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

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Check availability on Windham Family Hotels

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Windham family-friendly hotels

A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.

1. 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 $203
CA $289 total
includes taxes & fees
Oct 31 - Nov 1
Wylder Hotel Windham
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A compact living space with a kitchen, dining area, and seating.
A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

2. 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 $237
CA $256 total
includes taxes & fees
Nov 1 - Nov 2
The Winwood Condominiums
A modern wooden cabin with a glass enclosure, surrounded by trees and a grassy area.
A bar area with wooden beams, a bar counter, and four bar stools.
A wooden cabin with a balcony, surrounded by snow-covered trees.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

3. Eastwind Windham

Eastwind Windham
Windham
CA $313
CA $379 total
includes taxes & fees
Nov 15 - Nov 16
Eastwind Windham
A two-story building with large windows and a storefront.
A house with a snow-covered roof, surrounded by snow-laden trees and a mountainous backdrop.
A small, cozy room with a bed, a table with plates, a microwave, and a shelf with mugs.
A room with a view of a building and a body of water. There is a green chair and a lamp on a table.

4. 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 $105
CA $189 total
includes taxes & fees
Nov 1 - Nov 2
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A two-story building with large windows and a storefront.
A house with a snow-covered roof, surrounded by snow-laden trees and a mountainous backdrop.
A living room with a green sofa, two lamps, a small table with a keyboard, and three paintings on the wall.
A snow-covered tree with bare branches, a building with a blue facade, and a clear blue sky.

5. 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 $154
CA $274 total
includes taxes & fees
Nov 2 - Nov 3
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A spacious living room with a stone fireplace, wooden staircase, and modern furniture.
A bedroom with a wooden ceiling, a stone wall, a bed, and a view of a hot tub.
A spacious living area with a wooden staircase, a stone fireplace, and a cozy seating arrangement.
A modern bathroom with a glass-enclosed shower, a wooden vanity, and a marble floor.

6. Duplex Suite with Marble Jacuzzi, Steam Shower and Gas Fireplace

Duplex Suite with Marble Jacuzzi, Steam Shower and Gas Fireplace
Windham
CA $256
CA $326 total
includes taxes & fees
Oct 28 - Oct 29
Duplex Suite with Marble Jacuzzi, Steam Shower and Gas Fireplace
A dining area with a wooden table, six chairs, a chandelier, and a wall-mounted shelf.
A hot tub with water, a house, and a tree with lights.
A modern living room with a staircase, green and beige sofas, a wooden coffee table, and a potted plant.
A glass-enclosed shower with a black hose and a glass shelf.

7. 2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
CA $244
CA $721 total
includes taxes & fees
Oct 27 - Oct 28
2 Min Walk to Windham Town | Hot Tub | Fire Pit
A spacious living area with a wooden dining table, a sofa, a fireplace, and a view of the outdoors.
An indoor swimming pool area with a hot tub, seating, and a caution sign.
A spacious living area with a wooden staircase, a kitchen in the background, and a large window providing a view of the outdoors.
A spacious living area with a sectional sofa, a wooden coffee table, and a kitchen in the background.

8. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
CA $274
CA $743 total
includes taxes & fees
Oct 27 - Oct 28
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.
A dining area with a table set for four, a vase with flowers, and a view of a forest through a large window with blinds.
A cabin in a snowy forest with a snow-covered ground and tall trees.
A snow-covered outdoor area with a table and chairs, surrounded by tall trees and a stack of firewood.

9. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
CA $258
CA $730 total
includes taxes & fees
Oct 26 - Oct 27
Pines Vignette • Modern 3BR Home in Windham
A large, two-story house with a stone facade, a wooden deck, and a clear sky.
A modern kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a dining area with a chair.
A pathway leading to a pond surrounded by trees, with a covered area in the foreground.
A stone fireplace with a flat-screen TV mounted above it, a small plant on the mantel, and a log storage area below.

10. Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC

Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
Windham
CA $278
CA $1,046 total
includes taxes & fees
Oct 26 - Oct 27
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
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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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Jacob is a pleasure! The rooms are incredibly clean, the breakfast croissants are fresh and flakey, the property is gorgeous! I can’t wait to stay here again :)"
Bianca 1-night trip
Posted 20 hours ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"The room was clean & the bed was comfortable. The area is very safe. They didn't have breakfast, just coffee. I will definitely stay here again."
Joan 1-night trip
Posted 3 days ago
Howard Johnson by Wyndham Saugerties
Albergo Allegria Hotel

Albergo Allegria Hotel

10/10 Excellent
"What a find!! Impeccably clean. Beautiful Victorian architecture, super friendly and helpful owners. So many cozy nooks to hang out and relax. Restaurants within walking distance. I wish we came this way more often so I could stay again."
Staci 1-night trip
Posted 2 weeks ago
Albergo Allegria Hotel

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 $189 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.

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