A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

Find Family Hotels in Windham, NY from CA $134

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Family Hotels

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Windham family-friendly hotels

Exterior
Living area
Living area
Room

1. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Fun family vacations await at Windham Mountain Club with seasonal pool, game room, and a short drive to skiing.
CA $207
CA $223 total
includes taxes & fees
Sep 15 - Sep 16
The Winwood Condominiums
Exterior
Bathroom
Exterior
Restaurant

2. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into family fun near Windham Mountain Resort, where the outdoor pool and complimentary bicycles create adventures for all ages.
CA $374
CA $474 total
includes taxes & fees
Sep 20 - Sep 21
Wylder Hotel Windham
Exterior
Property grounds
Interior
Property grounds

3. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
  • Create a cozy family ski retreat near Windham Mountain Resort with spacious rooms and convenient access to snow adventures.
CA $106
CA $190 total
includes taxes & fees
Sep 14 - Sep 15
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior
Interior
Property grounds
Interior

4. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
  • Mountainside family retreat with kid-friendly amenities makes an easy walk to Windham's attractions and restaurants.
CA $221
CA $356 total
includes taxes & fees
Sep 22 - Sep 23
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Living area
Interior
Property grounds
Private kitchen

5. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
CA $537
CA $907 total
includes taxes & fees
Sep 15 - Sep 16
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Interior
Interior
Room
Exterior

6. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
CA $657
CA $1,110 total
includes taxes & fees
Sep 13 - Sep 14
Condo in Windham Mountain Village
Property grounds
Interior
Living area
Living area

7. Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Windham
CA $1,217
CA $2,441 total
includes taxes & fees
Sep 13 - Sep 14
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Breakfast area
Suite, 1 King Bed, Kitchenette | Living area
Room
Reception

8. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
  • Family-friendly fun for all ages at this hotel—explore hiking trails, enjoy free breakfast, or workout in the 24-hour gym.
CA $124
CA $134 total
includes taxes & fees
Sep 20 - Sep 21
Spark by Hilton West Coxsackie
Exterior
Bathroom
Exterior
Quadruple Room, 2 Queen Beds | Bathroom

9. Overlook Hotel

Overlook Hotel
Saugerties
CA $242
CA $271 total
includes taxes & fees
Sep 15 - Sep 16
Overlook Hotel
Room
Game room
Bathroom
Private kitchen

10. Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
CA $249
CA $504 total
includes taxes & fees
Sep 15 - Sep 16
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
View all properties

Choose what matters most at family-friendly hotels in Windham

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Find out more about Windham

Family friendly things to do in Windham

Windham, New York, offers a delightful selection of family-friendly activities that create lasting memories. Begin your adventure at the Windham Mountain Resort, where families can indulge in year-round fun, from skiing and snowboarding in the winter to hiking and mountain biking in the warmer months. For a more leisurely experience, visit the Windham Path, a scenic trail that winds through the charming landscape, perfect for nature walks with the little ones. The nearby Catskill Forest Preserve invites exploration with its numerous hiking trails and picnic spots, ideal for a family day out. Don't miss the Windham Fine Arts Gallery, where families can appreciate local art and participate in workshops tailored for children. When it comes to accommodation, the area around Windham Mountain Resort boasts several family-friendly hotels, featuring spacious suites, on-site dining, and amenities like pools and game rooms, ensuring comfort and convenience during your stay. Enjoy the tranquil surroundings and make the most of your family getaway in this picturesque mountain town.

Find the best family friendly hotels in Windham

For families planning a visit to Windham, New York, these hotels offer a variety of family-friendly amenities to ensure a comfortable and enjoyable stay for all. Explore options that cater to both relaxation and adventure.Albergo Allegria Hotel & Breakfast Restaurant

  • Why it's great for a family-friendly adventure: Albergo Allegria Hotel & Breakfast Restaurant is an inviting retreat for families, reflected in its impressive guest review rating of 9.6. With free cribs and a thoughtfully designed child-friendly window layout, guests can rest assured that their little ones will be safe and comfortable. The hotel's garden provides a tranquil setting for relaxation or playtime, while the daily housekeeping ensures a stress-free stay for parents.
  • Other amenities: Beyond its family-friendly amenities, the hotel offers a delightful breakfast tailored for children, ensuring everyone starts the day off right. Guests can enjoy access to nearby golf courses and outdoor activities, including hiking and snow tubing. The hotel's Victorian hotel design adds a unique charm, while a terrace and on-site parking further enhance the convenience of the stay.
  • Nearby attractions: Catskill State Park - 0 km, Windham Country Club - 0.4 km, Windham Mountain Resort - 2.8 km

