Title: Book the Best Windham FAMILY FRIENDLY Hotels from CA $133 - Kid-Friendly Hotels in Windham, NY | Expedia.ca [Windham Travel Guide](https://expedia.ca/Windham.dx175529)[Hotels in Windham](https://expedia.ca/Windham-Hotels.d175529.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.ca/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.ca/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Windham Car Rentals](https://expedia.ca/Car-Rentals-In-Windham.d175529.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.ca/Windham.d175529.Destination-Travel-Guides) ![Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Windham, NY from CA $133 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Windham Family Hotels Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## 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**](https://www.expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) - **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**](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) - **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**](https://www.expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) - **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**](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) - **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](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Staff was extremely helpful and friendly The room was very clean as well as the rest of the hotel" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Albergo Allegria Hotel & Breakfast Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a_y.jpg) ### Albergo Allegria Hotel & Breakfast Restaurant 10/10 Excellent "Lovely property" [](https://expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Winwood Condominiums by Windham Mountain Club ](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "Clean rooms" [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Antique Rose Inn Windham](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/0ea806f5_y.jpg) ### Antique Rose Inn Windham 10/10 Excellent "Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. " [](https://expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) ![Beds on Clouds](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/18fc7be0_y.jpg) ### Beds on Clouds 4/10 Poor "Old, outdated everything inside, musty, no WiFi, no heat in the bathroom." [](https://expedia.ca/Kingston-Hotels-Beds-On-Clouds.h3821667.Hotel-Information) ## Frequently asked questions ### What are the best family-friendly hotels in Windham? > Another fantastic option is the [Wylder Hotel Windham](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information), 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](https://www.expedia.ca/Windham-Hotels-The-Haus-Windham.h91133132.Hotel-Information) 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](https://www.expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) 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](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) 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? > 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? ### What are the best Windham family-friendly hotels with a pool? > Another great option is the [Wylder Hotel Windham](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information), 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? > Another great option is the [Antique Rose Inn Windham](https://www.expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information). 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](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information)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](https://www.expedia.ca/Windham-Hotels-The-Haus-Windham.h91133132.Hotel-Information), 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? > Another delightful choice is the [Wylder Hotel Windham](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information), 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? > Another excellent option is [Hotel Vienna](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information), 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](https://www.expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information), 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](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information), 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? > 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? > 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? ### Can I cancel my family hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in East Windham ](https://www.expedia.ca/4Star-East-Windham-Hotels.s40-0-d183666.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Hensonville ](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [Business Hotels in Albany ](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Albany ](https://www.expedia.ca/Albany-Hotels-Couples-Resorts-Hotels.0-0-d603260-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Albany ](https://www.expedia.ca/Albany-Hotels-Hotel-With-Early-Check-In.0-0-d603260-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - 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