Compare Cheap Hotels Near Chesterwood Massachusetts

"What a pleasure to have the opportunity to stay in an historic inn such as the Red Lion. "

"We loved our time staying here! It accommodated all eight of us easily, and had plenty of parking. The drive to Butternut Ski Resort was very reasonable as well. We will definitely be back!"

"The hosts have made this ranch house into an artsy, cozy place for families to rest and relax! Plenty of space for family hang outs and game playing, but also enough rooms for tweens or teens to get away and have alone time. Beautiful spaces throughout. We would have loved to enjoy the backyard space and screened-in porch if it hadn't been winter, but appreciated watching the snow falling while sipping coffee by the kitchen window! Close to Catamount ski area and minutes from Stockbridge shops and spa. This house might look small from the outside, but inside there is everything you need!"

"Wonderful old house with character, great beds, great fireplace, good kitchen (missing only a 9x13 baking dish - but we made lasagna in a round baking dish)! We walked by the river in Great Barrington, visited the old courthouse/library/gallery in Lenox and walked Lenox in the rain then warmed up at delicious cafe Shots. It was just a long weekend, but we plan to return so we can explore trails on property and visit more local sights. Appreciate the welcome book/visitors guide provided by owners! This place feels like family, and I love the protection of the land."

"I stayed here with my husband and daughter, and friends with their kids, and all the kids took their first ski lessons at Otis Ridge. The house had the perfect layout for our group of 7, with all of us fitting easily at the dining table, plenty of room to spread out in the living room, and 3 kids happily sharing the bunks+twin room. We enjoyed the fireplace, the playground, the hot tub, and the fire pit. We were glad to have the 3.5 bathrooms, with each king bedroom having an en suite, a separate bathroom by the kids room, and the powder room right by the front door. The house was clean, and the host was welcoming and responsive to our queries. The one con is that one king bedroom is directly under the living room, so when people are running and jumping (or even walking) in the living room, you hear it very loudly while in that bedroom."

"We had 3 generations of family staying here after the holidays and the home provided everything we needed - wonderful location right in town, comfortable rooms, and large living spaces to play games and catch up. The kids, parents and grandparents all had a great time!"