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Berkshires and Pioneer Valley resorts offer vacations with lavish comforts

Massachusetts > Western Mass. > Resorts and Luxury > Resorts
Massachusetts’s resorts offer luxuries and activities limited only by the imagination. Among the fine offerings at MA resorts are luxury guest rooms and townhouses, swimming pools, golf, spas and spa service, tennis, fitness centers, fine food, access to nearby outdoor sporting activities, and white-glove service. The Berkshires towns of Great Barrington, Stockbridge, Lee, and Lenox, and the Connecticut River Valley towns of Springfield, West Springfield, Northampton, and Amherst are home to some high-quality resorts where skiing and golfing are the centerpiece of attention.
Ponds at Foxhollow Exterior Lenox MA
Ponds at Foxhollow

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

Relax, rejuvenate, reconnect when you unwind at this beautiful mountain resort

Relaxation, rejuvenation and recreation are all part of the package when you stay at the luxurious Ponds at Foxhollow, a scenic resort perched among the pines of the magnificent Berkshire Mountains. Your one- or two-bedroom condo unit will have a Jacuzzi and full kitchen as well as a deck overlooking a meandering pond. You’ll be able to chill out in the indoor and outdoor pools, exercise room, fireplaced library, hot tub or on the pond with a canoe or rowboat. Play basketball or tennis, barbecue on a grill or plan a trip into a neighboring town for fun and fine dining, great shopping, a concert at Tanglewood, a visit to the Norman Rockwell Museum or Edith Wharton’s The Mount.
Cranwell Spa and Golf Resort Resorts Lenox MA
Cranwell Spa and Golf Resort

Route 20 - Lee Road Lenox, MA, 01240 Phone: 800-272-6935

Make it a memorable visit at the Berkshires’ stylish Cranwell Resort

Make marvelous memories at the Cranwell Resort, nestled snugly in the Berkshires, high on a hilltop in the charming town of Lenox. Book one of 18 rooms at the re-imagined Carriage House, which has held true to much of the glory of the original 1890s structure with its tower, gables and cantilevered floors. The Zagat-rated resort, on 380 acres, includes an indoor pool, historic 18-hole golf course, fitness room and classes and tavern offering fresh, regional fare. From theater, dance and music to galleries, boutiques, dining and every outdoor sport imaginable, Cranwell’s location, coupled with its reputation for attentive service, has guaranteed its guests over the years a fun, relaxing time away from it all.
Outdoor Fall View - Oak & Spruce Resort - A Holiday Inn Club Vacations Getaway - Lee, MA
Holiday Inn Club Vacations Oak & Spruce Resort

190 Meadow Street South Lee, MA, 01260 Phone: Toll-Free: 866-454-5101

Find spacious comfort in the heart of the Berkshires

Holiday Inn Club Vacations® Oak n’ Spruce Resort is set in the hills of the Berkshire Mountains in western Massachusetts, offering vacation fun through the seasons. Enjoy spacious 2- and 3-bedroom villas complete with a living room and fully equipped kitchen. Guests can enjoy the indoor and outdoor pools and a well-equipped fitness center with indoor sauna. Plus, our onsite arcade, pool tables, movie theater, 18-hole mini golf course, tennis and basketball courts provide fun for everyone. Experience the Berkshires diverse cultural attractions like the Norman Rockwell Museum and Tanglewood, the summer home to the Boston Symphony Orchestra. Or, find boating, rafting, snow skiing and miles of beautiful hiking trails that run along the nearby Appalachian Trail which help make the region a popular New England destination.