Bed & breakfasts in Berkshire County

Hospitality in the Berkshire Woods

Enjoy a rustic wooded retreat up in the cool Berkshire hills, surrounded by nature and wildlife, in a quiet, secluded, safe and peaceful setting, yet very close to top-notch cultural and recreational attractions. Nearby trails, pristine lakes and woods offer hiking, swimming and cycling. Experience the absence of mechanical sounds and the centering presence of rustling leaves, birdsong, and owls hooting at night. Behold a star-studded black night sky without artificial light. Breakfast included!

Beautiful Room in Hartfield House - The Berkshires

Hartfield House is a wonderful old home situated in the beautiful farming community of Sheffield Massachusetts, minutes from both the Catamount and Butternut ski resorts. We are only a few miles from the village of South Egremont and downtown Great Barrington, both with their share of amazing restaurants. We are in the heart of the Berkshire mountains, known for their lakes and trails, while also being close to Stockbridge, Tanglewood and numerous museums, galleries and points of interests.

Sheffield Lodge - Ramblewood Master

The Sheffield Lodge is a warm and inviting rustic Bed and Breakfast secluded from city life nestled in a pine forest. Enjoy your home-away-from-home where there is always friendly service, delicious breakfasts, afternoon treats. The lodge features an inviting fireplace, large screen TV, game table for board games or cards and a quiet reading/living room, and ample parking. Outdoor recreation is within minutes in every direction. There are museums, shops and many great restaurants nearby.

Large guest suite w/private bath in the Berkshires

A wonderful welcoming house in a beautiful residential neighborhood with no occupancy taxes! We are 15-25 minutes from Tanglewood, Kripalu, Mt Greylock, the Rockwell Museum, MassMoCA, skiing and hiking. Our home is centrally located to all of the fun things to do in the Berkshires. We've lived here for over 20 years and are happy to provide helpful insights for your stay. One of the reasons we love the Berkshires is that each season offers wonderfully unique experiences for any visitor.

Ground floor king bedroom in vintage farmhouse BnB

Wilder House Berkshires is a bed and breakfast located in the historic village of Sheffield. This ground-floor master bedroom is newly updated while preserving the charm of our 220-year-old farmhouse. Our lovingly designed common areas create fun and intimate opportunities for connection. Just 10 minutes from Great Barrington, the Berkshire School, Twin Lakes Connecticut, the Appalachian Trail, and epic waterfalls, our guests enjoy beautiful accommodations in a walkable village setting.

The Inn at Freeman Elms Farm B & B- Cottage Room

Our historic home was built in 1797 and has welcomed guests and family for over 200 years. Every room speaks to the history of New England and the town of Mill River. Included nearby are iconic venues of the Berkshires which include Gedney Farm, Butternut Ski Resort, the Appalachian Trail, Monument Mountain, Tanglewood, Jacob's Pillow, Barrington Stage Company, and Shakespeare and Company as well as little known, more local places such as Umpachene Falls and the Mill River Store.

Whistler's Inn/The Petite Chambre (#11)

Whistler’s Inn is an 1870 English Tudor mansion in the heart of Lenox near Tanglewood, Shakespeare & Co., and all of the Berkshires’ most popular cultural venues. The home was once owned by Mr. and Mrs. Ross Wynans Whistler, railroad tycoon and nephew of the painter, James M. Whistler. Whistler’s Inn captures the warmth, comfort, and elegance of a bygone era. The inn has been featured on National T.V. - The Travel Channel and Fodor’s Bed and Breakfast Country Inns.

Stockbridge #1 B&B Full Breakfast Close to Museums

The Stockbridge Country Inn the #1 Closest Berkshires Bed and Breakfast to the Norman Rockwell Museum, Chesterwood, and Botanical Gardens within walking distance. Nestled on four beautiful acres of lush landscape with lovely gardens surrounding an in-ground pool. Each of our luxury B&B Inn guest suites is tastefully appointed with private bath en suite, full bath amenities including soft cotton robes, and gourmet country style breakfast served daily.

Private Room and Bathroom - Clean, & Spacious

Hi, I'm Isla, This large bedroom has a Queen sized bed, a Sofa, TV, an Office’s desk and a private bathroom with shower. You will have use of the spacious kitchen and dining room area. The Townhouse is located in a cull de sac in a private community, so it is very quiet and safe. Includes a spacious, clean and bright kitchen fully stocked with pots, pans and utensils. Conveniently located close to everything the Berkshires has to offer.

The Cornell Inn Lenox

Escape to the charming Cornell Inn, a historic 28-room retreat in the heart of Lenox, MA. Nestled in the Berkshires, our inn blends New England charm with modern comforts. Enjoy cozy rooms, a delicious breakfast, and serene gardens. Just minutes from Tanglewood, hiking, and cultural attractions, it's the perfect getaway for relaxation and adventure. Experience warm hospitality in a timeless setting—book your stay today!

Washington - No Pets-Suite-Standard-Private Bathro

The Shaker Mill Inn is a unique family and pet friendly Inn that can be a comfortable and safe alternative to the traditional hotel and B&B. There is a self-check-in/check-out process. Each room has a private entrance, and is equipped with a kitchen or kitchenette, so that you can enjoy breakfast in the privacy of your room. The rooms and grounds are spacious, which will make for a relaxing visit to the Berkshires.

Cozy 3 bedroom cape at end of road in Williamstown

When you book my upstairs, you have the exclusive use of those rooms. No other guests are allowed to book. PRIVATE 3 BR, 1 bath UPSTAIRS for GUESTS AS OWNER HAS BED/BATH on FIRST FLOOR. The upstairs comfortably suits 4 adults and one or 2 children. I do not allow any more than 4 adults at a time EXCEPT DURING COMMENCEMENT & REUNION WHEN ENTIRE HOME CAN BE BOOKED.