Windsor Holidays
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Top hotels in Windsor
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is €108 per night from 14 Apr to 15 Apr
€108
14 Apr - 15 Apr
includes taxes & fees
8.8/10 Excellent! (2,333 reviews)
Very nice
Reviewed on 12 Apr 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is €124 per night from 14 May to 15 May
€124
14 May - 15 May
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Nice staff comfy bed nice views
Reviewed on 8 Apr 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is €102 per night from 12 May to 13 May
€102
12 May - 13 May
includes taxes & fees
9/10 Wonderful! (905 reviews)
Very friendly staff. The hotel and property was very clean and well maintained the outside. The outside Jacuzzi was amazing. The pool was great very nice hotel all the way around.
Reviewed on 12 Apr 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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