Windham Hotel Guide - Family Friendly Hotels in Windham, New York

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Check availability on Windham Family Friendly Hotels

Top Windham Family Friendly Hotels

Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
8.8 out of 10, Excellent, (340)
"Clean rooms"
The price is €166
includes taxes & fees
15 Oct - 16 Oct
Winwood Condominiums by Windham Mountain Club
The Windham Mountain View King with Balcony
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
8.8 out of 10, Excellent, (74)
"Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place"
The price is €192
includes taxes & fees
27 Oct - 28 Oct
Wylder Hotel Windham
Property grounds
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
9.2 out of 10, Wonderful, (5)
"Great place to stay very accommodating more than expected "
The price is €321
includes taxes & fees
15 Oct - 16 Oct
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Exterior
Unwind Windham, Chalet
Unwind Windham, Chalet
The price is €480
includes taxes & fees
15 Oct - 16 Oct
Unwind Windham, Chalet
Property grounds
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
10.0 out of 10, Exceptional, (2)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
The price is €1,349
includes taxes & fees
15 Oct - 16 Oct
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Exterior
The Cozy Cabins at Walnut Grove- Your Perfect Getaway near Hunter/ Windham
The Cozy Cabins at Walnut Grove- Your Perfect Getaway near Hunter/ Windham
The price is €447
includes taxes & fees
15 Oct - 16 Oct
The Cozy Cabins at Walnut Grove- Your Perfect Getaway near Hunter/ Windham
Terrace/patio
Drift Haus|4.5BR+ Mountain Lodge
Drift Haus|4.5BR+ Mountain Lodge
The price is €617
includes taxes & fees
15 Oct - 16 Oct
Drift Haus|4.5BR+ Mountain Lodge
Interior
Condo in Windham Mountain Village
Condo in Windham Mountain Village
10.0 out of 10, Exceptional, (14)
"Condo was clean and comfortable and very convenient to indoor pool and skiing. Thank you for a great vacation!"
The price is €605
includes taxes & fees
28 Oct - 29 Oct
Condo in Windham Mountain Village
Exterior
Serene Catskills Escape: Hot Tub, Pond & Game Room
Serene Catskills Escape: Hot Tub, Pond & Game Room
10.0 out of 10, Exceptional, (16)
"Me and my friends had a lot of fun staying at Bella Vista. The games setup is great. We had something for everyone to play and enjoy. The property was very neat and clean and there was room for everyone."
The price is €1,223
includes taxes & fees
15 Oct - 16 Oct
Serene Catskills Escape: Hot Tub, Pond & Game Room
Terrace/patio
Tiny House on Walnut Grove
Tiny House on Walnut Grove
2.0 star property
4.0 out of 10, (1)
The price is €256
includes taxes & fees
15 Oct - 16 Oct
Tiny House on Walnut Grove
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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Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Beautiful place! Extremely clean! We really enjoyed our stay! "
Brenda 2-night trip
Posted 6 days ago
Hotel Vienna

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Frequently asked questions

What's Windham like for family-friendly holidays?
The relaxing destination of Windham is a great choice if you've been considering a holiday with the children. The golf, coffee shops and hiking trails are just a few things that make this an attractive spot for a family holiday. Take to the air and fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city centre.
What's the best family accommodation in Windham?
Wylder Hotel Windham is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Windham?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Windham?
While you are visiting Windham, you may want to round up the youngsters and make time to see interesting attractions such as Windham Mountain Resort, Hunter Mountain and Zoom Flume. Make sure that you have lots of time for activities such as Kaaterskill Falls and Indian Head Mountain.