Deals on vacations and trips to Windham

Save when you book Windham package deals

Choose two or more items and save on your trip:

Windham flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $542, price is now $465 per person
$465
per person
Feb 6 - Feb 10
found 5 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A grocery/convenience store, a computer station, and laundry facilities are also on offer.

Top Windham hotels 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
Get rates
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and conveniences like a garden and concierge services.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$144 nightly
The price is $157 total per night
$157 total
Jan 22 - Jan 23
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $232 total per night
$232 total
Feb 4 - Feb 5
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
$139 nightly
The price is $153 total per night
$153 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
$190 nightly
The price is $209 total per night
$209 total
Feb 4 - Feb 5
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Free Cancellation
$116 nightly
The price is $128 total per night
$128 total
Jan 27 - Jan 28
Total with taxes and fees
This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.
Don't see what you're looking for?
See all available properties in Windham
View all properties
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.

Frequently asked questions

How much are vacation packages to Windham?
Travelocity offers hotel and flight vacation packages starting as low as $465. With such great bargains, you'll be saying hello to Windham in no time.
Where can I get the best vacation package deals for Windham?
Landing an unbeatable package deal to Windham is a piece of cake with Travelocity. With around 400 partner airlines and 1,000,000 properties around the world, you're spoiled for choice when it comes to your hotels and flights.
Why should I book my Windham vacation bundle with Travelocity?
We've got a destination for every kind of traveler, exceptional service and round-the-clock customer support. In addition to that, we'll match any lower price you happen to find with our Price Match Guarantee.
Can I save on my Windham car rental if I combine it with my hotel or flight?
Combining your car, hotel and flight into a Windham vacation package is an excellent way to land the best deal. Plus, having your own rental car gives you the freedom to get to all those big sights you're hoping to check out. Sitting 100 mi away from Windham, Fenway Park is one place that should be on your must-do list. Buckle up and make a day trip of it.
Which airport is best for Windham?
One of the handiest options is Lebanon Municipal Airport (LEB), which you'll find 40 mi northeast of downtown Windham. Your other choice is Rutland Southern Vermont Regional Airport (RUT), 25 mi away from central Windham).
Where should I stay when visiting Windham?
If you're looking for a place to spend your nights, take a look at the Remote Cabin, Private Lake & 80 Acres, Mtn Views. It's the top pick for many travelers.

Photos of local treasures

Browse Windham vacation photos for more inspiration