Family Gatherings

Children love the lawn... Adults love the lawn chairs . . .

If you are planning a family reunion or holiday get-together, we are happy to help choreograph it with you. Whether it be creating a schedule, planning special meals, setting up lawn games, getting local tickets, arranging spa services or tee times, we help you create a memorable stay for everyone.

Above Photos by Konrad Brattke, center one by John Fitzpatrick
Our Partnership with Cranwell Resort gives you the option for a Spa day!
The Winthrop Estate is proud to announce our partnership with Cranwell Resort! Our guests can now enjoy complimentary access to Cranwell’s pools, sauna, steam rooms and whirlpool. Cranwell offers both an indoor and outdoor pool. The indoor pool measures 60’x30’ with four lap lanes. A children’s pool makes it family friendly, too. It gives us great pleasure to offer this benefit to you during your stay at our home here in the Berkshires. Not only do we gain from creating a wider network with another local business, we know their amazing amenities will enrich your stay with us. Now you can drop in to Cranwell after a long hike for a relaxing sauna and whirlpool, or swim laps in either of the pools before coming home to Winthrop for a lovely dinner and a relaxing evening with your friends!Family Gatherings
Vacation time with the family is precious. At The Winthrop Estate in the Berkshires, MA, we have activities onsite and near by for all ages! Your whole family can stay at this historic mansion and enjoy exclusive use of a twelve bedroom home located on forty acres just about a mile from Tanglewood and the Town of Lenox. It is a wonderful vacation home for all of your family events.
Family Retreat
Get away from your everyday life … plan a relaxing week… make time to be with your family…. create wonderful memories! From family weekend rentals to full family reunions, The Winthrop Estate can offer the perfect vacation destination for families. Just a few hours drive from NYC, Westchester, Boston, or Kent, at The Winthrop Estate, you will find yourself in the middle of the beautiful Berkshires in a luxury home all your own.
Family Getaway Upstate
Looking for a family getaway near upstate New York? Come to The Winthrop Estate in Lenox, where we can help you plan the perfect family vacation, anniversary or milestone birthday celebration. At the Winthrop Estate, we will provide you with activities your whole family will love: from a bonfire to bird watching, lawn games and board games, from world-class performances and museums near by to some quiet time in our mahogany-paneled library, or an in-room massage. Guests also may enjoy use of our Steinway piano. We offer something for every age. And we help you plan a memorable stay, and provide customized itineraries and an on-site concierge. Whether you do everything together or you spend some time apart doing your favorite activities, you all will enjoy The Winthrop Estate.