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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 $514, price is now $393 per person
$393
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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

The Mountain Inn at Killington
Price was $883, price is now $751 per person
$751
per person
Jul 16 - Jul 21
found 4 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Rutland (RUT)
9.2/10 Wonderful! (1,002 reviews)
The Inn was clean, staff delightful and puppies are considered family there. We will be staying here again when next in the area.
Reviewed on Jun 3, 2026


Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $567, price is now $500 per person
$500
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Rutland (RUT)
9/10 Wonderful! (62 reviews)
Very quiet location secluded and peaceful.
Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later.
It's a unique place, space is good, lots of amenities to cook and eat. Two bathrooms. Two showers. Lots of hot water and strong water pressure. Most of the unit is updated and modern. However it's tired, worn and dirty. The sofa was covered in dog hair, not just a little bit. It was all over our socks, clothing and floating around. The bathroom shower needed cleaning, walls needed wiping, carpet on stairs all stained and dirty. It you are used to hotels this will disappoint you.
Reviewed on May 10, 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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