Plan for peace of mind

Some properties allow cancellations up to 14 days before arrival. Check the policy before booking.


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Destination guide

Why people love visiting charming West Stockbridge

The gardens, forests and lake are the perfect backdrop to your holiday home in West Stockbridge. Travellers to this romantic city praise the wildlife, restaurants and yoga. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Activities and attractions in and around West Stockbridge

Are you hoping to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes West Stockbridge a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Furnace Brook Winery at Hilltop Orchards (5.8 mi / 9.4 km)
  • Greenock Country Club (6.5 mi / 10.4 km)
  • Pleasant Valley Wilderness Sanctuary (6.6 mi / 10.6 km)
  • Kennedy Park (7.3 mi / 11.8 km)
  • Wood's Pond (7.4 mi / 12 km)
  • Bousquet Ski Area (9.3 mi / 15 km)
Natural features

Exploring the natural features in West Stockbridge

Whether you're an active traveller or just want to appreciate the scenery, West Stockbridge is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Berkshire Botanical Garden (2.4 mi / 3.9 km)
  • Lake Mansfield Park (7.3 mi / 11.8 km)
  • Kennedy Park (7.3 mi / 11.8 km)
  • Wood's Pond (7.4 mi / 12 km)
  • Beartown State Forest (7.5 mi / 12 km)
  • Tyringham Cobble (8.7 mi / 14 km)
How to get there

Transport options to and around West Stockbridge

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 9.2 mi (14.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Hudson, NY (HCC-Columbia County), which is 16.9 mi (27.2 km) away.

How many holiday rentals are available around West Stockbridge?

Our 2020 accommodation listings offer a large selection of 238 holiday lettings around West Stockbridge. From 153 Houses to 23 Cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

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

HomeAway offers a large selection of holiday accommodations near great places in West Stockbridge. From HomeAway travellers, the most popular points of interest to stay near are:

  • Charles H. Baldwin & Sons: 601 holiday lettings
  • Ebenezer II Gifts and Antiques: 602 holiday lettings
  • Jiminy Peak Mountain Resort: 310 holiday lettings
  • Norfolk Historical Museum: 290 holiday lettings
  • Ski Butternut: 430 holiday lettings

But there are many other points of interest around West Stockbridge listed on HomeAway 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 West Stockbridge?

Yes, of course. HomeAway offers 153 Houses in West Stockbridge. Our other popular types of West Stockbridge holiday rentals include:

  • Cabins: 23 self catering accommodations
  • Flats: 25 self catering accommodations
  • Cottages: 23 self catering accommodations

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

Can I find a holiday accommodation with pool in West Stockbridge?

Yes, you can select your preferred holiday accommodation with pool among our 37 holiday homes with pool available in West Stockbridge. Please use our search bar to access the selection of holiday rentals available.