Come Now? or come in...?

We are available December 30, 2025-January 4, 2026 for your family to welcome in the New Year together.  Bring your favorite champagne. The whole house is exclusively yours. 

Get out of the familiar and take time to lay out your year.  Gather with friends and start out the year with a special weekend trip to center, focus, and plan your 2026. 

Why come to The Winthrop Estate in the Winter?

Crisp weather makes it a good time for invigorating hikes in the woods

Enjoy a hot chocolate by the library fireplace and curl up on the cozy couch with a book. 

Come for the skiing at local mountains -- Bosquets, Catamount, Butternut, or Jiminy Peak. 

Lenox Art Walk

Farmer's Markets

Lenox Garden Party

Prime Time in Lenox is July and August. Not only is the weather gorgeous for outdoor activities (lake swim, woods hikes, road biking, etc), performances abound. 

Tanglewood/The Boston Symphony 

Shakespeare and Company

Barrington Stage

Jacob's Pillow 

The Colonial Theater

The Mahaiwe Theater

Jazz Stroll

Music in Lilac Park

Fall Art Walk

Apple Squeeze

Fall Foliage