Destination guide

The historic city of Stockbridge awaits you

Come and experience Stockbridge and its museums, history and architecture. Well-liked for its gardens, camping and hiking, this city is both romantic and relaxing. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities

Activities and attractions in Stockbridge

Are you searching for things to do during your stay? Venture out of your cozy vacation rental and experience everything that makes Stockbridge a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Greenock Country Club (3.3 mi / 5.3 km)
  • Wood's Pond (5.5 mi / 8.8 km)
  • Pleasant Valley Wilderness Sanctuary (6.6 mi / 10.6 km)
  • Kennedy Park (6.8 mi / 10.9 km)
  • Ski Butternut (7.2 mi / 11.7 km)
  • Furnace Brook Winery at Hilltop Orchards (8.1 mi / 13 km)
Natural highlights

Exploring the natural landscape of Stockbridge

Whether you're an outdoor enthusiast or just want to take in the scenery, Stockbridge is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Berkshire Botanical Garden (1.3 mi / 2.1 km)
  • Beartown State Forest (4.2 mi / 6.7 km)
  • Tyringham Cobble (5.1 mi / 8.2 km)
  • Wood's Pond (5.5 mi / 8.8 km)
  • Lake Mansfield Park (6.3 mi / 10.1 km)
  • Goose Pond Reservation (6.7 mi / 10.7 km)
Transport

Traveling to and around Stockbridge

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 9.5 mi (15.4 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Hudson, NY (HCC-Columbia County), which is 20.2 mi (32.5 km) away.

Can I rent Houses in Stockbridge?

Yes, of course. HomeAway offers 379 Houses in Stockbridge. Our other popular types of Stockbridge holiday rentals include:

  • Cottages: 66 self catering accommodations
  • Condos/Apartments: 43 self catering accommodations
  • Cabins: 66 self catering accommodations

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

Can I find a holiday accommodation with pool in Stockbridge?

Yes, you can select your preferred holiday accommodation with pool among our 89 holiday homes with pool available in Stockbridge. Please use our search bar to access the selection of holiday rentals available.