Search cheap b&b in Great Barrington, MA from 100+ sites!

22 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Great Barrington, MA B&B
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

22 Bed and Breakfast and Inn in Great Barrington, MA

Best Great Barrington, MA bed and breakfasts with breakfast included

Wilder House Berkshires - Great Barrington, MA
No reviews

Wilder House Berkshires

B&B, Sheffield
B&B rental. Your accommodation will be located in Sheffield.
Facilities and services include air conditioning, a fridge and a garden. This accommodation also has a terrace!
Eastgate Inn B&b - Great Barrington, MA
9.3 99 reviews

Eastgate Inn B&b

B&B, Lenox
This charming bed and breakfast is located just a short distance from popular Lenox attractions like Shakespeare and Company, The Mount, and Kennedy Park, offering easy access to cultural experiences and scenic beauty. The property has received excellent ratings from previous guests, highlighting its comfortable accommodations and welcoming atmosphere.
The B&B features a cozy library for quiet moments and a serene garden for relaxation. Guests can enjoy complimentary continental breakfast, free Wi-Fi, and free parking, along with amenities like outdoor grilling and a fireplace for a warm and inviting ambiance.

Best Great Barrington, MA bed and breakfasts with a garden

Hudson Valley And The Berkshires Cottage - Great Barrington, MA
10 24 reviews

Hudson Valley And The Berkshires Cottage

B&B, Copake Lake
This pet-friendly Hillsdale guesthouse, a short 9-mile drive from the W.E.B. Du Bois Boyhood Homesite and the Mahaiwe Performing Arts Center, offers a peaceful getaway near Copake Lake.
The one-bedroom, one-bathroom guesthouse sleeps two, features a kitchen with a refrigerator and microwave, air conditioning, and a garden, plus free internet and parking.
Chambery Inn - Great Barrington, MA
9.6 411 reviews

Chambery Inn

B&B, Lee
Situated in the heart of Lee, this centrally located B&B is just 1.7 miles from Lee Premium Outlets and offers easy access to the town's attractions and amenities. With excellent user, location, and cleanliness ratings, this B&B ensures a comfortable and enjoyable stay.
The B&B features a charming garden, a spa tub, and spa services for relaxation and rejuvenation. Guests can enjoy free WiFi, parking, and a snack bar/deli for convenience. The B&B also offers express check-out and complimentary newspapers for added ease and comfort.
Romantic! Fireplace, Jacuzzi & Private Entrance - Great Barrington, MA
9.4 79 reviews

Romantic! Fireplace, Jacuzzi & Private Entrance

B&B, Lenox
The Hampton Terrace Inn is a charming bed and breakfast located in Lenox, Massachusetts, just a short drive from Tanglewood Musical Center and Bousquet Ski Area. This 4-star inn has received excellent user ratings for its location, cleanliness, and overall experience.
Each room at the Hampton Terrace Inn is uniquely styled with antique furnishings and plush bedding. Guests can enjoy a gourmet breakfast, relax in the common areas, take a dip in the outdoor pool, or play a game of tennis.

Frequently Asked Questions about bed and breakfast in Great Barrington, MA

  • What weather can travelers expect when exploring nature in Great Barrington, MA?

    The weather in Great Barrington can be unpredictable, so be sure to check the forecast before you go. In the summer, it's usually warm and sunny, but you can expect some humidity. In the fall, the leaves turn beautiful colors, but it can get chilly. In the winter, it's cold and snowy, and you'll need to be prepared for the elements. Spring is a beautiful time to visit, but it can be rainy.
  • What are the best bed and breakfasts in Great Barrington, MA?

    Among the B&Bs in Great Barrington, MA, Granville House, Quiet Refuge In Great Barrington and The Farmhouse *Home Share are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Great Barrington, MA?

    There are plenty of outdoor activities to enjoy in Great Barrington. You can go hiking or biking on the Mount Everett Trail, go swimming at Lake Buel or Lake Garfield, or go fishing in the Hoosic River. In the winter, you can go skiing or snowboarding at Catamount Ski Area.
  • What are the best bed and breakfasts with a pool in Great Barrington, MA?

    The Windflower Inn and Master Bed And Bath In Family Home are the best B&Bs with a pool in Great Barrington, MA.

  • What are the best bed and breakfasts with a jacuzzi in Great Barrington, MA?

    The best B&B with a jacuzzi in Great Barrington, MA is Lovely Home In Mountain Getaway.

  • What are the best bed and breakfasts for families and kids in Great Barrington, MA?

    The best B&Bs for families and kids in Great Barrington, MA are Granville House, Wainwright Inn and The Barrington.

  • What are the best pet friendly bed and breakfasts in Great Barrington, MA?

