Windham Vacation Packages
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Top Windham Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Mountain Inn at Killington
Price was CA $1,730, price is now CA $1,576 per person
CA $1,576
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.2/10 Wonderful! (941 reviews)
The staff could not have been more accommodating. From the front desk to the shuttle drivers, to the wait staff in the restaurant, they were all friendly, helpful and pleasant.
Reviewed on Feb 7, 2026
Windham Hotel Deals
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Windham VT
9.8/10 Exceptional! (55 reviews)
This was our second trip to this gorgeous property, and once again, we had a wonderful time. Our group of moms were able to relax in all areas of the home, including the pool and hot tub, fire pit outside and fireplace inside, and on the beautiful deck by the outdoor kitchen. Everything was clean ...
Reviewed on Oct 6, 2025
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is CA $192 per night from Mar 9 to Mar 10
CA $192
CA $219 total
Mar 9 - Mar 10
includes taxes & fees
8.8/10 Excellent! (970 reviews)
Clean room! Great food!
Reviewed on Jan 30, 2026
The Equinox Golf Resort & Spa
3567 Main Street Route 7A Manchester VT
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Feb 23 to Feb 24
CA $156
CA $245 total
Feb 23 - Feb 24
includes taxes & fees
7.2/10 Good! (594 reviews)
.
Reviewed on Feb 2, 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.
