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Discover safe, luxurious vacations with Inspirato. Create your free account to see all of our destinations and accommodations within the Inspirato Collection.

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We’re thrilled you’ve set up your account with us and we can’t wait to share more with you about the privacy and cleanliness of our luxury homes. A member of our team will be reaching out to you with more information about joining Inspirato. You now have access to view rates and availability for our homes and hotel partners. We’re always adding new destinations, stunning homes, and Inspirato Only experiences to our portfolio—and now you’ll be the first to know. Questions? We’re here to help. Call (888) 625-7525.

The Berkshires, Massachusetts

Discover western Massachusetts’ most revered vacation destination, The Berkshires, with Inspirato. Set amid the region’s rolling hills and dense forests, Woodland Estate is a quintessential Berkshires getaway set on 72 private and scenic acres. The mountain lodge-style home boasts a heated outdoor pool, hot tub, and fire pit, as well 180-degree views of Mount Greylock—all just a few minutes’ drive from Williams College and 25 minutes from skiing and hiking at Jiminy Peak Mountain Resort.

In the Berkshires of southwestern Massachusetts, six-bedroom Sunset Falls is a modern and inviting home with abundant outdoor living space, a hot tub, beer garden, and fire pit. Skiing and hiking at Butternut Ski Area are just a 15-minute drive away

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