What Guests Are Saying About Their Berkshires Stay
“Our group of 11 had an amazing time. Plenty of room, everything we could possibly need was thought of, and it was so peaceful.”
“Our group could not stop talking about how beautiful this house was the entire weekend. The decor and landscaping were impeccable, the amenities were abundant, and the views were breathtaking. We almost didn’t want to leave the house during our stay. It might just become your favorite place to stay.”
“We had a lovely stay at the Butterfly Cottage! Perfect amount of space for four adults. We enjoyed spending evenings together by the fireplace. Perfect place in the woods but also not too far away from Lenox or Stockbridge. We hope to return again!”
“Everything was great! Highly recommend this place, very private, close to lots of great trails, and a very calming atmosphere.”
“Very happy with our stay. Peaceful, quiet, beautiful. Can only imagine what it looks like in later spring/early summer. Look forward to visiting again.”
“Our stay at the cabin was lovely! We were looking for a quiet weekend getaway and this fit the ticket perfectly. It was exactly as cozy as it was described in the listing and was the perfect size for two people. The large soaking tub in the bathroom was especially luxurious and relaxing. The communication about check-in and check-out was very clear. We are definitely planning to come back!”
Discover The Berkshires
A mountain region spanning Western Massachusetts and nearby Connecticut, where fresh-air days and culture-filled nights naturally fit into the same weekend. Expect scenic drives, quiet trails, and charming main streets, plus museums and live performances that make it feel like there’s always something worth doing, no matter the season.
Winter in the Berkshires is made for easy ski days and cozy evenings. Spend the morning on the slopes at Ski Butternut, Jiminy Peak, or Catamount, then come back to warm up, cook something good, and unwind. It’s the kind of trip that feels full without needing a packed itinerary.
Between plans, visiting the small towns around is a must. Lenox is lively and walkable, perfect for browsing shops, grabbing coffee, and turning a simple stroll into a perfect afternoon plan. Stockbridge feels like a storybook and has a classic vibe, it is great for slower wandering and a picture-perfect stop. Pittsfield adds more of a downtown feel with museums and theaters, making it easy to pair dinner with a show and call it a night.
When you want the “Berkshires reset,” hit the trails. Mount Greylock offers big views and a true day-out feeling, while Monument Mountain is a favorite when you want a shorter hike with a rewarding overlook. For something that feels like a hidden gem, Bash Bish Falls is the kind of waterfall stop that turns into the highlight of the trip.
Food in the Berkshires is easy to plan around where you’re staying. Near Lenox, try Brava, and around Great Barrington and Stockbridge, Prairie Whale and The Red Lion Inn are reliable go to options. For a casual bite near Copake Lake, keep it simple with Depot Deli. A good meal here is just another way to take in the character of the Berkshires.