The Berkshires featuring snow as well as a family

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Browse Select Western Massachusetts Resorts

Cozy seating area with a fireplace, bench, and sofa, perfect for relaxing.

"The room was larger than expected and VERY clean. It had everything I needed for a pleasant and relaxing stay while attending the Berkshire Yoga Festival at Jiminy Peak. "

Set amidst lush greenery, this hotel features a traditional facade with evenly spaced windows and balconies.

"We just spent a couple nights here but enjoyed our time here. There was plenty of room for 4 people and it was a close walk to the base of Jiminy Peak for the adventure park. Staff was helpful and friendly as well. "

Situated in a lush valley, this hotel offers a traditional architectural style with a symmetrical facade and balconies.

Enjoy a refreshing swim in the pool surrounded by a wooden deck and a white fence.

"Perfect for a weekend of skiing with the family."

Enjoy meals at the kitchen's wooden dining table with benches.

"Great place to stay very clean and comfortable."

Relax in the spacious lobby with a comfortable seating area, ornate coffee table, and stunning mountain views.

"Great spot"

Relax in a serene outdoor setting surrounded by lush trees and shrubs.

"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"

Relax by the pool surrounded by expansive views of the surrounding landscape.

Cozy living area with a stone fireplace, wooden benches, and a unique chandelier.

"Great location, clean and perfect for a family! "

Cozy living area with a stone fireplace, wooden bench, and dining table.

"Very easy access to the slope and perfect for family with kids"

Cozy gathering space with a stone fireplace, wooden bench, and dining area.

"Bentley Brook is the ideal location for a young family on a ski trip!"

Cozy gathering space with a stone fireplace, modern TV, and wooden seating area.

"This condo was perfect for our family. We had lots of space and we were right on the base of Jiminy peak. I would definitely stay again."

Enjoy the serene forest views from this balcony with comfortable wicker seating and a small table.

"We really enjoyed our stay and it was nice to be so close to the slopes."

Cozy living area with a stone fireplace, wooden benches, and a modern TV.

"Great place to get my 6 year old on the mountain. What a great time !"

Cozy gathering space with a stone fireplace, modern TV, and bar area.

"This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes."

Stroll through the serene outdoor space, featuring a charming gazebo and a beautifully manicured lawn.

"Large property with ski-in/ski-out proximity to Jiminy Peak. Units are standard but large, clean, and with helpful amenities for a family vacation (kitchenette in unit, plus nice pool for kids' apres-ski, kids' movies, etc.) We'll be back."