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Windham, NY place to stay
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285 Lodgings in Windham, NY

Best family friendly Windham, NY lodging

Among the 285 accommodations in Windham, NY, here are the 4 best for families

New Listing! Bright & Inviting 4 Br Chalet In Windham. 2 Miles To Slopes. - Windham, NY
No reviews

New Listing! Bright & Inviting 4 Br Chalet In Windham. 2 Miles To Slopes.

chalet, Windham
This non-smoking mountain lodge in Windham is located in a rural area, offering convenient access to outdoor pursuits, with Windham Ski Resort just a 5-minute drive away and Catskill Park a 10-minute walk from the property.
This family-friendly chalet accommodates up to 12 guests across four bedrooms and two and a half bathrooms, featuring amenities such as free Wi-Fi, a fully equipped kitchen with a lobster pot, a hot tub, and on-site covered parking for a comfortable stay.
Slope Views: Luxe Windham Retreat W/ Hot Tub! - Windham, NY
9.1 125 reviews

Slope Views: Luxe Windham Retreat W/ Hot Tub!

house, Windham
This luxurious five-bedroom home is situated in Windham, just 16 kilometres from Hunter Mountain and 14 kilometres from the Catskill State Park, offering easy access to both skiing and hiking adventures. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house is spacious, with a floor area of 297 square metres, and includes a fully equipped kitchen, a hot tub, and a garden, perfect for relaxing after a day of exploring the surrounding area. Guests can enjoy modern amenities like air conditioning, free Wi-Fi, and parking, making their stay as comfortable as possible.
Beautiful Windham Chalet 2 Minutes To Town And The Mountain - Windham, NY
10 3 reviews

Beautiful Windham Chalet 2 Minutes To Town And The Mountain

chalet, Windham
This Windham mountain lodge is situated within 5km of Catskill State Park and Windham Mountain Resort, offering easy access to hiking trails, skiing, and snowboarding.
Sleeping up to 11 guests, this four-bedroom, two-bathroom property boasts a swimming pool, terrace, garden, and all mod cons including a fully equipped kitchen and Wi-Fi; plus, it's pet-friendly.
Beautifully Restored 6br In The Heart Of Windham - Windham, NY
9.8 27 reviews

Beautifully Restored 6br In The Heart Of Windham

apartment, Windham
This six-bedroom apartment is situated in Windham, less than 1.6 kilometres from Windham Mountain and within walking distance of Main Street's restaurants, coffee shops, and wine bars. The property offers spacious accommodation for up to 13 guests, with a fully equipped kitchen, a large family room, and a garden.

Best Windham, NY lodging with jacuzzi

Relaxing Mountain Hideaway - Hot Tub & Outdoors - Windham, NY
10 3 reviews

Relaxing Mountain Hideaway - Hot Tub & Outdoors

chalet, Windham
This Hensonville lodge, situated near Windham and Hunter Mountains, is a 5-minute drive from Windham Mountain and an 8-minute drive (approximately 8km) from the Vineyard of Windham.
This four-bedroom, two-bathroom property sleeps ten guests, boasting two fully equipped kitchens, a hot tub, fire pit, EV charger, multiple queen beds and bunk beds, plus stunning mountain views from its large decks and two living areas, each with a Roku TV and faux fireplace.
Adorable Condo W Pool/ Tennis & Skiing - Windham, NY
10 3 reviews

Adorable Condo W Pool/ Tennis & Skiing

apartment, Windham
This three-bedroom, two-bathroom flat in Windham offers a prime central location, being a 3-minute walk to the ski slopes and a 2-minute walk to tennis courts, with an indoor swimming pool just 30 metres away.
This apartment, ideal for up to eight guests, features air conditioning, Wi-Fi, a kitchen with a dishwasher, parking, and excellent user, location, and cleanliness ratings, providing convenient access to Windham's main amenities and attractions for both winter and summer activities.
Pines Vignette  Modern 3br Home W/hot Tub - Windham, NY
10 16 reviews

