Destination guide

The lively city of Great Barrington awaits you

The area's live music and theater scene are just a few of the reasons to vacation in Great Barrington. Well known for its rock climbing, hiking and cafés, this scenic city won't disappoint. 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 Great Barrington

Are you searching for attractions to see while you're in town? You'll be sure to enjoy Great Barrington for its hiking and skiing. Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Great Barrington a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Ski Butternut (1.2 mi / 2 km)
  • Les Trois Emme Winery (4 mi / 6.5 km)
  • Dry Hill (5.1 mi / 8.3 km)
  • Questing (5.9 mi / 9.5 km)
  • Catamount Ski Area (7 mi / 11.2 km)
  • Umpachene Falls Park (7.1 mi / 11.5 km)
Weather

Seasonal weather averages in Great Barrington

Travelers enjoy Great Barrington for its skiing. If you're interested in winter sports, you might consider visiting in February, March, December or January, when snowfall averages 16.01 inches and temperatures average 14°F.

Natural features

Exploring the natural features in Great Barrington

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Great Barrington. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Lake Mansfield Park (1.8 mi / 2.9 km)
  • Beartown State Forest (5.2 mi / 8.3 km)
  • Umpachene Falls Park (7.1 mi / 11.5 km)
  • Tyringham Cobble (7.4 mi / 12 km)
  • Berkshire Botanical Garden (8 mi / 12.9 km)
  • Taconic Trail State Park (10 mi / 16.2 km)
Transport

Traveling to and around Great Barrington

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 16.8 mi (27.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Hudson, NY (HCC-Columbia County), which is 20.3 mi (32.7 km) away.

Where to stay around Great Barrington?

Our 2019 property listings offer a large selection of 533 vacation rentals near Great Barrington. From 347 Houses to 67 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Great Barrington for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Great Barrington?

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 Great Barrington:

  • Housatonic: 25 vacation rentals
  • Copake Lake: 31 vacation rentals
  • Lakeville: 24 vacation rentals
  • Lenox: 42 vacation rentals
  • Lee: 26 vacation rentals

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

Can I rent Houses in Great Barrington?

Yes, of course. HomeAway has 347 Houses in Great Barrington. Our other popular types of vacation rentals in Great Barrington include:

  • Cabins: 67 rentals available
  • Cottages: 67 rentals available
  • Country houses: 17 rentals available

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

Can I find a vacation rental with pool in Great Barrington?

Yes, you can select your preferred vacation rental with pool among our 88 vacation rentals with pool available in Great Barrington. Please use our search bar to access the selection of vacation rentals available.