
Windham Vacations from $706
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The Latest Windham vacation packages
Price found within the past 48 hours. Click for updated prices.

Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $813, price is now $706 per person
$706
per person
Jul 6 - Jul 10
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
It's a dated hotel but very conveniently located to the slopes. No shuttle though. Food was good. The breakfast is pretty simple but ok to start your day with. We also had multiple dinners at the hotel. While the food was good, the service was super slow. People also walk around barefoot and in their bathing suit all over the hotel. It was quite bizarre. To flush the toilet, it can be tricky, so be careful (we saw many service requests on our corridor). Overall, the place is very chill. There isn't really anything an easy walk away, so you'll have to drive everywhere.
Reviewed on May 29, 2026


Greenbrier Inn
Price was $1,069, price is now $940 per person
$940
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Houston (IAH) to Rutland (RUT)
9.4/10 Exceptional! (680 reviews)
My friends and I had a great time at The Greenbrier Inn while we were on a weekend trip skiing. I was able to book my room quickly and they had availability even the week before at exceptional pricing.
Steve was very accommodating even when we got to the inn late Friday night. We called prior our arrival to make sure we could get our keys as the front desk does have its hours and were told specific instructions to obtain our keys. The property is lovely and close to everything needed for a short or extended stay and our room was very comfortable. Breakfast in the morning was great and the coffee was brewed fresh to start our morning.
Will definitely recommend or stay here again in the future!
Reviewed on Apr 5, 2026

The Mountain Inn at Killington
Price was $998, price is now $886 per person
$886
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Houston (IAH) to Rutland (RUT)
9.2/10 Wonderful! (1,002 reviews)
We had a fantastic time at the Mountain Inn. I was there for a 100 mile race and the staff went above and beyond to ensure I had everything I needed to be successful. They even went to the trouble to make me my own breakfast to go! We will absolutely be back to see JP and Bodie!
Reviewed on May 24, 2026

Days Inn by Wyndham Rutland/Killington Area
Price was $983, price is now $875 per person
$875
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Houston (IAH) to Rutland (RUT)
6.6/10 (1,001 reviews)
The room was very clean. The staff was pleasant and helpful. Parking was very convenient. The breakfast was beyond adequate - waffles. boiled eggs, breads and pastry and fresh fruit in a very pleasant room.
Reviewed on May 29, 2026
Windham Hotel Deals

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Windham VT
10/10 Exceptional! (59 reviews)
"amazing stay! highly recommend Close to several golf courses (MT Snow & Stratton) and this amazing diner (Maple Leaf)"
Reviewed on May 29, 2026

Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
Fully refundable
$204 nightly
The price is $224 total per night from Jun 14 to Jun 15
$224 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (848 reviews)
"dirty room and overcapacity. No breakfast"
Reviewed on Jun 2, 2026

Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Jul 2 to Jul 3
$121 total
Jul 2 - Jul 3
Total with taxes and fees
8.2/10 Very Good! (989 reviews)
"We had a reat stay. Hotel was vey clean and staff was. Very helpful"
Reviewed on Jun 1, 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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- Magic Mountain Ski Resort
- Lowell Lake State Park
- Ball Mountain Dam
- Jamaica State Park
- Stratton Tennis School
- Viking Nordic Center
- Plummer's Sugar House
- Grafton Ponds Outdoor Center
- West River Farmers Market
- The Nature Museum
- Gallery North Star
- Vermont Museum of Mining and Minerals
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- Visit Londonderry
- Hot Glass Works
- Visit Jamaica
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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.



