Pines Vignette Modern 3br Home W/hot Tub

apartment, Windham
This three-bedroom flat is located on five secluded acres of pine woods, offering tranquility just 5 kilometres from Windham's Main Street and a short drive to Windham Mountain (9.6 kilometres), Hunter Mountain (16 kilometres), and Belleayre Mountain (48 kilometres).
This pet-friendly accommodation sleeps six and features a vaulted, skylit living room with a wood-burning stove, a fully equipped kitchen with a dining table for eight, two spacious decks, a private balcony, and a detached workspace, with access to Catskill Park hiking trails, golf, and breweries nearby.
5-star Lux Condo, Heated Pool, Hot Tub, Ski In/out @ Windham - Windham, NY
9.6 14 reviews

5-star Lux Condo, Heated Pool, Hot Tub, Ski In/out @ Windham

apartment, Windham
This four-bedroom apartment is ideally located at the base of Windham Mountain, offering direct access to the slopes. It has received excellent user ratings, making it a popular choice for travellers.
The spacious apartment spans 173 square metres and comfortably accommodates up to 10 guests. You'll have access to a range of amenities including a swimming pool, jacuzzi, terrace, garden, and parking, as well as modern kitchen appliances and a brand new interior.

Frequently asked questions about accommodations in Windham, NY

  • What are the must-see sites in or near Windham, NY?

    Well, Windham Mountain is a must-see for skiers and snowboarders in the winter. If you're looking for something a little different, check out the Windham Art Gallery in the village, or the Windham Historical Society Museum.
  • How can travelers reach Windham, NY?

    The easiest way to get to Windham is by car, as it's about a 2.5-hour drive from New York City. You can also get there by taking a train to Albany-Rensselaer Amtrak station and then taking a bus or renting a car. The nearest airport is Albany International Airport, about a 1.5-hour drive away.
  • What outdoor activities can visitors enjoy in and around Windham, NY?

    In the summer, you can go hiking, biking, and swimming in the many lakes and rivers in the area. There are also plenty of opportunities for fishing and kayaking. The Windham Mountain Bike Park is a great place to go mountain biking, with trails for all skill levels.
  • When is the ideal time to plan a trip to Windham, NY?

    The best time to visit Windham depends on what you want to do. If you're looking to ski or snowboard, the winter months are ideal. If you're looking for warmer weather and outdoor activities, the summer months are best. Autumn is a beautiful time to visit, with the leaves changing colour.
  • What are the best walking or cycling routes in Windham, NY?

    There are a few great walking trails around Windham, like the Windham Rail Trail, a 10km paved trail that follows the old railway line. For cycling, the Windham Mountain Bike Park is a great option, with trails for all skill levels. You can also find some great routes along the back roads in the area.
  • What nearby towns or cities can be explored from Windham, NY?

    There are a few interesting towns within a short drive of Windham. You can visit Hunter, about 15km away, which is known for its ski resort. Catskill, about 30km away, is a historic town with a vibrant arts scene. If you want to go further afield, you can visit Albany, the state capital, about 100km away.
  • What amenities can travelers expect from accommodations in Windham, NY?

    You'll find a variety of accommodation options in Windham, from cozy bed and breakfasts to luxurious hotels. Many of the accommodations offer amenities like swimming pools, hot tubs, and fitness centres. There are also plenty of restaurants and shops in the village, so you won't have to travel far for anything you need.