Hotel Vienna

  • Why it's great for a family-friendly adventure: Hotel Vienna is an excellent choice for families looking for a welcoming atmosphere, a remarkable guest review rating of 9.4. The hotel features connecting rooms and an accessible indoor pool, ensuring that families can stay close together while enjoying a fun-filled getaway. The garden area provides a perfect space for children to play and explore, adding to the family-friendly vibe of the hotel.
  • Other amenities: In addition to its family-centric amenities, Hotel Vienna offers complimentary breakfast options to fuel your family's adventures. Guests will appreciate the on-site parking and the convenient electric car charging station. For those looking to explore the great outdoors, nearby hiking and biking trails are easily accessible, while winter sports enthusiasts can enjoy snow tubing and skiing in the area.
  • Nearby attractions: Catskill State Park - 0 km, Windham Country Club - 0.6 km, Windham Mountain Resort - 3 km

Antique Rose Inn Windham

  • Why it's great for a family-friendly adventure: Antique Rose Inn Windham offers a warm and inviting atmosphere for families, reflected in its strong guest review rating of 9.0. The hotel includes free cribs and lovely garden spaces, perfect for children to explore and enjoy nature. With a complimentary breakfast provided daily, families can start their day with a hearty meal before embarking on their adventures in Windham.
  • Other amenities: In addition to its family-friendly amenities, the inn offers a range of amenities, including a billiards table and fitness facilities for family fun. The nearby ski slopes and snow tubing activities ensure that winter sports enthusiasts will have plenty to do. Guests can also enjoy the serene mountain views, adding to the relaxing atmosphere of the inn.
  • Nearby attractions: Catskill State Park - 0 km, Windham Country Club - 1.8 km, Windham Mountain Resort - 4.2 km

Winwood Condominiums by Windham Mountain Club

  • Why it's great for a family-friendly adventure: Winwood Condominiums provides an excellent family-friendly experience with a guest review rating of 8.6. Featuring well-appointed kitchens and kitchenettes, families can enjoy the convenience of home-cooked meals during their stay. The hotel also offers a sofa bed and daily housekeeping, ensuring comfort and ease for guests of all ages. The accessible pool is perfect for family fun and relaxation after a day on the slopes or exploring the area.
  • Other amenities: In addition to its family amenities, Winwood Condominiums features an arcade game room for additional entertainment. Guests can take advantage of the complimentary ski shuttle service, making winter sports easy and accessible. The hotel also includes free self-parking and is conveniently located near local hiking and biking trails, allowing families to fully enjoy the beautiful surroundings.
  • Nearby attractions: Catskill State Park - 0.2 km, Windham Country Club - 1.6 km, Windham Mountain Resort - 2.3 km

Top Windham Hotel Reviews

The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"I came here thirty years ago. And I came here thirty years later, and it's still run by a wonderful proprietor and it's a beautiful place to unwind, and enjoy breakfast in the morning will be a wonderful host if she's not busy. That is taking care of this amazing place. I very much enjoyed my stay"
Dorothy 2-night trip
Posted 13 hours ago
The Winwood Condominiums
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Clean room, nice staff"
William 2-night trip
Posted 22 hours ago
Howard Johnson by Wyndham Saugerties

