Destination guide

Adventurous Hinsdale will entice you

Enjoy the history and other features of Hinsdale. Renowned for its golfing, restaurants and shopping, this city welcomes all visitors. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities

Sightseeing in and around Hinsdale

Are you hoping to discover things to do while you're in the area? Venture out of your vacation home and check out everything that makes Hinsdale a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Bas Ridge Golf Course (3.2 mi / 5.1 km)
  • Chesterfield Gorge (9.7 mi / 15.5 km)
  • Wood's Pond (10.3 mi / 16.6 km)
  • Bousquet Ski Area (10.6 mi / 17.1 km)
  • Kennedy Park (10.9 mi / 17.6 km)
  • Becket Land Trust Historic Quarry (11.8 mi / 19 km)
Natural features

Exploring the natural landscape of Hinsdale

Whether you're an active traveler or just want to appreciate the scenery, Hinsdale is a great place to get outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Wahconah Falls State Park (5.5 mi / 8.8 km)
  • October Mountain State Forest (7.3 mi / 11.7 km)
  • Canoe Meadows Wildlife Sanctuary (8.7 mi / 14.1 km)
  • Chesterfield Gorge (9.7 mi / 15.5 km)
  • Wood's Pond (10.3 mi / 16.6 km)
  • Kennedy Park (10.9 mi / 17.6 km)
How to get there

Transportation options to and around Hinsdale

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 11.4 mi (18.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Westfield, MA (BAF-Barnes Municipal), which is 24.9 mi (40 km) away.

Can I find a vacation rental around Hinsdale?

Yes, our 2019 property listings offer a large selection of 557 vacation rentals near Hinsdale. From 288 Houses to 134 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Hinsdale for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Hinsdale?

Whether you're traveling 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 Hinsdale:

  • Lee: 626 vacation rentals
  • Housatonic: 416 vacation rentals
  • South Egremont: 22 vacation rentals
  • North Egremont: 19 vacation rentals
  • Southfield: 19 vacation rentals

For other neighborhoods, 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 traveling to Hinsdale?

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

  • Bas Ridge Golf Course: 587 vacation rentals
  • Skyline Trail: 575 vacation rentals
  • Jiminy Peak Mountain Resort: 452 vacation rentals
  • Tanglewood Music Center: 658 vacation rentals
  • Western Gateway Heritage State Park: 388 vacation rentals

But there are many other points of interest around Hinsdale 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 Hinsdale?

Yes, of course. HomeAway has 288 Houses in Hinsdale. Our other popular types of vacation rentals in Hinsdale include:

  • Condos/Apartments: 134 rentals available
  • Villas: 6 rentals available
  • Cabins: 58 rentals available

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

Can I find a vacation rental with pool in Hinsdale?

Yes, you can select your preferred vacation rental with pool among our 155 vacation rentals with pool available in Hinsdale. Please use our search bar to access the selection of vacation rentals available.

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