Windham Trips (flight + hotel)

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Top hotels in Windham

Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 out of 5
43 State Route 296, Windham, NY
The price is P7,242 per night from 5 May to 6 May
P7,242
per night
5 May - 6 May
9.6/10 Exceptional! (230 reviews)
"Nice room, comfortable bed, nice downstairs sitting areas, fantastic breakfast and staff!!"

Reviewed on Feb 25, 2024

Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
The price is P8,031 per night from 14 May to 15 May
P8,031
per night
14 May - 15 May
9/10 Wonderful! (352 reviews)
Solid
"Solid not spectacular. Staff was great"

Reviewed on Mar 30, 2024

Hotel Vienna
Winwood Inn & Condominiums
Winwood Inn & Condominiums
3 out of 5
5220 NY-23, Windham, NY
The price is P8,031 per night from 5 May to 6 May
P8,031
per night
5 May - 6 May
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 Dec 25, 2023

Winwood Inn & Condominiums
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 vacation 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 vacation 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 neighborhood’s most popular properties. Another top-rated option in Windham is Cozy Gateway Gem For 2 At Widham.
How far in advance should I book my Windham vacation?
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 vacation 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 vacation package?
You sure can, and we’re here to help. You may be able to cancel and rebook your Windham vacation 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.

Popular places to visit

What to do in Windham

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