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 S$171 per night from 29 Mar to 30 Mar
S$171
29 Mar - 30 Mar
includes taxes & fees
8.8/10 Excellent! (2,268 reviews)
The rooms were spacious, the staff are super friendly. This is our second time staying and we will continue to book in the future. The pool and hot tub was nice.
Reviewed on 26 Feb, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$189 per night from 1 Mar to 2 Mar
S$189
1 Mar - 2 Mar
includes taxes & fees
9/10 Wonderful! (864 reviews)
Overcharged and lied to said security deposit was released back but never was
Reviewed on 26 Feb, 2026
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is S$264 per night from 2 Mar to 3 Mar
S$264
2 Mar - 3 Mar
includes taxes & fees
9.6/10 Exceptional! (582 reviews)
nice aesthetics
Reviewed on 24 Feb, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
