Title: Book the Best Windham FAMILY FRIENDLY Hotels from CA $172 - 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) ![](https://mediaim.expedia.com/destination/1/ebf6e8226484742f9fc98bf4b8dfb3d7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Windham, NY from CA $172 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-09-26&endDate=2025-09-27&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-09-27&endDate=2025-09-28&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-09-26&endDate=2025-09-28&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windham Family Hotels ![Exterior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/fe8f42b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/4346e75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/26f769e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/8dd55bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Rose Inn Windham Windham 9.0/10 Wonderful (124) "We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes." CA $188 CA $203 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) ![Room 15](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 19](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/457691f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/20e8e6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/5a1b8544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Allegria Hotel & Breakfast Restaurant Windham 9.6/10 Exceptional (269) "Nice people and great breakfast. " CA $217 CA $235 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/d446595a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/89295c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/w750h561x0y0-3802df97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vienna Windham 9.4/10 Exceptional (647) "Lovely area and very friendly staff. Would definitely recommend!" CA $159 CA $172 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/5e7a20ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Japanese Futon](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/97246a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/1ad206d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winwood Condominiums by Windham Mountain Club Windham 8.8/10 Excellent (337) "No restaurant in property.only place for resting,sleeping." CA $264 CA $285 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/18fc7be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/9d797d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/f53d0f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/cca44ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beds on Clouds Windham 7.4/10 Good (67) "Great spot for a weekend getaway" CA $255 CA $275 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Kingston-Hotels-Beds-On-Clouds.h3821667.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-11®ionId=175529&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## 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 ![Antique Rose Inn Windham](//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) ![Howard Johnson by Wyndham Saugerties](//images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd_y.jpg) ### Howard Johnson by Wyndham Saugerties 10/10 Excellent "The pool was perfect!" [](https://expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Lovely area and very friendly staff. Would definitely recommend!" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Winwood Condominiums by Windham Mountain Club ](//images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "Friendly Staff, clean and comfortable room. Mountain vibe and close to the venue where we were attending a wedding. " [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Albergo Allegria Hotel & Breakfast Restaurant](//images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a_y.jpg) ### Albergo Allegria Hotel & Breakfast Restaurant 10/10 Excellent "We loved this boutique hotel. The owners and staff were great and the breakfasts were excellent. This is a great place to stay in Windham near the Catskill Mountains." [](https://expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Beds on Clouds](//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's Windham like for family-friendly vacations? > The relaxing destination of Windham is a great choice if you've been considering a vacation with the kids. The golfing, coffee shops, and hiking trails are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city center. ### What's the best accommodation for families in Windham? > [Wylder Hotel Windham](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. ### When's the best time to book a family-friendly vacation in Windham? > The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall. ### What's there to see and do with your family in Windham? > While you are visiting Windham, you might want to round up the kiddos and make time to see interesting attractions such as Windham Mountain Resort, Hunter Mountain, and Zoom Flume. 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