Deals on vacations and trips to Windham

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North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
per person
Oct 29 - Nov 1
found 24 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
The Vermont Inn

The Vermont Inn

3 out of 5
per person
Oct 29 - Nov 1
found 24 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Rutland (RUT)
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the sauna and perks like free self parking and free WiFi.
Chateau Rooms

Chateau Rooms

4.5 out of 5
per person
Sep 12 - Sep 16
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
This smoke-free guesthouse features a full-service spa and a restaurant. A convenience store and wedding services are also provided.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
per person
Sep 12 - Sep 16
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
per person
Oct 29 - Nov 1
found 24 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.

Top Windham hotels deals

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

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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.
Pool
Hot Tub
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
$199 nightly
The price is $219 total per night
$219 total
Aug 14 - Aug 15
Total includes 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.
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $154 total per night
$154 total
Aug 10 - Aug 11
Total includes taxes and fees
This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Free Cancellation
$230 nightly
The price is $253 total per night
$253 total
Sep 1 - Sep 2
Total includes 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.
Pool
Pet friendly
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $134 total per night
$134 total
Sep 4 - Sep 5
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $126 total per night
$126 total
Aug 19 - Aug 20
Total includes taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is also provided.
Breakfast included
Pet friendly
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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 $359. 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.

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