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
Mountain Green Resort
The Mountain Top Inn & Resort
The Suites at Killington Center
Hidden Kingdom in Plymouth

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Windham Hotel Deals

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

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

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
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

Pointe at Castle Hill Resort
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
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)
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Reviewed on Feb 2, 2026

The Equinox Golf Resort & Spa
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.