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

May 2025 - Single Family Homes

$530K
image description +9.3% image description -22.6% vs

Percentage of Asking Price

May 2025 Single Family Homes

96%
image description -1.3% image description -1.5% vs
96%
image description -1.3% image description -1.5% vs
96%
image description -1.3% image description -1.5% vs
96%
image description -1.3% image description -1.5% vs
96%
image description -1.3% image description -1.5% vs
96%
image description -1.3% image description -1.5% vs
 

Featured Listings

77 Seekonk Cross Rd
Great Barrington, MA $6,850,000

77 Seekonk Cross Rd

Great Barrington, MA

$6,850,000
  • 5 Beds
  • 3/1 Baths
  • 3,474 Sqft
381 Egremont Rd
Sheffield, MA $5,250,000

381 Egremont Rd

Sheffield, MA

$5,250,000
  • 4 Beds
  • 3 Baths
  • 5,000 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
232 Giberson Rd
Sheffield, MA $3,250,000

232 Giberson Rd

Sheffield, MA

$3,250,000
  • 4 Beds
  • 3/1 Baths
  • 3,459 Sqft
56 Crooked Hill Rd
Alford, MA $3,150,000

56 Crooked Hill Rd

Alford, MA

$3,150,000
  • 5 Beds
  • 4/1 Baths
  • 5,238 Sqft
258 Sandisfield Rd
New Marlborough, MA $2,995,000

258 Sandisfield Rd

New Marlborough, MA

$2,995,000
  • 5 Beds
  • 5/3 Baths
  • 5,508 Sqft
180 W Center Rd
West Stockbridge, MA $2,950,000

180 W Center Rd

West Stockbridge, MA

$2,950,000
  • 5 Beds
  • 4/1 Baths
  • 4,468 Sqft
300 Alcott Rd
Great Barrington, MA $2,750,000

300 Alcott Rd

Great Barrington, MA

$2,750,000
  • 7 Beds
  • 4/2 Baths
  • 7,008 Sqft
previous next play