Things to Do in the Berkshires

Exploring the Berkshires

The Inn at Green River offers both a taste of real country living and easy access to the best of the Berkshires. It’s an easy day trip to all the things that western Massachusetts has to offer. The Inn is just 15 minutes from Great Barrington, 25 minutes from Lenox, and 50 minutes from Williamstown.

As a 30-year resident of the area, your innkeeper is also your concierge. Should you need recommendations and suggestions for things to do, Deborah is at the ready. Whether you’re a couple on a romantic getaway, a family off to ski, or friends getting together for a reunion, she can help tailor your visit to make the most of your time.

Begin exploring now.

Cultural Destinations in the Berkshires

The Berkshires, the hills of western Massachusetts, are part of the Northern Appalachian range. They are famous for their beauty and have long been a second home to many city dwellers seeking pastoral repose. In addition, the region is famous for its world-class arts and museums, festivals and fairs, farm-to-table fine dining (see Food Destinations) and shopping galore.

Here is just a partial list to help you begin your visit.

History & Culture / Museums & Art

Norman Rockwell Museum, Stockbridge, MA
Hancock Shaker Village, Pittsfield, MA
MASS MoCA, North Adams, MA
The Clark Art Institute, Williamstown MA
Williams College Museum of Art, Williamstown, MA

Houses & Gardens

The Mount, Lenox, MA
Naumkeag, Stockbridge, MA
Chesterwood, Stockbridge, MA
Berkshire Botanical Gardens, Stockbridge, MA


Things to do in the Berkshires: pictured Tanglewood



Music, Dance & Theater

Tanglewood, Lenox, MA
Barrington Stage Company, Pittsfield, MA
Berkshire Theatre Group, various
Jacob’s Pillow, Becket, MA
The Mahaiwe, Great Barrington, MA
Shakespeare & Company, Lenox, MA


Things to do in the Berkshires. Pictured: Catamount Ski Center

Skiing at Catamount


Outdoor & Adventure

Explore the Aerial and Obstacle Courses at Catamount Aerial Adventure Park
Hike Monument Mountain, The Appalachian Trail or Mount Greylock
Enjoy scenic beauty at Bash Bish Falls at Mount Washington
Fish the Housatonic River or Bartholomew’s Cobble
Down Hill Ski and Snow Board at Catamount and Butternut
Snow Shoe and Cross Country Ski at Furnace Brook Winery

Antiques & Shopping

You will find lovely curated shopping experiences throughout the Berkshires, like Church Street Trading Co. and Karen Allen (yes, that Karen Allen!) Fiber Arts in Great Barrington, MacKimmie Company and The Bookstore in Lenox, Baldwin’s Extracts in West Stockbridge, and Shantz Galleries and Vlada Boutique in Stockbridge.

Head here for an afternoon or a day of shopping:
Railroad St. and Main St., Great Barrington
Church St. and Housatonic St., Lenox
Elm St. and Main St., Stockbridge
Depot St. and Center St., West Stockbridge

For antiques, some of the local favorites are:
Great Barrington Antiques Center, Great Barrington, MA
Cupboards and Roses, Sheffield, MA
Painted Porch, Sheffield, MA
Charles Flint Fine Art & Antiques, Lenox, MA

Special Events

Berkshire Botanical Gardens, Harvest Festival, Stockbridge, MA (mid-October)
(BIFF) Berkshire International Film Festival, Great Barrington, MA (late May)
Berkshire Festival of Women Writers, various (March)
Berkshires Arts Festival, Great Barrington, MA (July 4th weekend)

Increasingly, visitors coming to the Berkshires are planning their time around one critical activity: eating! Known for a passion for fresh food, locally sourced, there is a density of high-quality, farm-to-table establishments in the region. In addition, there are a growing number of breweries, wineries, and distillers. A visit could easily be part of your relaxing stay.

Your amazing fresh, home-cooked gourmet breakfast is taken care of while you stay at the Inn at Green River. Here are some ideas for lunch, dinner, and in between. An array of amazing choices that await you. Deborah will be happy to help with reservations.

Berkshire Restaurants

South Egremont
John Andrews
Old Mill

Great Barrington
Baba Louie’s
Café Adam
Prairie Whale
20 Railroad Public House

Chez Nous
Salmon Run Fish House

Bistro Zinc

Lunch & Snacks

Great Barrington
Baba Louie’s
Patisserie Lenox
20 Railroad Public House

Chocolate Springs Café

Stockbridge Coffee & Tea

Berkshire Breweries, Wineries, and Distillers

Barrington Brewery & Restaurant, Great Barrington, MA
Furnace Brook Winery at Hilltop Orchards, Richmond, MA
Les Trois Emme Winery, New Marlborough, MA
Berkshire Mountain Distillers, Sheffield, MA