    The best pet friendly B&Bs in Great Barrington, MA are Granville House, Lovely Home In Mountain Getaway and Riverside Retreat With Outdoor Sauna.

  • What are the best bed and breakfasts with parking in Great Barrington, MA?

    Granville House, Quiet Refuge In Great Barrington and The Farmhouse *Home Share are the best B&Bs with parking in Great Barrington, MA.

Popular destinations

Guest-Favorite Pet-Friendly Bed and Breakfasts in Great Barrington, MA

These pet-friendly B&Bs in Great Barrington, MA offer easy access to dog-friendly trails. With plenty of space, your dog will love the fresh mountain air.

The Berkshire Mountain Inn - Great Barrington, MA
9.5 16 reviews

The Berkshire Mountain Inn

B&B, Great Barrington
This inn in Great Barrington is located 14 miles from Tanglewood and Cranwell Spa & Golf Club, and 9.3 miles from the Norman Rockwell Museum, with Great Falls and the Canaan Village Historic District also 12 miles away.
This B&B offers complimentary Wi-Fi, air-conditioned rooms, a garden, a terrace, and private parking, with check-out between 8:00 AM and 11:00 AM.
Hudson Valley And The Berkshires Cottage - Great Barrington, MA
10 24 reviews

Hudson Valley And The Berkshires Cottage

B&B, Copake Lake
This pet-friendly Hillsdale guesthouse, a short 9-mile drive from the W.E.B. Du Bois Boyhood Homesite and the Mahaiwe Performing Arts Center, offers a peaceful getaway near Copake Lake.
The one-bedroom, one-bathroom guesthouse sleeps two, features a kitchen with a refrigerator and microwave, air conditioning, and a garden, plus free internet and parking.
The Inn At Stockbridge - Great Barrington, MA
9.0 3 reviews

The Inn At Stockbridge

B&B, Stockbridge
The Inn at Stockbridge is a B&B located in Stockbridge, offering convenient access to local attractions such as Cranwell Spa & Golf Club (3.7 miles), Norman Rockwell Museum (4.3 miles), and Tanglewood Musical Center (5.6 miles).
This family-friendly accommodation features air-conditioned rooms with private bathrooms and balconies, a complimentary breakfast with diverse dietary options, an outdoor swimming pool, and a fitness center.
Shaker Mill Inn - Great Barrington, MA
9.5 573 reviews

Shaker Mill Inn

B&B, West Stockbridge
Shaker Mill Inn is located in West Stockbridge, just a short drive from Tanglewood and the Norman Rockwell Museum, offering a peaceful retreat in the beautiful countryside. The inn boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The property features a variety of rooms, some with kitchens and private bathrooms. Guests can enjoy amenities like a Jacuzzi, terrace, garden, and spa, along with activities such as skiing, cycling, fishing, and water sports.

Best Great Barrington, MA bed and breakfasts with laundry available

Walk To Lake + Downtown  Private Studio W/ Patio - Great Barrington, MA
9.6 18 reviews

Walk To Lake + Downtown Private Studio W/ Patio

B&B, Great Barrington
This Great Barrington apartment rental is conveniently located a short walk from the town center and steps from a lake, offering a peaceful setting with frequent deer sightings.
The one-bedroom, one-bathroom unit features a mini-kitchen, private patio, two writing desks, and comfortably accommodates two guests, perfect for exploring nearby attractions and enjoying the natural beauty of the area.

Traveler-Approved Bed and Breakfasts with a Pool in Great Barrington, MA

On-site pool access at your Great Barrington, MA B&B makes a refreshing dip after the mountains a wonderful part of your routine.

Devonfield Inn - Great Barrington, MA
9.9 154 reviews

Devonfield Inn

B&B, Lee
The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood - Great Barrington, MA
9.2 118 reviews

The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood

B&B, Stockbridge
Stockbridge Country Inn - Great Barrington, MA
9.2 18 reviews

Stockbridge Country Inn

B&B, Stockbridge
The Inn At Stockbridge - Great Barrington, MA
9.0 3 reviews

The Inn At Stockbridge

B&B, Stockbridge

Our Favorite Bed and Breakfasts with Fireplaces in Great Barrington, MA

A crackling log fire is a mountain essential. Every bed and breakfast in Great Barrington, MA on this list offers the perfect cozy evening.

Stockbridge Country Inn - Great Barrington, MA
9.2 18 reviews

Stockbridge Country Inn

B&B, Stockbridge
The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood - Great Barrington, MA
9.2 118 reviews

The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood

B&B, Stockbridge
The Inn At Stockbridge - Great Barrington, MA
9.0 3 reviews

The Inn At Stockbridge

B&B, Stockbridge
The Berkshire Mountain Inn - Great Barrington, MA
No reviews

The Berkshire Mountain Inn

B&B, Great Barrington
©2026 cozycozy.com