Book Kid-Friendly Hotels in Windham from $110

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Top Windham Family-Friendly Hotels

The Thompson House

19 Rt. 296, Windham, NY

This hotel features an outdoor tennis court and a seasonal outdoor pool. Bring the family and enjoy the mini golf, playground, and arcade/game room. Guests will appreciate free perks like free self parking and WiFi in public areas.

Antique Rose Inn Windham

326 State Route 296, Windham, NY

Free self parking is available and the bed & breakfast's front desk is staffed around-the-clock. Guests will appreciate free perks like full breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Albergo Allegria Hotel & Breakfast Restaurant

43 State Route 296, Windham, NY

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. A restaurant, concierge services, and barbecue grills are also provided.

Hotel Vienna

107 State Route 296, Windham, NY

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An indoor pool is featured at this hotel, along with free WiFi in public areas and a terrace. A business center, a garden, and a lobby fireplace are also on offer.

Winwood Inn & Condominiums

5220 NY-23, Windham, NY

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A restaurant and a seasonal outdoor pool are featured at this resort. There's a free ski shuttle, and ski passes and ski storage are available on site. Families will appreciate the playground and onsite laundry facilities.

Beds on Clouds

5320 Main Street, Windham, NY

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This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. You'll appreciate the area shuttle, terrace, and garden.

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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.

Hotels With Pools in Windham

Hotel Vienna

107 State Route 296, Windham, NY

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5/5 Exceptional! (2 reviews)

The Thompson House

19 Rt. 296, Windham, NY

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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 $110 per night. Our prices range up $164 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Windham?

With over 167 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.