Book Kid-Friendly Hotels in Windham from $146

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Top Windham Kid Friendly Hotels

Hotel Vienna

Hotel Vienna

107 State Route 296 Windham NY
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $152 total per night from Nov 15 to Nov 16
$152 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
9.4/10 Exceptional! (915 reviews)
"Highly recommend!"

Reviewed on Nov 13, 2026

Opens in a new windowHotel Vienna
Antique Rose Inn Windham

Antique Rose Inn Windham

326 State Route 296 Windham NY
$135 nightly
The price is $146 total per night from Nov 16 to Nov 17
$146 total
Nov 16 - Nov 17
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Enjoy the ski shuttle and onsite ski passes. ...
9/10 Wonderful! (138 reviews)
"Beautiful old home, clean, very comfortable bed, nice breakfast. The only downside was a shared bathroom with 3 rooms. Expedia didn't show that, we wouldn't have booked it if we knew. Very nice host."

Reviewed on Oct 11, 2026

Opens in a new windowAntique Rose Inn Windham
Albergo Allegria Hotel

Albergo Allegria Hotel

43 State Route 296 Windham NY
$174 nightly
The price is $188 total per night from Nov 15 to Nov 16
$188 total
Nov 15 - Nov 16
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. ...
Opens in a new windowAlbergo Allegria Hotel
The Winwood Condominiums
Great for families

The Winwood Condominiums

5220 NY-23 Windham NY
$169 nightly
The price is $183 total per night from Nov 15 to Nov 16
$183 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Enjoy the free ski shuttle and onsite ski passes. Families will appreciate the arcade/game room and onsite ...
Opens in a new windowThe Winwood 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.

Hotels With Pools in Windham

Hotel Vienna

Hotel Vienna

107 State Route 296 Windham NY
$141 nightly
The price is $152 total per night from Nov 15 to Nov 16
$152 total
Nov 15 - Nov 16
Total with taxes and fees
9.4/10 Exceptional! (915 reviews)

Book a stay at the best kid-friendly hotels in Windham

How much does it cost to stay in a family hotel in Windham?


You can book a stay at a kid-friendly resort in Windham from just $146 per night. Our prices range up $188 per night if you want to enjoy the high life.


How many family-friendly hotels are there in Windham?


With over 2,143 hotels in Windham, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.


What is Travelocity’s cancellation policy for family hotels in Windham?


We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 


What are the best kid-friendly hotels in Windham?


At Travelocity, you can book the best family-friendly Windham hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.


What should I expect in the family-friendly hotels in Windham?


When you book a kid-friendly Windham resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.


How can I find family hotel deals in Windham?


Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Windham with Travelocity. 


When is the cheapest time to go to Windham with your family?


The cheapest time to visit Windham is usually .


When is the best time to go to Windham with your kids?


The most popular months are and are great for booking in at a Windham kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 


Why book a Windham child-friendly hotel with Travelocity?


Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.


Package deals, things to do & more in Windham


Recent Windham Hotel Reviews By Fellow Wanderers