Frequently asked questions

What are the best family-friendly hotels in Windham?
When searching for the superb family-friendly retreat in Windham, the Winwood Condominiums by Windham Mountain Club is an excellent choice. This 3-star property, with an excellent traveller rating of 8.8, offers spacious and clean rooms, making it a comfortable base for families. Parents will appreciate the onsite babysitting services and the convenience of ski shuttles, as well as nearby ski rentals and lessons, ensuring a fun-filled winter getaway.Another fantastic option is the Wylder Hotel Windham, rated 8.8 by guests, which stands out for its amazing outdoor pool and family-centric amenities like highchairs and free cribs. Travellers rave about the helpful staff and the excellent restaurant, superb for when you want to dine without venturing far. Its location is also a highlight, providing easy access to nearby mountain biking and stunning mountain views.For those seeking a more intimate experience, The Haüs Windham offers connecting rooms and private hot tubs, appealing to families who value both comfort and privacy. With a traveller rating of 8.6, this hotel ensures that families can relax in style with essential kitchen facilities at their disposal.If breakfast options are important, the Albergo Allegria Hotel & Breakfast Restaurant is a top-rated choice with an impressive score of 9.6. Guests often mention the breakfast being "top notch," making it an ideal start to your family's day of adventures. The hotel also provides child-friendly designs and easy access to nearby skiing activities.Lastly, Hotel Vienna boasts a fantastic location with mountain views and a serene atmosphere. Rated 9.4, it features connecting rooms and a delightful complimentary breakfast that guests love, making it another stellar option for families looking to enjoy the great outdoors while having a comfortable place to unwind.
Which area of Windham is best to stay in for families?
For families visiting Windham, the best areas to stay are those close to the town centre and the base of Windham Mountain, as they offer convenient access to amenities and activities.Staying near the town centre means you're just a short stroll from local eateries, ice cream parlours, and community parks. These areas are quite walkable, making it easy to pop out for a meal or a leisurely walk without needing to drive. You'll often find charming independent shops and a friendly atmosphere superb for a family outing.Alternatively, lodging closer to the base of Windham Mountain provides excellent access to the mountain's recreational offerings. In the warmer months, the mountain transforms into a hub for activities like scenic chairlift rides, mountain biking trails suitable for various skill levels, and expansive green spaces superb for picnics and outdoor play. Many accommodations in this area are designed to comfortably house families, often featuring kitchens for self-catering and communal areas.
How much does a family hotel in Windham cost?
Travellers can find great deals on family-friendly Windham hotels from CA $134 with Expedia. You may find hotels in Windham that let kids stay for free, which can help you save. There are plenty of factors that can impact the price of family hotels, including location, amenities and the time of year. Sort Windham hotels on Expedia by price to see our cheapest prices first.
What are the best Windham family-friendly hotels with a pool?
For families seeking a delightful getaway in Windham, the Hotel Vienna stands out with its impressive 9.4 rating. This charming hotel features a lovely indoor pool, great for playful splashes regardless of the season. Guests rave about the clean and quiet rooms, along with the friendly and helpful staff, making it a top choice for families looking for comfort and convenience. The complimentary continental breakfast is a delightful bonus that ensures everyone starts their day right.Another great option is the Wylder Hotel Windham, which boasts a seasonal outdoor pool that families absolutely love. With a review score of 8.8, this hotel is praised for its helpful staff and excellent amenities. Travellers appreciate the amazing pool area, which is ideal for children to enjoy, and the hotel's prime location adds to its allure. Plus, the on-site restaurant is known for its delicious offerings, making mealtimes a breeze for busy families.Lastly, consider the Winwood Condominiums by Windham Mountain Club, also rated at 8.8. This family-friendly accommodation features an outdoor seasonal pool and spacious, clean rooms that cater to larger families. With nearby skiing options and a ski shuttle on-site, it's a fantastic base for those looking to combine poolside relaxation with winter adventures.
Which cheap kid-friendly hotels in Windham do travelers love?
If you're looking for charming and budget-friendly family accommodations in Windham, look no further than Hotel Vienna, which boasts an impressive traveller rating of 9.4. This delightful hotel features a lovely pool that's superb for splashing about after a day of adventure. Families appreciate the clean and quiet rooms, while the friendly staff are always on hand to provide assistance. The complimentary continental breakfast is another highlight, offering delicious options to fuel your family's adventures in the nearby mountains.Another great option is the Antique Rose Inn Windham. With a review score of 9.0, this 3-star inn is particularly popular among families who enjoy winter sports, as it provides easy access to downhill skiing and cross-country skiing rentals nearby. Guests rave about the delicious breakfast, making it a lovely start to a day filled with outdoor activities.For families seeking more space, Winwood Condominiums by Windham Mountain Club is a fantastic choice, rated 8.8 by travellers. These accommodations come with spacious, clean rooms and the added convenience of a pool. The property also offers babysitting services, allowing parents some time to relax while their little ones are well cared for. With ski lessons and shuttle services available, it's ideal for those keen on hitting the slopes.Lastly, consider The Haüs Windham, rated 8.6. This hotel features connecting rooms and a private hot tub that families can enjoy together after a day of exploring. With kitchen facilities, you can easily prepare meals for your family, making your stay even more convenient.
