Windsor Packages (Flight + Hotel)
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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 ฿3,293 per night from 15 Mar to 16 Mar
฿3,293
฿4,026 total
15 Mar - 16 Mar
includes taxes & fees
8.8/10 Excellent! (2,294 reviews)
Great place in Williamstown. Near ski resort.
Reviewed on 9 Mar 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is ฿3,742 per night from 31 Mar to 1 Apr
฿3,742
฿4,180 total
31 Mar - 1 Apr
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
For the price, is a good property. Convenient for our purposes. While not up to more modern standards, it is reasonably furnished. Location is a bit noisy due to traffic and trains. Limited decent food options.
Reviewed on 5 Mar 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ฿3,368 per night from 1 Apr to 2 Apr
฿3,368
฿4,470 total
1 Apr - 2 Apr
includes taxes & fees
9/10 Wonderful! (870 reviews)
This was great. I did not really need the kitchen for my stay but for future planning this wil be great! Plenty of room in the living area. Bed was comfortable. Just beautiful
Reviewed on 9 Mar 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.