Title: Windham Vacation Packages 2026  | Expedia.com

[Windham Travel Guide](https://expedia.com/Windham.dx6150553)[Hotels in Windham](https://expedia.com/Windham-Hotels.d6150553.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d6150553.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d6150553.Travel-Guide-Flights)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d6150553.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windham Vacations 

## Book a Hotel + Flight or Car together to unlock savings

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## Windham Hotel Deals

![Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna](https://images.trvl-media.com/lodging/84000000/83230000/83226500/83226476/b213d153_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

 Windham VT

9.8/10 Exceptional! (55 reviews)

This was our second trip to this gorgeous property, and once again, we had a wonderful time. Our group of moms were able to relax in all areas of the home, including the pool and hot tub, fire pit outside and fireplace inside, and on the beautiful deck by the outdoor kitchen. Everything was clean ...

Reviewed on Oct 6, 2025

[Get rates](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=83226476&PinnedHotelID=83226476&HadPinnedHotel=true&regionId=6150553)

[](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=83226476&PinnedHotelID=83226476&HadPinnedHotel=true&regionId=6150553)

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

$142 nightly

$154 total

Mar 3 - Mar 4

Total with taxes and fees

8.8/10 Excellent! (970 reviews)

Clean room! Great food!

Reviewed on Jan 30, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F3%2F2026&endDate=3%2F4%2F2026&selected=1823093&PinnedHotelID=1823093&HadPinnedHotel=true&regionId=6150553)

![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

Fully refundable

$206 nightly

$227 total

Mar 8 - Mar 9

Total with taxes and fees

9.2/10 Wonderful! (830 reviews)

Staff, cleanliness, ambience, restaurant, all perfect! We can’t wait to return!

Reviewed on Jan 4, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=1572989&PinnedHotelID=1572989&HadPinnedHotel=true&regionId=6150553)

[See all 2,678 properties in Windham](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%2F2026&regionId=6150553)

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                                            |

## More vacations you might like

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All Inclusive Vacations

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Beach Vacations

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Kid Friendly Vacations

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Golf Vacations

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Luxury Vacations

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Romantic Vacations

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Ski Vacations

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![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

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Adventure Vacations

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![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

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## Frequently asked questions

### How much does a Windham vacation package cost?

### What are the cheapest months to go to Windham?

### How many days is enough for Windham?

### How to find the best Windham package deals?

### Is it cheaper to book a Windham vacation as a package?

### When to book a vacation package to Windham?

### Does Expedia offer Book Now, Pay Later Windham vacation packages?

## Explore a world of travel with Expedia

- Lodging
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- [Thrifty Car Rental Rental Cars in Jamaica ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Jamaica.d184052-c45.Car-Rental-Guide-Suppliers)
- [Sixt Rental Cars in Jamaica ](https://www.expedia.com/Sixt-Car-Rentals-In-Jamaica.d184052-c35.Car-Rental-Guide-Suppliers)
- [Apex Car Rentals Rental Cars in Jamaica ](https://www.expedia.com/Apex-Car-Rentals-Car-Rentals-In-Jamaica.d184052-c1064.Car-Rental-Guide-Suppliers)
- [Advantage Rent-A-Car Rental Cars in Jamaica ](https://www.expedia.com/Advantage-Rent-A-Car-Car-Rentals-In-Jamaica.d184052-c3.Car-Rental-Guide-Suppliers)
- [Essence Car Rental Rental Cars in Jamaica ](https://www.expedia.com/Essence-Car-Rental-Car-Rentals-In-Jamaica.d184052-c1085.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Jamaica ](https://www.expedia.com/Enterprise-Car-Rentals-In-Jamaica.d184052-c15.Car-Rental-Guide-Suppliers)
- [Drive-A-Matic Rental Cars in Jamaica ](https://www.expedia.com/Drive-A-Matic-Car-Rentals-In-Jamaica.d184052-c1082.Car-Rental-Guide-Suppliers)
- [Budget Canaries Rental Cars in Jamaica ](https://www.expedia.com/Budget-Canaries-Car-Rentals-In-Jamaica.d184052-c1136.Car-Rental-Guide-Suppliers)
- [Payless Rental Cars in Jamaica ](https://www.expedia.com/Payless-Car-Rentals-In-Jamaica.d184052-c38.Car-Rental-Guide-Suppliers)
- [Mex Rent A Car Rental Cars in Jamaica ](https://www.expedia.com/Mex-Rent-A-Car-Car-Rentals-In-Jamaica.d184052-c1084.Car-Rental-Guide-Suppliers)
- [Pickup Car Rentals in Jamaica ](https://www.expedia.com/Pickup-Car-Rentals-In-Jamaica.d184052-tPickup.Car-Rental-Guide-Class)

- [Londonderry Vacation Rentals ](https://www.expedia.com/Londonderry-Vacation-Rentals.d127228.Travel-Guide-VacationRentals)
- [Jamaica Vacation Rentals ](https://www.expedia.com/Jamaica-Vacation-Rentals.d184052.Travel-Guide-VacationRentals)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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