Which Windham family-friendly hotels welcome pets?
Hotel Vienna is a fantastic family-friendly option in Windham, earning an impressive traveller rating of 9.4. This welcoming hotel not only allows pets but also offers a range of amenities that cater to families. Guests rave about the clean and quiet rooms, the friendly and helpful staff, and the convenient location amidst the stunning mountains. Families can enjoy a refreshing dip in the pool and start their day with a delicious complimentary continental breakfast, making it an ideal spot for both human and furry travellers.Another delightful choice is the Wylder Hotel Windham, a charming 3.5-star establishment that has received a strong rating of 8.8 from guests. This hotel is particularly appealing for families with young children, as it provides highchairs and cribs at no extra charge. The outdoor pool has been described as amazing, superb for splashing around after a day of mountain biking nearby. With a dog exercise area and a pet-friendly policy, your furry friends will feel right at home while you enjoy the excellent on-site restaurant and the beautiful mountain views.
Which family-friendly hotels are in central Windham?
One of the standout family-friendly hotels in central Windham is the Albergo Allegria Hotel & Breakfast Restaurant, rated an impressive 9.6 by guests. This charming 3.5-star hotel offers a range of amenities tailored for families, including sofa beds and cribs at no additional cost, making it a convenient choice for parents. With nearby skiing options and child-friendly window designs, it caters perfectly to adventurous families looking to explore the outdoors.Another excellent option is Hotel Vienna, which boasts a 9.4 rating from travellers. Families appreciate its clean and quiet rooms, as well as the friendly and helpful staff. Guests enjoy the free continental breakfast, superb for fuelling up before a day of mountain biking or exploring the surrounding area. Plus, the hotel features a lovely pool for some relaxation after a day of adventure.For those seeking a more spacious accommodation, the Winwood Condominiums by Windham Mountain Club, with a rating of 8.8, offers inviting rooms with sofa beds and a pool. Families love the convenience of on-site babysitting services and easy access to nearby skiing activities, ensuring everyone can enjoy their winter getaway.The Antique Rose Inn Windham, rated 9.0, is another delightful choice, featuring free cribs and delicious breakfast offerings that families rave about. With easy access to ski rentals and lessons, it's a superb base for winter sports enthusiasts.Lastly, the Wylder Hotel Windham, also rated 8.8, features outdoor pools and a lovely mountain view. Families will find highchairs and cribs available, alongside a helpful staff that ensures a pleasant stay. With its excellent restaurant and location, it's a great spot for creating family memories.
Is Windham a family-friendly destination?
Yes, Windham is a lovely family-friendly destination, offering a serene mountain escape with plenty of outdoor activities suitable for all ages.The area is particularly wonderful for families who enjoy nature and gentle recreation. You'll find numerous walking trails that are superb for little legs, many leading to scenic viewpoints or along babbling brooks where children can enjoy exploring. During the warmer months, families can enjoy leisurely bike rides on designated paths or simply relax in the ample green spaces available.Windham also boasts a charming town centre with several casual eateries that cater to families, often featuring kid-friendly menus and a relaxed atmosphere. You'll also find delightful ice cream parlours and local shops to browse. For stocking up on essentials, there are convenient grocery stores nearby.Accommodation options in Windham often include spacious holiday rentals and lodges that can comfortably house a family, providing kitchens for self-catering and communal areas for unwinding after a day of exploration.
What family-friendly activities should we do in Windham?
Some of the best family-friendly activities in Windham involve embracing the natural beauty and outdoor adventures the area offers, such as exploring the Windham Path and enjoying the facilities at Windham Mountain.The Windham Path is a fantastic option for families looking for a gentle stroll or a leisurely bike ride. This scenic, paved path winds through picturesque landscapes, offering stunning views and plenty of space for children to run around safely. It's an excellent way to connect with nature and enjoy some fresh air together.For a bit more excitement, Windham Mountain provides a variety of activities beyond skiing. During the warmer months, families can enjoy scenic sky rides on the ski lift, which offer breathtaking panoramic views of the Catskill Mountains. There are also opportunities for mountain biking on designated trails, and the base area often has open spaces for children to play.
How can I save on a family-friendly hotel in Windham with Expedia?
There are plenty of ways to save on a family-friendly hotel in Windham. Join One Key™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of hotels. Typically, booking in advance will help you save on your family hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals.
Can I cancel my family hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right family-friendly hotel in Windham for you.

Explore a world of travel with Expedia