The Berkshires featuring snow as well as a family

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Featured B&B in Western Massachusetts

Relax in a spacious room with a large window, central seating area, and dining table.

"Great one night stay at this little gem of a hotel in Northampton! Clean, quiet, with comfortable beds… and continental breakfast was great as well!"

includes taxes & fees

28 Jul - 29 Jul

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

"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"

includes taxes & fees

25 Aug - 26 Aug

Cozy retreat with a large bed, nightstands, and artwork adorns the walls.

"wonderful cooked to order breakfast quiet very kind staff"

includes taxes & fees

28 Jul - 29 Jul

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

"Very cute and clean room. After driving all day we were so happy to see all muffins, scones, yogurt, cereal, oatmeal, strawberries, milk, OJ, hot chocolate and coffee already in the room for breakfast the next day. We had a great stay, thank you!"

includes taxes & fees

28 Jul - 29 Jul

Classic bedroom with a large bed, nightstands, and elegant curtains.

"We had a great stay and breakfast was delicious!"

includes taxes & fees

27 Jul - 28 Jul

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

"Great Views & Hospitality"

Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and a tiled backsplash.

"The staff were very polite and accomodatin"

includes taxes & fees

3 Aug - 4 Aug

Enjoy meals in a beautifully lit dining area with arched windows and a view of the outdoors.

"Great breakfast, friendly staff"

includes taxes & fees

31 Jul - 1 Aug

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. "

includes taxes & fees

27 Jul - 28 Jul

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

"Always perfect! "

includes taxes & fees

27 Jul - 28 Jul

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. "

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 "

includes taxes & fees

30 Jul - 31 Jul

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

"All was just as advertised and the family/staff was friendly and helpful. "

includes taxes & fees

28 Jul - 29 Jul

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"

Stunning two-story house with a central entrance and beautifully manicured lawn.

"Very enjoyable comfortable stay"

A charming two-story home with a green door and picket fence, surrounded by a beautifully manicured lawn and flowering bushes.

"Beautiful home that provided a relaxed, comfortable stay. If we are in the area again we would definitely return."

includes taxes & fees

27 Jul - 28 Jul

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! "

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!! "

includes taxes & fees

30 Jul - 31 Jul