Great Barrington BED & BREAKFASTS
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If You Are in a Hurry
Here’s a quick list of the best hotels in Great Barrington





In the heart of the Berkshires, Great Barrington's Bed and Breakfasts blend historic charm with personalized hospitality, serving farm-to-table breakfasts that set the tone for exploring nearby galleries, hiking trails, and performing arts venues. For the best experience, book a room within walking distance of Main Street or Tanglewood well in advance during festival season, and ask your host for their favorite local restaurants, scenic drives, and off-the-beaten-path hikes to make your stay truly memorable.
Best Bed and Breakfasts in Great Barrington
Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining

Lakefront Berkshires Retreat with Deck, Dock and Boat!

Offering lake views, Lakefront Berkshires Retreat with Deck, Dock and Boat! is a lakefront accommodation in Great Barrington, featuring a deck, private dock and boat access, located 16 km from Tanglewood Musical Center and 16 km from Tanglewood, with free WiFi throughout, private on-site parking, a non-smoking policy, and situated 8.3 km from the Norman Rockwell Museum. - Offering lake views - Deck, dock and boat access - Free WiFi throughout - Private on-site parking - Non-smoking property
Woodland Hills Modern Cottage Minutes from Downtown Great Barrington

Woodland Hills Modern Cottage Minutes from Downtown Great Barrington, located in Great Barrington, features a spa bath, garden and quiet street views, and sits 11 km from the Norman Rockwell Museum; the property also offers a sun terrace along with free WiFi and free private parking. - Spa bath - Free WiFi - Free private parking - Sun terrace and peaceful garden views - Minutes from downtown Great Barrington
Beautiful House In The Woods Huge Yard Hot Tub

Located in Great Barrington, Beautiful House In The Woods Huge Yard Hot Tub offers air-conditioned accommodation with a private patio, a spacious yard and a hot tub; guests enjoy complimentary Wi‑Fi and free on-site parking, and the non-smoking property is 8.2 km from the Norman Rockwell Museum. - Air-conditioned units - Private patio - Huge yard & hot tub - Free Wi‑Fi - Free on-site parking
Granville House (Great Barrington)

Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town

Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town offers air-conditioned, non-smoking accommodation in Great Barrington with a private patio; the spacious holiday home sleeps 14, provides complimentary WiFi and on-site parking, and is located approximately 14 km from the Norman Rockwell Museum while being within walking distance of town. - Sleeps 14 - Air-conditioned with private patio - Free WiFi - Free on-site parking - Non-smoking, walk to town
The Briarcliff Motel

Nestled in the Berkshires, The Briarcliff Motel sits 8 km from Ski Butternut and offers free Wi-Fi and views of Monument Mountain, with the Norman Rockwell Museum just a 10-minute drive away; each contemporary room includes a flat-screen TV, an iPod docking station, an en suite bathroom, and stylish furnishings in soft colors. - Free Wi-Fi - Views of Monument Mountain - 8 km from Ski Butternut - 10-minute drive to Norman Rockwell Museum - Contemporary rooms with flat-screen TV and iPod dock