The Berkshires

Massachusetts

VIEW LIFESTYLES

This ideal getaway offers sophisticated rural living at its best, combining all of the amenities of a big city with the pastoral beauty of the country.

 

The Berkshires is a beautiful year-round resort destination in Western Massachusetts, known for its scenic hills and mountains, lovely rivers and lakes, and numerous recreational activities and cultural attractions. Popular events include summer performances by the Boston Symphony Orchestra at Tanglewood Music Center, theatre at Shakespeare & Company, and the country’s longest running dance festival, Jacob’s Pillow. Ski enthusiasts can explore the various resorts in the Berkshires including Ski Butternut, and those who enjoy nature often visit the area for its stunning park and forest land as well as its many hiking trails, including parts of the Appalachian Trail.

The region is also host to several exceptional restaurants, boutique shopping, art museums and studios, and historic mansions and gardens. Rich in history, the rural towns throughout the Berkshires feature fine properties and grand estates that can serve as full-time residences or weekend retreats, close to all of the amenities the area has to offer.

 

The Berkshires is a beautiful year-round resort destination in Western Massachusetts, known for its scenic hills and mountains, lovely rivers and lakes, and numerous recreational activities and cultural attractions. Popular events include summer performances by the Boston Symphony Orchestra at Tanglewood Music Center, theatre at Shakespeare & Company, and the country’s longest running dance festival, Jacob’s Pillow. Ski enthusiasts can explore the various resorts in the Berkshires including Ski Butternut, and those who enjoy nature often visit the area for its stunning park and forest land as well as its many hiking trails, including parts of the Appalachian Trail.

The region is also host to several exceptional restaurants, boutique shopping, art museums and studios, and historic mansions and gardens. Rich in history, the rural towns throughout the Berkshires feature fine properties and grand estates that can serve as full-time residences or weekend retreats, close to all of the amenities the area has to offer.

 

The Berkshires is a beautiful year-round resort destination in Western Massachusetts, known for its scenic hills and mountains, lovely rivers and lakes, and numerous recreational activities and cultural attractions. Popular events include summer performances by the Boston Symphony Orchestra at Tanglewood Music Center, theatre at Shakespeare & Company, and the country’s longest running dance festival, Jacob’s Pillow. Ski enthusiasts can explore the various resorts in the Berkshires including Ski Butternut, and those who enjoy nature often visit the area for its stunning park and forest land as well as its many hiking trails, including parts of the Appalachian Trail.

The region is also host to several exceptional restaurants, boutique shopping, art museums and studios, and historic mansions and gardens. Rich in history, the rural towns throughout the Berkshires feature fine properties and grand estates that can serve as full-time residences or weekend retreats, close to all of the amenities the area has to offer.

Read MoreRead Less

The Berkshires

Area Map

The Berkshires is in Massachusetts and borders Litchfield Hills.

Loading...

All of our

The Berkshires Communities

+-
+-

The Berkshires

Market Snapshot

Median Sales Price

January 2025 - Single Family Homes

$538K
image description +5.4% image description +5.0% vs

Percentage of Asking Price

January 2025 Single Family Homes

98%
image description +1.7% image description +1.4% vs
98%
image description +1.7% image description +1.4% vs
98%
image description +1.7% image description +1.4% vs
98%
image description +1.7% image description +1.4% vs
98%
image description +1.7% image description +1.4% vs
98%
image description +1.7% image description +1.4% vs
 

Featured Listings

319 Under Mountain Rd
Lenox, MA $13,500,000

319 Under Mountain Rd

Lenox, MA

$13,500,000
  • 7 Beds
  • 6 Baths
  • 13,261 Sqft
7 Prospect Hill Rd
Stockbridge, MA $9,950,000

7 Prospect Hill Rd

Stockbridge, MA

$9,950,000
  • 5 Beds
  • 6/3 Baths
  • 9,339 Sqft
165 Kemble St #18
Lenox, MA $4,300,000

165 Kemble St #18

Lenox, MA

$4,300,000
  • 3 Beds
  • 3/1 Baths
  • 3,348 Sqft
685 S Egremont Rd
Great Barrington, MA $3,495,000

685 S Egremont Rd

Great Barrington, MA

$3,495,000
  • 2 Beds
  • 2 Baths
  • 12,207 Sqft
802 State Rd
Richmond, MA $3,400,000

802 State Rd

Richmond, MA

$3,400,000
  • 6,232 Sqft
802 State Rd
Richmond, MA $3,400,000

802 State Rd

Richmond, MA

$3,400,000
  • 7 Beds
  • 7/1 Baths
  • 6,232 Sqft
56 Crooked Hill Rd
Alford, MA $3,295,000

56 Crooked Hill Rd

Alford, MA

$3,295,000
  • 5 Beds
  • 4/1 Baths
  • 5,238 Sqft
55 Crystal St
Lenox, MA $2,500,000

55 Crystal St

Lenox, MA

$2,500,000
  • 10 Beds
  • 11/1 Baths
  • 11,608 Sqft
previous next play