Where to stay around Berkshire County?

Our 2018 accommodation listings offer a large selection of 625 holiday lettings near Berkshire County. From 363 Houses to 118 Condos/Apartments, find the best place to stay with your family and friends to discover Berkshire County area.

What are the most popular destinations to visit in Berkshire County?

There are many lovely places to stay for a long holiday or just a weekend break in Berkshire County. From HomeAway travellers, the popular destinations to visit are:

  • Great Barrington: 491 holiday homes
  • Stockbridge: 530 holiday homes
  • Pittsfield: 662 holiday homes
  • Williamstown: 181 holiday homes
  • 62 Center for Theater and Dance: 230 holiday homes

HomeAway offers you the possibility to discover many other popular destinations in Berkshire County! Please use our search bar to access the selection of self catering accommodations available in other popular destinations.

What are the main cities to discover in Berkshire County?

Whether you are travelling solo or with family and friends, here are the cities in Berkshire County with the largest selection of holiday lettings for a perfect city break:

  • Great Barrington: 491 holiday lettings
  • Stockbridge: 530 holiday lettings
  • Pittsfield: 662 holiday lettings
  • Williamstown: 181 holiday lettings
  • Lenox: 346 holiday lettings

For other cities, please use our search bar to access the selection of holiday homes available.

Can I find easy access holiday homes when travelling by plane to Berkshire County?

Yes of course. Our owners offer a large selection of self catering accommodations near to airports. Airports with a large selection of self catering accommodations in Berkshire County are:

  • Great Barrington, MA (GBR-Walter J. Koladza): 654 self catering accommodations
  • Pittsfield, MA (PSF-Pittsfield Municipal): 619 self catering accommodations
  • Hudson, NY (HCC-Columbia County): 504 self catering accommodations

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

What are the most popular points of interest and landmarks to stay near in Berkshire County?

HomeAway offers a large selection of holiday lettings near great places to visit in Berkshire County. From HomeAway travellers, the top popular points of interest to stay for a holiday trip or just for a weekend are:

  • 62 Center for Theater and Dance: 230 holiday rentals
  • Hancock Shaker Village: 611 holiday rentals
  • Tanglewood Music Center: 631 holiday rentals
  • Ski Butternut: 545 holiday rentals
  • Lake Mansfield Park: 660 holiday rentals

But there are many other points of interest around Berkshire County listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection of holiday accommodations.

Make a vacation rental in Berkshires, USA your home away from home

The Berkshires are a range of hills in Northwestern Massachusetts. Holidaymakers head for vacation rentals in the Berkshires to admire some lovely natural landscapes and take part if a host of outdoor activities, from walking to mountain biking and horseback riding. The region is also a key centre for the arts, with various important institutions located here.

Things to do in the Berkshires, USA

The region around Berkshires vacation accommodation is first and foremost a destination for outdoor activities. The world-famous Appalachian Trail runs through here, and there is also a huge network of other trails to explore taking walkers through expanses rich in natural beauty. A highlight is Mount Washington, a pretty town with easy access to the eponymous State Park. Nearby Bash Bish Falls, the highest waterfall in the state is found in this area.

In summer around Berkshire accommodation you could make the most of the region’s rivers, going on a fishing or rafting trip. On land you could head for one of the area’s many excellent golf courses. Great choices would be Berkshire Hills Country Club, Pontoosuc Lake, Wahconah, Bas Ridge, Skyline, Waubeeka, Taconic and Donnybrook.

Meanwhile in the winter, Berkshire vacation rentals are found in a good winter sport destination. Perhaps the most popular activity at this time of year is cross-country skiing, thanks to the numerous national parks, but there are also a number of resorts here, including Catamount, Bousquet and Jiminy Peak, which is the largest resort for ski and snowboard in the whole of New England.

Places to visit on holiday in Berkshires, USA

The City of Albany, in Upstate New York, is no more than an hour by car from Berkshires self-catering accommodation. It’s the capital of the state. And features New York’s Capitol with its elaborate architecture, as well as the Empire State Plaza, which is a venue for live music in the summer months. The New York State Museum is the largest of its kind in the country, and details the history of the state.

Weather in Berkshires, USA

On holiday at Berkshires vacation rentals you’ll be able to expect cold weather in winter, with temperatures slipping below freezing between November and March. There’s also quite a lot of snowfall on higher ground at this time of year. In summer there are warm conditions, from June to September.

Cheap flights to Berkshires, USA

If you head for Berkshires self-catering vacation accommodation from the UK, the most convenient way to get here would be to fly to Boston Logan International (BOS) from London Heathrow (LHR) with Delta, Virgin or British Airways, and then make the two hour drive across to Berkshire County.