private plane. Built in 1893, Wheatleigh has just completed a four-year renovation to create one of the most unique luxurious small hotels in the world. The 19 suites, guest rooms, and baths set a new standard of style and sophistication, exquisitely combining antique and architect-designed furnishings with original museum-quality contemporary art. Learn More...

AAA 4-Diamond Resort...

Cranwell Resort, Spa & Golf Club lies in the Berkshire Hills overlooking 380 picturesque acres. For your stay choose from 107 luxurious rooms with Oriental rugs, wall tapestries from France, and 19th-century English art. Take the clubs out on the award winning 18-hole championship golf course or relax in the 35,000-sq.-ft. spa featuring body envelopments, body treatments and facials. There is no need to go elsewhere for dinner with three restaurants onsite, all serving the finest in American cuisine. You’ll quickly see why Cranwell has become a rare experience you can’t afford to miss! Learn More...