Find Family Hotels in Windham, NY

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Pick from Windham Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (236)
"Nice to stay in a quaint hotel instead of the generic large name places. Friendly staff. Clean rooms and very comfortable beds"
The price is SAR 513
SAR 554 total
includes taxes & fees
27 Jun - 28 Jun
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
Exterior
Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, (369)
"Wonderful facility! Remodeled rooms with great cleanliness!"
Hotel Vienna
Antique Rose Inn Windham
Front of property
Antique Rose Inn Windham
3.0 star property
9.0 out of 10, Wonderful, (109)
" Very comfortable bed, terrific breakfast on the wrap around porch. Wonderful area, Love Windham, charming town. Will b back."
The price is SAR 506
SAR 547 total
includes taxes & fees
1 Jul - 2 Jul
Antique Rose Inn Windham
Winwood Inn & Condominiums
Exterior
Winwood Inn & Condominiums
3.0 star property
8.6 out of 10, Excellent, (271)
"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."
The price is SAR 507
SAR 548 total
includes taxes & fees
2 Jul - 3 Jul
Winwood Inn & Condominiums
Beds on Clouds
Exterior
Beds on Clouds
3.0 star property
7.6 out of 10, Good, (64)
"Loved the quirky decor and the coziness. I slept like the dead when I stayed here. It was awesome."
The price is SAR 772
SAR 834 total
includes taxes & fees
27 Jun - 28 Jun
Beds on Clouds
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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.

Frequently asked questions

What's Windham like for family-friendly vacations?
The relaxing destination of Windham is a great choice if you’ve been considering a vacation with the kids. The golfing, coffee shops, and hiking trails are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city center.
How many family-friendly hotels will I find in Windham?
Expedia has 12 family-friendly hotels and other accommodations in Windham.
When's the best time to book a family-friendly vacation in Windham?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and April, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Windham?
While you are visiting Windham, you might want to round up the kiddos and make time to see interesting attractions such as Windham Mountain Resort, Hunter Mountain, and Zoom Flume. Make sure you have lots of time for activities like Kaaterskill Falls and Indian Head Mountain.

Recent reviews of Windham hotels
Expedia verified reviews

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

5/5 Excellent
"Nice to stay in a quaint hotel instead of the generic large name places. Friendly staff. Clean rooms and very comfortable beds"
A verified traveler from Madisonville stayed at Albergo Allegria Hotel & Breakfast Restaurant
Posted 3 days ago
Albergo Allegria Hotel & Breakfast Restaurant