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Great Barrington, MA B&B
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10 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
9.5 92 reviews
Great Barrington, MA
08/15 – 08/20
$587/nighttotal: $2935 (5 )

Wilder House Berkshires

2 4
B&B , Sheffield
Wilder House Berkshires, a Sheffield, Massachusetts guesthouse, offers a peaceful retreat less than 6 miles from Great Falls and the Canaan Village Historic District, with easy access to Tanglewood (20 miles) and the Norman Rockwell Museum (15 miles).
This one-bedroom, one-bathroom inn features a terrace, garden, free parking, Wi-Fi, air conditioning, and a daily American breakfast; guests can also enjoy an on-site picnic area.
The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood - Great Barrington, MA
9.2 111 reviews
Great Barrington, MA
08/22 – 09/03
$495/nighttotal: $5940 (12 )

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

1 1
B&B , Stockbridge
This bed and breakfast is located in the mountains of Stockbridge, just one mile from the Norman Rockwell Museum and within a three-mile radius of the Berkshire Botanical Garden and Naumkeag Museum. It has earned an excellent rating from previous guests. The inn offers a variety of amenities and activities, including a swimming pool, a terrace, a garden, and a restaurant. Guests can also enjoy free continental breakfast, free Wi-Fi, and free parking.
Shaker Mill Inn - Great Barrington, MA
9.5 562 reviews
Great Barrington, MA
07/02 – 07/06
$512/nighttotal: $2048 (4 )

Shaker Mill Inn

1 4
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 a garden

Creative Oasis In Town - Great Barrington, MA
9.7 6 reviews
Great Barrington, MA
07/26 – 08/04
$203/nighttotal: $1827 (9 )

Creative Oasis In Town

1 2
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.
Villa Retreat | Four Rooms, Sauna, Courts & Bbq - Great Barrington, MA
Great Barrington, MA
07/02 – 07/06
$937/nighttotal: $3748 (4 )

Villa Retreat | Four Rooms, Sauna, Courts & Bbq

8 4
B&B , Lee
This B&B in Lee, nestled in the Berkshires, is located a short drive from the Norman Rockwell Museum and Tanglewood, offering convenient access to hiking, boating, skiing, and the Appalachian Trail.
This accommodation features 8 spacious bedrooms, 8 bathrooms, and a guest capacity of 24, with amenities including a kitchen, air conditioning, an indoor swimming pool, a fitness center, and complimentary parking.
Wilder House Berkshires - Great Barrington, MA
9.5 92 reviews
Great Barrington, MA
08/15 – 08/20
$587/nighttotal: $2935 (5 )

Wilder House Berkshires

2 4
B&B , Sheffield
Wilder House Berkshires, a Sheffield, Massachusetts guesthouse, offers a peaceful retreat less than 6 miles from Great Falls and the Canaan Village Historic District, with easy access to Tanglewood (20 miles) and the Norman Rockwell Museum (15 miles).
This one-bedroom, one-bathroom inn features a terrace, garden, free parking, Wi-Fi, air conditioning, and a daily American breakfast; guests can also enjoy an on-site picnic area.
2 Family-friendly Villas L Pool, Games & Whirlpool - Great Barrington, MA
Great Barrington, MA
07/02 – 07/06
$469/nighttotal: $1876 (4 )

2 Family-friendly Villas L Pool, Games & Whirlpool

4 4
B&B , Lee
This B&B is located in the Berkshires, offering immediate access to hiking, boating, and skiing, and is conveniently situated near the Norman Rockwell Museum and Tanglewood. This accommodation features four bedrooms and four bathrooms to accommodate up to 12 guests, with two 1016 sq. ft. rooms each including a kitchen and high-definition TV, plus access to a fitness center and heated indoor pool.

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.

Destinations nearby

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.

Shaker Mill Inn - Great Barrington, MA
9.5 562 reviews
Great Barrington, MA
07/02 – 07/06
$512/nighttotal: $2048 (4 )

Shaker Mill Inn

1 4
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

Creative Oasis In Town - Great Barrington, MA
9.7 6 reviews
Great Barrington, MA
07/26 – 08/04
$203/nighttotal: $1827 (9 )

Creative Oasis In Town

1 2
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.
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