Hotels
United States
Sheffield
The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard
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Check-in
12Jan2026Select date
Check-out
13Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

1379 Bow Wow Road, Sheffield, Massachusetts, United States, MA 01257
-
Near the Sheffield Plain Historic District
Perfect
10.0
/10

Location

The Freeman estate spans 14,000 square feet on 40 acres in Sheffield, known for its breathtaking landscapes and sweeping views. The estate sits within a private vineyard, providing a unique wine experience alongside luxurious accommodations. Nearby tennis courts invite guests for recreational activities amidst picturesque surroundings.

Rooms

The hotel offers eight unique guest suites, designed for comfort and space. Each suite includes luxurious amenities, expansive living areas, and high-end furnishings. The property accommodates both short and long-term stays, catering to varied guest needs.

Dining

Dining options include the estate's own vineyard, which produces exclusive wines for guest enjoyment. The estate accommodates private dining experiences tailored to special occasions. A full kitchen is available for guests who wish to prepare meals using locally-sourced ingredients.

Wellness

The Freeman offers wellness activities including yoga sessions and guided nature walks in the acres of landscaped gardens. An on-site fitness area enables guests to maintain their exercise routines. The tranquil environment promotes relaxation and rejuvenation.

Entertainment

The estate includes various outdoor recreational activities such as tennis and hiking trails on the property. Guests can enjoy events hosted in the estate's spacious gathering areas, suitable for both intimate and larger groups. Opportunities for wine tastings are also available, highlighting the estate's vineyard.

Highlights

Location: 40 acres private estate in Sheffield

Rooms: Eight unique guest suites

Dining: Estate's own vineyard wines

Wellness: Yoga sessions & fitness area

Entertainment: Outdoor tennis & hiking trails

Must-do experiences

  • Savor locally grown grapes at the nearby Sheffield Vineyard.
  • Visit the historic 1849 Sheffield Train Depot for local charm.
  • Try the famous pork sandwiches at Gino's Kitchen on Main Street.
  • Explore the scenic trails at The Mount, just a short drive away.
  • Enjoy a tennis match at The Freeman's private courts under the sun.
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Unfortunately, there are no rooms available at this hotel at the moment. Please see hotels situated nearby.

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Location

1379 Bow Wow Road, Sheffield, Massachusetts, United States, MA 01257
Map view
1379 Bow Wow Road, Sheffield, Massachusetts, United States, MA 01257
City landmarks
Landmark
trail parking
1.7 km
Landmark
Mill Pond
2.4 km
Landmark
South Egremont Village Historic District
2.9 km
Landmark
First Congregational Church
3.2 km
Landmark
Berkshire Trout Pond
3.4 km
Landmark
Mount Everett Cemetery
3.2 km
Landmark
Sheffield Plain Historic District
3.8 km
Landmark
swimming rock
3.7 km
Landmark
Guilder Pond Dam
3.9 km
Bridge
Thom Reed UFO Monument Park
4.3 km
Bridge
Old Covered Bridge
4.3 km
Landmark
Mount Everett
4.2 km
Bridge
Sheffield Covered Bridge
4.1 km
Landmark
East view
4.2 km
Landmark
Mount Darby
4.4 km
Landmark
wooden steps
4.6 km
Landmark
Schenob Brook
4.9 km
Landmark
W.E.B. Du Bois National Historic Site
4.9 km
Explore Sheffield
Explore Sheffield's Charm
Top Attractions
Activities
Dining
Entertainment
Mill Pond
25 minutes walking
Serene natural space popular for picnics and birdwatching, featuring walking paths and scenic views.
South Egremont Village Historic District
30 minutes walking
Historic area highlighting preserved architecture and local history, ideal for leisurely strolls.
Berkshire Trout Pond
35 minutes walking
Tranquil fishing spot surrounded by lush scenery, perfect for relaxation or a peaceful afternoon.
Hiking Mount Everett
45 minutes driving
Challenging hike offering breathtaking views. No permits required; suitable for experienced adventurers.
Yoga at the Vineyard
10 minutes driving
Relaxing yoga classes amid stunning vineyard views, promoting wellness. Pre-registration advisable for sessions.
The Old Inn on the Green
10 minutes driving
Charming spot serving classic New England cuisine with farm-to-table ingredients. Reservations recommended.
Sheffield's Bistro
10 minutes driving
Casual dining with a menu featuring international dishes and local flavors. Family-friendly and welcoming.
The Beacon Theater
10 minutes driving
Local theater hosting a range of performances from concerts to film screenings. Check for event schedules.
Shakespeare & Company
15 minutes driving
Cultural venue offers plays and events focusing on Shakespearean works. Engaging performances suitable for all ages.
Getting around
City Centre
Sheffield9 min  ·  5.4 km
Airports
Bradley International Airport (BDL)127 min  ·  84.5 km
Hartford, CT (HFD)138 min  ·  91.5 km
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 11 am
FAQs
About The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard
What is the check-in and check-out policy at The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard?
Check-in is from 16:00 and check-out is by 11:00.
How far is The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard from Bradley International Airport?
The hotel is 85 km from Bradley International Airport.
What amenities are included in the rooms at The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard?
Rooms include a flat-screen TV, climate control, coffee/tea making facilities, and a fully equipped kitchen.
Are there any recreational activities available at The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard?
Guests can enjoy activities such as tennis, table tennis, squash, fishing, canoeing, and hiking on site.
What parking options are available at The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard?
Free private parking is available on site.
What dining options are available at The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard?
There is a shared kitchen available for guests to prepare their meals.
Are there any notable attractions near The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard?
Nearby attractions include the Norman Rockwell Museum (24 km) and Tanglewood Musical Center (32 km).
Is there a pool at The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard?
Yes, the villa features a swimming pool.

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Rooms and Guests2 Guests, 1 Room
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The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard Sheffield Exterior photo

The Freeman- 14K Sf Estate 40Acrs Tennis Vineyard

10.0
Perfect1 review
5.4 km from center
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