Windham Holidays

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Our pick of the best Windham Hotel Deals

Winwood Inn & Condominiums
Winwood Inn & Condominiums
3 out of 5
5220 NY-23, Windham, NY
The price is NZ$254 per night from 28 Apr to 29 Apr
NZ$254
per night
28 Apr - 29 Apr
8.4/10 Very Good! (270 reviews)
Great for family for ski trips
"It was an amazing stay for our ski trip. Very clean and comfortable beds. Convenient with a good quality food market next door. Kids love the game room as an after ski activity. Only wish the kitchen was equipped with dishwasher and stocked with cooking oil."

Reviewed on 25 Dec. 2023

Winwood Inn & Condominiums
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
The price is NZ$272 per night from 12 May to 13 May
NZ$272
per night
12 May - 13 May
9/10 Wonderful! (351 reviews)
Solid
"Solid not spectacular. Staff was great"

Reviewed on 30 Mar. 2024

Hotel Vienna
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Windham
The price is NZ$3,302 per night from 24 Apr to 25 Apr
NZ$3,302
per night
24 Apr - 25 Apr
10/10 Exceptional! (125 reviews)
Ski Weekend Getaway
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions ..."

Reviewed on 23 Feb. 2024

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
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 does a Windham holiday package cost?
From just , you can tailor your Windham package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Windham?
You’ll save big if you combine your flights, car rentals and hotels into a Windham holiday package. Sometimes cheap packages mean fewer choices. But that’s not the case with Expedia. We offer over 550 airlines and 1 000 000 hotels across the globe, so you’ll always have plenty of variety to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Windham?
It makes sense to stay near the action. Many visitors like to book hotels around top sights, such as Windham Mountain Resort, Windham Country Club and Windham Vineyards and Winery.
What are the top hotels in Windham?
Make a reservation at Simply Amazing Condo. It’s one of the neighbourhood’s most popular properties. Another top-rated option in Windham is Cosy Gateway Gem For 2 At Widham.
How far in advance should I book my Windham holiday?
It can be difficult to know when is the perfect time to book your Windham trip. But usually the earlier you book, the lower the prices. In some cases, you can secure your flights and hotels nearly a year prior to your departure date. If you’re eager to escape on a last-minute getaway, no need to worry! There are plenty of fantastic bargains featured on Expedia every single day.
What does an Expedia Windham travel package include?
From hotels and flights to car rentals, Expedia can help you create a Windham package that’s right for you. Heading off for a week or longer? Check out a rental car, hotel and flight bundle. If you can only squeeze in a quick getaway, a hotel and airfare deal may suit you better. Tours and activities can be added after you’ve booked. Our travel packages make it easy to plan and save.
What should I know before booking a Windham travel package?
Our prices are already low. However, you’ll snap up an even better deal when you book your flights, hotels and car rentals together. With an Expedia package, you’ll always get transparent pricing and a great range of choice.
Can I choose my airline with a Windham Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Just choose the carrier that suits you and create the perfect Windham escape.
If I'm not able to travel, can I cancel my Windham holiday package?
You sure can, and we’re here to help. You may be able to cancel and rebook your Windham holiday package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Windham

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