The Berkshires which includes snow and snow boarding

Search B&B in The Berkshires

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

B&B in The Berkshires

Traditional two-story house with a welcoming porch and balcony, set amidst snow-covered trees.

"Lovely place. Excellent staff, Wonderful breakfast."

₩251,746 total

includes taxes & fees

Sep 1 - Sep 2

Stroll through the beautifully manicured lawn and discover a vibrant garden filled with lush purple flowering bushes.

"Nice quaint out of the ordinary vacation experience. "

₩253,209 total

includes taxes & fees

Aug 10 - Aug 11

Cozy cabin with a spacious living area, featuring a glass-top table and comfortable seating, and a separate kitchen area with a refrigerator and microwave.

"Stayed only one night Very cosy, quiet place "

₩301,762 total

includes taxes & fees

Aug 12 - Aug 13

Step into the charming Shaker Mill Inn, surrounded by lush greenery and a beautiful garden.

"Nice stay"

₩288,759 total

includes taxes & fees

Aug 12 - Aug 13

Relax on the deck with a glass of wine, taking in the serene views of the surrounding water and lush landscape.

"Great Views & Hospitality"

Relax in this inviting room with a comfortable bed, fireplace, and thoughtful amenities.

"Maureen and her lovely staff operate a first class B&B. Thoughtful amenities and conveniences, clean and comfortable. Amazing home cooked breakfast, both plentiful and delicious. Thank you"

₩373,629 total

includes taxes & fees

Sep 3 - Sep 4

Relax in this serene bedroom with a large bed, two chairs, and a small table, surrounded by lush views.

"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "

₩372,673 total

includes taxes & fees

Aug 10 - Aug 11

Cozy retreat with a large bed, bedside tables, and a chandelier.

"Always perfect! "

₩305,427 total

includes taxes & fees

Aug 17 - Aug 18

Features a sleek glass-enclosed shower, vanity with sink and mirror, toilet, and bidet.

"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "

Enjoy a leisurely meal in this beautifully set dining area with a long table, adorned with pastries and bread.

"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"

₩385,322 total

includes taxes & fees

Aug 11 - Aug 12

Chambery Inn features a traditional two-story building with a pitched roof and multiple windows.

"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "

₩348,165 total

includes taxes & fees

Sep 7 - Sep 8

Stunning traditional architecture with a central entrance and beautifully landscaped surroundings.

"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "

₩384,103 total

includes taxes & fees

Aug 13 - Aug 14