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Destination guide

Travel to tranquil Windham

Enjoy the wineries and other features of Windham. Travelers to this relaxing city praise the skiing, hiking and mountain views. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities

Activities and attractions in and around Windham

Are you searching for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Windham a fun spot to vacation. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Windham Vineyards and Winery (1.6 mi / 2.6 km)
  • Windham Mountain Resort (2 mi / 3.2 km)
  • Windham Country Club (2.7 mi / 4.4 km)
  • Zoom Flume (7.7 mi / 12.4 km)
  • Hunter Mountain (9.1 mi / 14.6 km)
  • Thunderhart Golf Course (14 mi / 22.5 km)
Weather

Seasonal weather in Windham

Travelers enjoy Windham for its skiing. If you're interested in winter sports, you might consider visiting in February, March, December or January, when snowfall averages 14.58 inches and temperatures average 16°F.

Natural features

Exploring the natural features in Windham

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Windham. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Mountain Top Arboretum (10.3 mi / 16.5 km)
  • Belleayre Beach at Pine Hill Lake (17 mi / 27.4 km)
  • Overlook Mountain Trailhead (19.3 mi / 31.1 km)
  • Catskill Mountains (23.1 mi / 37.2 km)
How to get there

Transportation to and around Windham

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 28.9 mi (46.6 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Albany, NY (ALB-Albany Intl.), which is 37.5 mi (60.3 km) away.

How many vacation rentals are available around Windham?

Our 2020 vacation rental listings offer a large selection of 485 house rentals around Windham. From 264 Houses to 73 Condos/Apartments, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Windham is on HomeAway.

What are the popular points of interest near where I can stay when travelling to Windham?

HomeAway offers a large selection of lodging choices near lovely places in Windham. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Windham Country Club: 834 home rentals
  • Windham Vineyards and Winery: 712 home rentals
  • SweetHeart Gallery: 979 home rentals
  • Falling Waters Preserve: 895 home rentals
  • Kaaterskill Falls: 1,059 home rentals

But there are many other points of interest around Windham listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Windham?

Yes, of course. HomeAway has 264 Houses in Windham. Our other popular types of vacation rentals in Windham include:

  • Condos/Apartments: 73 lodging choices
  • Cabins: 38 lodging choices
  • Cottages: 38 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Chalets and more.

Can I find a vacation rental with pool in Windham?

Yes, you can select your preferred vacation rental with pool among our 79 vacation homes with pool available in Windham.