Cheap Holidays to Windham

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Windham Holidays

From flights to accommodations and every fantastic adventure in between, ebookers can make your dream Windham break become a reality.

There are over 500 partner airlines and more than 500,000 international properties within easy reach. It's time to stop searching and start organising your perfect escape.

How does a Price Guarantee sound? If somehow you find a cheaper Flight + Hotel deal somewhere else within 48 hours pre check in, we'll meet it and repay you the difference.

Now's the time! Chase your wanderlust and don't let go. Every place is teeming with fantastic surprises and new experiences, so allow us to help make it happen. Terms and Conditions apply.

Best Windham hotel deals for your holiday

Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
The price is £120 per night
£120
per night
15 May - 16 May
2.05 km from city centre
Hotel Vienna's good location gets good marks from our customers. During your stay, you're just a quick walk from Windham Country Club. Enjoy features like free breakfast, free WiFi in public areas and free self-parking. This property offers pet-friendly amenities, such as food and water bowls.
Pet-friendly
Pool
Winwood Inn & Condominiums

Winwood Inn & Condominiums

3 out of 5
5220 NY-23, Windham, NY
The price is £120 per night
£120
per night
19 May - 20 May
0.94 km from city centre
During your stay at Winwood Inn & Condominiums, you'll be within walking distance of Windham Mountain Resort. You'll find features such as free WiFi in public areas, free self-parking and a free ski shuttle.
Spa
Pool
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, NY
The price is £1,351 per night
£1,351
per night
2 May - 3 May
4.28 km from city centre
The clean homes at this holiday home get good marks from our customers. During your stay, you'll be close to Windham Mountain Resort. You'll find features such as a gym, a water park and an arcade/games room. The holiday home includes amenities such as free WiFi and in-room jetted baths.
Fireplace
Pet-friendly
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 out of 5
43 State Route 296, Windham, NY
The price is £108 per night
£108
per night
8 May - 9 May
1.76 km from city centre
Stay at this golf B&B in Windham. Enjoy free WiFi, free parking and breakfast. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby. Discover genuine guest reviews for Albergo Allegria Hotel & Breakfast Restaurant along with the latest prices and availability – book now.
Breakfast available
Parking included
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
The price is £204 per night
£204
per night
2 May - 3 May
1.79 km from city centre
During your stay at Eastwind Windham, you're just a quick walk from Windham Country Club. You'll find features such as free WiFi in public areas and free self-parking, plus a bar.
Pet-friendly
Breakfast available
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

Windham, NY
0.56 km from city centre
During your stay at this holiday home, you'll be within walking distance of Windham Mountain Resort. A water park is available. Free WiFi and a kitchen are available in the holiday home.
Fireplace
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.

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^Savings based on all package bookings with Flight + Hotel made on ebookers.com from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.