Family Hotels & Resorts in Windham from NZ$163

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Check availability on Windham Family Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Windham Family Hotels

Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is NZ$335
includes taxes & fees
7 Dec - 8 Dec
Winwood Condominiums by Windham Mountain Club
The Windham Mountain View King with Balcony
Wylder Hotel Windham

Wylder Hotel Windham

3.5 star property
Windham
8.6 out of 10, Excellent, (87)
"Spotless room and great staff "
United States
Josue
The price is NZ$471
includes taxes & fees
7 Dec - 8 Dec
Wylder Hotel Windham
Exterior
Unwind Windham, Chalet

Unwind Windham, Chalet

Windham
10.0 out of 10, Exceptional, (2)
"We stayed only one night and we thought that should stay more nights because of the comfort of the house, the location, the amenities and the Property Host was there for answer any question. Definitely we come back now with the conviction that we have everything we need for an escape from New York city. I recommend this place in a 100% for sure. "
United States
Karla R.
The price is NZ$1,111
includes taxes & fees
15 Dec - 16 Dec
Unwind Windham, Chalet
Property grounds
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Ashland
9.2 out of 10, Wonderful, (5)
"Great place to stay very accommodating more than expected "
United States
Julia M.
The price is NZ$642
includes taxes & fees
7 Dec - 8 Dec
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Property grounds
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Windham
10.0 out of 10, Exceptional, (3)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
The price is NZ$2,519
includes taxes & fees
7 Dec - 8 Dec
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Interior
Condo in Windham Mountain Village

Condo in Windham Mountain Village

Windham
10.0 out of 10, Exceptional, (14)
"We had a great time staying at this home. Catherine has been so accommodating to all of us. We look forward to staying at their property again!"
United States
Pamela C.
The price is NZ$1,846
includes taxes & fees
5 Jan - 6 Jan 2026
Condo in Windham Mountain Village
Terrace/patio
Tiny House on Walnut Grove

Tiny House on Walnut Grove

2.0 star property
Ashland
4.0 out of 10, (2)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
The price is NZ$467
includes taxes & fees
5 Jan - 6 Jan 2026
Tiny House on Walnut Grove
Restaurant
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
7.6 out of 10, Good, (1002)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
The price is NZ$202
includes taxes & fees
14 Dec - 15 Dec
Howard Johnson by Wyndham Saugerties
Indoor pool
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

2.5 star property
West Coxsackie
7.6 out of 10, Good, (76)
"Great staff "
United States
John
The price is NZ$163
includes taxes & fees
14 Dec - 15 Dec
Spark by Hilton West Coxsackie
Exterior
Overlook Hotel

Overlook Hotel

2.0 star property
Saugerties
8.4 out of 10, Very good, (22)
"Owners were super friendly and location was great! "
United States
Elliott
The price is NZ$395
includes taxes & fees
6 Jan - 7 Jan 2026
Overlook Hotel
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.
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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
"Great place for local skiing. Very little local wifi coverage so make sure you have all your check-in details in advance. Nice spot."
Bruce 1-night trip
Posted 6 days ago
Hotel Vienna

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Frequently asked questions

What's Windham like for family-friendly holidays?
The relaxing destination of Windham is a great choice if you've been considering a holiday with the children. The golf, coffee shops and hiking trails are just a few things that make this an attractive spot for a family holiday. Take to the air and fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city centre.
What's the best family accommodation in Windham?
Wylder Hotel Windham is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is another good option for your family trip.
When's the best time to book a family-friendly holiday in Windham?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Windham?
While you are visiting Windham, you may want to round up the youngsters and make time to see interesting attractions such as Windham Mountain Resort, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center. Make sure that you have lots of time for activities such as Kaaterskill Falls and Indian Head Mountain.