Plan your Trip

The Berkshires provide year-round opportunities to enjoy nature, live history, antique, experience farm-to-table dining, tour art galleries, visit world-class museums, and experience the many cultural activities and performing Arts events that make the Berkshires a premier destination spot. Feel free to ask the Innkeepers about what is happening in the Berkshires during your stay.

Here are some day-trip themes and area attractions to help you plan your time in the Berkshires:

Antiquing

After breakfast, pick up the “Route 7 Map & Antique Guide” brochure. Start your morning in S. Egremont visiting our many neighborhood businesses within walking distance of the Inn, and then antique your way through the Berkshires on Route 7 from Sheffield to Lenox

Art Galleries & Museums

Frelinghuysen-Morris House & Studio (Lenox); The Francine & Sterling Clark Museum (Williamstown); Norman Rockwell Museum; Berkshire Museum (Pittsfield)

Entertainment & Live Performances

Mahaiwe Performing Arts Center (Great Barrington); The Colonial Theater (Pittsfield); Jacob’s Pillow Dance Festival (Becket); Infinity Music Hall (Norfolk, CT)

Fine Dining & Fine Fare

Ask us for recommendations and view our menu book

In Egremont: Old Mill, John Andrews; Suisse Hutte

In Great Barrington: 20 Railroad Street (pub food with Asian flair) Aegean Breeze (Greek-inspired); Aroma Bar & Grill (Indian); Baba Louie’s Pizza (sourdough pizza); Bizen (best Japanese in the Berkshires); Castle Street Café (American, live music on the weekends), Fiore (Italian); Xicohtencatl (Mexican); Cafe Adam (European)

In Stockbridge: Michaels; Red Lion Inn; Theresa’s Cafe (formerly Alice’s Restaurant); Perigee

Golf

Egremont Country Club (South Egremont); Cranwell Resort & Spa (Lenox); Undermountain Golf Course (Copake, NY)

Hiking & Walking Tours

Bash Bish Falls (Mt. Washington State Park); Monument Mountain (Great Barrington); Tyringham Cobble; Bartholomew’s Cobble (Ashley Falls); Appalachian Trail; Historic Downtown South Egremont; Berkshire Botanical Gardens (Stockbridge)

Historic Homes & Museums

Naumkeag House & Gardens (Stockbridge); The Mount (Edith Wharton’s summer home); Chesterwood (home of Lincoln sculpture Daniel French); Arrowhead (Herman Melville’s home); Ventfort Hall Gilded Age Museum; MASS MoCA (North Adams);

Music

Tanglewood (Lenox); Tannery Pond Concerts (New Lebanon, NY); Berkshire Choral Festival; Music Mountain (Falls Village, CT); Close Encounters with Music (Great Barrington); Berkshire Bach Society (Great Barrington)

Spa, Workouts, Yoga

Body & Soul in Great Barrington can arrange a day or beauty and romantic couples massage; Kripalu and Cranwell Resort, both in Lenox, offer day passes and classes; 528-YOGA in Great Barrington offers morning yoga classes; Berkshire South Regional Community Center in Great Barrington and the Kilpatrick Center at Bard College at Simon’s Rock in Great Barrington sell day passes for their workout rooms and indoor pools.

Shopping

Downtown Great Barrington; Prime Outlets in Lee

Skiing

Catamount (Egremont – 4 miles); Ski Butternut (Great Barrington – 6 miles); Bousquet (Pittsfield); Jiminy Peak (Hancock)

Theater

Berkshire Theater Festival (Stockbridge); Barrington Stage Company (Pittsfield); Shakespeare & Company (Lenox); New Stage Performing Arts Company (Pittsfield); Berkshire Playwrights Lab (Great Barrington); The Mac-Haydn Theatre (Chatham, NY); Williamstown Theatre Festival (Williamstown)

Watering Holes

Lake Mansfield; Green River; Stockbridge Bowl

Day trip to Williamstown

Spend your day touring the Francine & Sterling Clark Museum and then the Art Museum at Williams College, lunch at one of the charming restaurants in downtown Williamstown, and then work your way to North Adams and visit MASSMoCA. On your way back, catch a show at the Williamstown Theatre Festival

Other Day Trips

Hudson, New York - 30 minutes; Hancock Shaker Village, Pittsfield, MA- 30 minutes; Basketball Hall of Fame, Springfield, MA – 1 hour 15 minutes; Rhinebeck, New York – 45 minutes

Other Activities

Catamount Adventure Park; Berkshire Scenic Railway; Lime Rock Park; Berkshire Scenic Treks & Canoe Tours (Lenox)