Popular destinations

Best Windham, NY accommodations with a balcony

Homey Windham Condo: Hike & Ski The Catskill Mtns! - Windham, NY
No reviews

Homey Windham Condo: Hike & Ski The Catskill Mtns!

house, Windham
House. Your accommodation will be based in Windham.
Facilities and services: a dish washer, a kitchen and a business center. Take advantage of the Free Parking with this accommodation in Windham!
Wintertime - Windham, NY
No reviews

Wintertime

house, Windham
This Windham holiday home is located 15km from Catskill State Park and 18km from Hunter Mountain, offering easy access to outdoor activities.
The 67 square metre property boasts eight bedrooms, six bathrooms, and sleeps 22 guests, featuring a fully equipped kitchen, terrace, free Wi-Fi, private parking, and a fireplace.
Jewett Cabin W/ Viewing Deck - 10 Mins To Skiing! - Windham, NY
9.0 52 reviews

Jewett Cabin W/ Viewing Deck - 10 Mins To Skiing!

cabin, Hunter
The Jewett Cabin with Viewing Deck is located in Jewett, just a short drive from Hunter Mountain and Catskill State Park, offering easy access to both winter sports and outdoor adventures. The cabin has received excellent user ratings, with guests praising its very good location and good cleanliness.
This spacious lodge features three bedrooms, a living room, a fully equipped kitchen, and three bathrooms, comfortably accommodating up to eight guests. The cabin offers a private balcony with stunning views, a garden, free Wi-Fi, and a fully equipped kitchen with a fridge, microwave, and dishwasher, making it ideal for self-catering holidays.
Birch Hill - Luxury Mountain Retreat - Windham, NY
No reviews

Birch Hill - Luxury Mountain Retreat

apartment, Windham
This five-bedroom house is situated in Windham, just 2.6 kilometres from the Windham Vineyards and Winery and within 10 kilometres of Ashland Park and Ashland Town Hall.
The 260 square metre property boasts three bathrooms, a balcony, parking, and can accommodate up to 12 guests, making it ideal for families or groups seeking a comfortable and convenient base for exploring the area.

Best Windham, NY accommodations with a fireplace

Hyttå, Cozy Nordic Retreat, Hot Tub, Clubhouse, Wifi - Windham, NY
No reviews

Hyttå, Cozy Nordic Retreat, Hot Tub, Clubhouse, Wifi

apartment, Windham
This four-bedroom, two-bathroom holiday flat in Windham offers a rural mountain setting, located approximately 19 kilometres from Windham Mountain Ski Resort and 43 kilometres from Hunter Mountain.
This family-friendly property accommodates up to ten guests and includes amenities such as a hot tub, a garden, Wi-Fi, a well-equipped kitchen, and laundry facilities, making it suitable for winter sports enthusiasts and families.
Cozy 4-bedroom Chalet With Indoor Fireplace - Windham, NY
10 80 reviews

Cozy 4-bedroom Chalet With Indoor Fireplace

chalet, Windham
This charming chalet is located just five minutes from Windham Mountain and a short drive from the town centre, offering a peaceful retreat in a secluded wooded setting. It has consistently received excellent ratings for user experience, location, and cleanliness.
The chalet spans 259 square metres and comfortably accommodates eight guests across four bedrooms and three bathrooms. It includes a fully equipped kitchen, a spacious living area with a fireplace, a private garden, a spa, and a terrace, making it ideal for families or groups looking for a relaxing getaway.
Snowmakers Cottage Windham Ny - Windham, NY
10 3 reviews

Snowmakers Cottage Windham Ny

apartment, Windham
This newly renovated apartment in the Catskill Mountains offers peaceful seclusion just 3.2 kilometres from Windham Mountain and less than 15 minutes' drive from Hunter Mountain, located two hours north of NYC.
This accommodation comfortably sleeps six guests and features two bedrooms, one bathroom, a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, air conditioning, Wi-Fi, and a cozy electric fireplace.
Panoramic Mountain View Townhome With Hot Tub - Windham, NY
9.9 40 reviews

Panoramic Mountain View Townhome With Hot Tub

apartment, Windham
This apartment is located just outside of downtown Windham, offering stunning views of Windham Mountain and easy access to the town centre, shops, restaurants and attractions. It has received excellent ratings for its location, cleanliness and overall experience.
The four-bedroom property can comfortably accommodate up to eight guests and features a spacious living area. Amenities include a fully equipped kitchen with a fridge, freezer, microwave oven and dishwasher, as well as air conditioning, a Jacuzzi, a private deck and a hot tub.
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