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Compare Castles in Windsor with updated reviews, rates, and availability.

"The owners have done a spectacular job of renovating this historic landmark. Being church musicians, we booked the church to celebrate our 25th anniversary. Jane was always a text away if we had any questions from booking to the actual stay. The pictures online are accurate to what you will find in real life. The free popcorn and whiskey were nice touches. Will definitely stay again."

Other property types in Windsor

"This is a sweet property. I visited in the summer. The dining options were great. The country store is awesome. I love how the rooms are suites. They feel like small apartments. I like that they have kitchens. The bed was comfortable. The ac is loud but at least it works well and it drowns out other noises. I needed a late check out and they were very cool about it. They let me hang out at the pool and then shower at the spa because I was like of stuck there several hours after check out time....

SAR 654 total

includes taxes & fees

20 Jun - 21 Jun

20 Jum. II - 21 Jum. II

"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"

"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."