
Windham Vacations from $697
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The Latest Windham vacation packages
Price found within the past 48 hours. Click for updated prices.

The Mountain Inn at Killington
Price was $785, price is now $697 per person
$697
per person
May 8 - May 11
found 9 hours ago
Roundtrip flight included
Wilmington (ILG) to Rutland (RUT)
9.2/10 Wonderful! (1,007 reviews)
Nice place close to the mountain with an attentive and friendly staff. Very clean and well run. It’s not a resort or a place where you stay to enjoy the hotel. You are here to ski / board and this is your place to return to for drinks and a good night sleep. The AC wasn’t working well when we were there but it was still late Winter so not unexpected (was unseasonably warm). The furniture in the sitting areas upstairs needs to be upgraded since that’s really the only place to hangout in morning or afternoons other than the restaurant. Overall very pleased with the place for the price.
Reviewed on Apr 2, 2026


Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home
Save 100% on your flight
Price was $6,436, price is now $5,715 per person
$5,715
per person
May 8 - May 11
found 9 hours ago
Roundtrip flight included
Wilmington (ILG) to Rutland (RUT)
No reviews


Windham Hotel Deals

Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
$144 nightly
The price is $156 total per night from Apr 9 to Apr 10
$156 total
Apr 9 - Apr 10
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
Have stayed here many times. Close to town and Okemo. Very convenient.
Reviewed on Mar 30, 2026

Colonial Motel And Spa
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $93 total per night from Apr 27 to Apr 28
$93 total
Apr 27 - Apr 28
Total with taxes and fees
6.8/10 (1,003 reviews)
Older motel style not fancy. Good hot tub in pool area. Ok for overnight on a budget.
Reviewed on Apr 6, 2026

Hampton Inn and Suites Manchester
4519 Main St Manchester Center VT
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $160 total per night from Apr 19 to Apr 20
$160 total
Apr 19 - Apr 20
Total with taxes and fees
9.6/10 Exceptional! (1,008 reviews)
Great breakfast and excellent location.
Reviewed on Apr 5, 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.
Find the Best Windham Vacation Packages
Windham Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rutland Southern Vermont Regional Airport (RUT) |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
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