Summary:
Iâm Jamie, the proud caretaker of the timeless, beautiful Winthrop Estate, a restored 1920s mansion that blends historic charm with modern luxury. Perfect for groups, it features luxurious bedrooms, a chefâs kitchen, modern amenities, & elegant gathering spacesâ an ideal retreat for creating lasting memories. Please Note: While the estate is picturesque, we donât currently allow events with non-resident guests. Pre-wedding prep (makeup, photos) & special meals for resident guests are welcome.
The Space:
Thoughtfully renovated with modern touches, this jewel is set on 45 acres and offers the perfect blend of charm and convenience.
Location Highlights:
- Less than a mile from the center of Lenox, with its vibrant restaurants, cafes, bars, shops, and galleries.
- Within a mile of Kennedy Park, a 500-acre hardwood forest featuring:
- 15 miles of groomed trails for hiking, cross-country skiing, and picnics.
- A lookout point with breathtaking mountain vistas.
- Just 1.5 miles from Tanglewoodâs front gate, making it an ideal, centrally located property.
Onsite Amenities:
- Grand Social Spaces:
- A purple-heartwood-paneled library.
- A plant-filled conservatory.
- Chefâs Kitchen:
- Fully equipped with a 10-burner Wolf stove and a suite of Wolf appliances.
- Outdoor Features:
- BBQ grill, fire pit, and stove.
- Whiffle ball and lawn croquet.
- Acres of hiking trails.
- Recreation & Workspaces:
- Game room with ping pong, foosball, Legos, and board games.
- Dedicated workstation with an external monitor and powered standing desk.
- EV charger compatible with all vehicle types
Accommodations:
- 7 main bedrooms comfortably accommodate 14 guests.
- 5 additional standard bedrooms with a shared bathroom can host 10 more guests.
- Total capacity: 24 guests.
- A dining room with seating for up to 24 people.
Please Note: While the estate is elegant and picturesque, we do not currently allow events with non-resident guests. Pre-wedding prep (hair, makeup, photos) and special meals for resident guests are welcome.
Enjoy the perfect mix of historic elegance and modern comfort at the Winthrop Estate!
Other Things to Note:
To ensure a seamless and secure experience, all guests will be screened prior to check-in and asked to sign a house rules agreement.
Please keep in mind that the Winthrop Estate is nestled in the scenic countryside of Lenox. While we strive to maintain a clean and comfortable environment, the natural surroundings may include occasional encounters with flies and other wildlife. This is part of the charm of country living, and we appreciate your understanding.
We look forward to hosting you at the Winthrop Estate!
Interaction with Guests:
Once you have made your booking, we will give you our contact information and you can reach us before and during your stay. We are happy to share local information and house history.