Top Retreats in the Berkshires

The Berkshires has a long history for being a center for retreats. Here are some of the top retreat destinations in the region featuring four very different venues.

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  • 1
    Kayaking in the berkshires

    748 Hamilton Road, Becket, Massachusetts 01223
    (413) 623-8991

    Berkshire Outdoor Center operates year-round programs for schools, colleges, corporate groups, weddings, youth groups, adult groups, families and individuals from all over New England and New York. Berkshire Outdoor Center is unique – combining adventure leadership programs with environmental education and recreational activities. Over 19,000 participants experience Berkshire Outdoor Center each year.

    Offering: Specializing in tailored group retreats, individual retreats are not offered at this location.

    Insider's Tip:  If you are visiting the Berkshire Outdoor Center, check out the Dreamaway Lodge for live music and a quick getaway from camp.

  • 2
    Canyon Ranch.jpg

    165 Kemble St, Lenox, Massachusetts 01240
    (413) 637-4400

    Here you can take a signature Canyon Ranch massage or have an Ayurvedic treatment that balances body and mind. Challenge yourself in our Pilates and yoga classes. Relax in our saunas, steam rooms and whirlpools. Take in the beauty of the Berkshires on a hiking, biking or canoeing excursion. The choice is yours at this upscale spa resort in MA, where you'll find 100,000 square feet of luxurious space dedicated to your health and well-being. Our spa complex at this Lenox, MA resort is connected to the historic Bellefontaine Mansion and a Integrative Health Center, making it easy to explore your options.

    Offering: Luxury retreats for individuals and couples

    Insider's Tip: This is no ordinary retreat. It is expensive, but you can expect a lot out of this place if service and lodgings are a top priority for you. If your schedule permits it, be sure to explore Tanglewood's summer program and sync your trip with your favorite show.

  • 3
    Cranwell.jpg

    55 Lee Road, Lenox, Massachusetts 01240
    413-637-1364

    Over the years, Cranwell has served as a home to wealthy industrialists, clergy, writers, students, golfers, and culture lovers in Massachusetts. The centerpiece of the property, with its extraordinary views of the Berkshires, is the hilltop Tudor-style Mansion, which has dominated the countryside for more than a century. Today Cranwell, with much of its original grandeur restored, thrives as a premier four-season resort. The resort offers 114 deluxe rooms situated in various buildings: Founders, Olmsted Manor, Beecher’s (formerly Coldbrooke), and the Mansion (formerly Wyndhurst). Cranwell is also home to the world-class Spa at Cranwell, one of the largest spas in the Northeast. Cranwell’s 18-hole golf course is the original designed by Stiles and Van Cleek. In the winter, snow turns the course into a cross-country skier’s paradise.

    Offering: Resort style retreat for individuals and couples

    Insider's Tip: The ownership of Cranwell just changed hands and is transforming this retreat center into an even more world-class destination. If you have visited here in the past, you can expect big changes in the coming years.

  • 4
    yoga in the berkshires

    57 Interlaken Rd, Lenox, Massachusetts 01262
    (800) 741-7353

    For more than 40 years, Kripalu has been teaching skills for optimal living through education for the whole person: body, mind, heart, and spirit. It is the largest and most established retreat center for yoga, health, and holistic living in North America. Programs at Kripalu are led by renowned teachers in yoga, self-discovery, and holistic health and are designed to provide people with tools they can apply in their daily lives. Program topics include wellness, Ayurveda, nutrition, fitness, personal growth, relationships, meditation, spiritual practice, professional training, and much more. Yoga programs are offered for people at all levels, feature all yoga traditions and styles, and include therapeutic yoga, yogic anatomy, and trainings for teachers. Many Kripalu programs offer continuing education credits for professionals in fields such as social work, counseling, nursing, and massage and bodywork.

    Offering: Holistic wellness & yoga centric programming for individuals and groups 

    Insider's Tip: If you don't have the time or the budget for a full program you can experience a custom retreat or even a day program.

  • 5
    Family+Gatherings+at+Race+Brook+Lodge,+Enjoy+Race+Falls.jpg

    864 Undermountain Road, Sheffield, Massachusetts 01257
    (413) 229-2916

    The Race Brook lodge’s laid back, peaceful and natural setting allows its retreat goers the opportunity to truly detach and disengage from the distractions of everyday life. Offering regularly scheduled wellness & yoga retreats, there is abundant opportunity to benefit from a respite to the Berkshires. Beyond their retreat programming, RBL has a variety of social, musical and culinary happenings likely occurring at any given time. Whether you’re looking to join in on a scheduled event, want to plan a family, friend or corporate retreat, this is the place for you!

    Offering: Programming for individuals and hosting for tailored group retreats 

    Insider's Tip: When planning your trip be sure to check out their Stagecoach Tavern for live music events, jazz brunches and up to date menus.