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Destination guide

Head to the friendly city of Chatham

Enjoy the theatre scene and other features of Chatham. Travellers appreciate the restaurants in this welcoming city. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities

Sightseeing in and around Chatham

Are you searching for things to do while you're in the area? Venture out of your holiday home and check out everything that makes Chatham a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Furnace Brook Winery at Hilltop Orchards (9.8 mi / 15.7 km)
  • Catamount Ski Area (12.7 mi / 20.4 km)
  • Pleasant Valley Wilderness Sanctuary (13.7 mi / 22.1 km)
  • Kennedy Park (14.8 mi / 23.9 km)
  • Bousquet Ski Area (15.6 mi / 25 km)
  • Greenock Country Club (15.7 mi / 25.3 km)
Natural highlights

Exploring the natural landscape of Chatham

Whether you're an outdoor enthusiast or just want to take in the scenery, Chatham is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Berkshire Botanical Garden (11.7 mi / 18.8 km)
  • Lake Mansfield Park (13.5 mi / 21.7 km)
  • Kennedy Park (14.8 mi / 23.9 km)
  • Taconic Trail State Park (15.1 mi / 24.3 km)
  • Pittsfield State Forest (15.7 mi / 25.2 km)
  • Wood's Pond (16.1 mi / 25.9 km)
How to get there

Transport options to and around Chatham

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 8.3 mi (13.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is 15 mi (24.1 km) away.

How many holiday accommodation are available around Chatham?

Our 2020 accommodation listings offer a large selection of 626 holiday rentals around Chatham. From 357 holiday houses to 55 cottages, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Chatham is on Stayz.

What are the most popular points of interest and landmarks to stay near when travelling to Chatham?

Stayz offers a large selection of holiday homes near great places in Chatham. From Stayz travellers, the most popular points of interest to stay near are:

  • The Mac-Haydn Theatre: 496 holiday rentals
  • Jiminy Peak Mountain Resort: 325 holiday rentals
  • Ski Butternut: 450 holiday rentals
  • Skyline Country Club: 391 holiday rentals
  • Olana State Historic Site: 615 holiday rentals

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

Can I rent Houses in Chatham?

Yes, of course. Stayz offers 357 Houses in Chatham. Our other popular types of Chatham holiday rentals include:

  • Cottages: 55 holiday houses
  • Bungalows: 55 holiday houses
  • Condos/Apartments: 85 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Cabins and more.

Can I find a holiday accommodation with pool in Chatham?

Yes, you can select your preferred holiday accommodation with pool among our 180 holiday homes with pool available in Chatham. Please use our search bar to access the selection of holiday rentals available.