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.

Where to stay near Windham?

Our 2019 vacation rental listings offer a large selection of 476 house rentals near Windham. From 248 Houses to 72 Condos/Apartments, find unique vacation rental for you to enjoy a memorable stay with your family and friends. The best place to stay near Windham for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Windham?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Windham:

  • Windham Mountain Resort: 533 vacation rentals
  • Hunter Mountain: 99 vacation rentals
  • Bearsville: 318 vacation rentals
  • Highmount: 19 vacation rentals
  • Glenford: 19 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

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: 851 home rentals
  • Windham Vineyards and Winery: 712 home rentals
  • Falling Waters Preserve: 969 home rentals
  • Kaaterskill Falls: 1,093 home rentals
  • Montgomery Place: 853 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 248 Houses in Windham. Our other popular types of vacation rentals in Windham include:

  • Condos/Apartments: 72 lodging choices
  • Cabins: 39 lodging choices
  • Cottages: 39 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 88 vacation homes with pool available in Windham.