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Compare 7 Guest Houses in Windsor with updated reviews, rates, and availability.

"The suite we stayed in was spacious. Maid service is only once weekly, but when we contacted them about getting additional toilet paper, they were very responsive. The queen bed in the bedroom was very comfortable. We were not able to get the TV in the bedroom to work. The sofa queen bed in the living room was all broken down. My husband had to put boards under the mattress to support it enough so he could use the bed. The kitchen was clean and well-stocked."

"Lovely!!"

SAR 530 total

includes taxes & fees

7 Jan - 8 January 2025

"The studio was so cozy and well outfitted. We had all we needed to unwind on a brief vacation. Shelburne Falls is a wonderfully charming New England town. I highly recommend this host and location. She thought of everything!"

SAR 587 total

includes taxes & fees

20 Jan - 21 January 2025

" You drive on an unpaved road for quite a while to get to the Inn. Once you get there, there is the most beautiful place that looks like a large log cabin. It is right on the lake and there are trees everywhere. One of the most beautiful areas that I’ve been to. The room is huge and very comfortable. I also had a balcony that overlooked the lake. Perfect to sit with a glass of wine and stare at the sights."

"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...

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"Nice and quiet family get a way"

SAR 810 total

includes taxes & fees

1 Jan - 2 January 2025

"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....

SAR 779 total

includes taxes & fees

1 Jan - 2 January 2025

"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"