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Pittsfield Vacation Travel Guide

Accommodation in Pittsfield

Pre-booking the perfect place to stay often equates to vacation bliss. You can check out a selection of the best accommodation in Pittsfield through Expedia's easy-to-use Pittsfield hotels guide.

If you feel like splashing out for a special occasion, be sure to check out the rates and amenities at the Crowne Plaza Pittsfield-Berkshires, at 1 West St, and the White Horse Inn, at 378 South St. If you discover that those don't quite match your budget and style, the Best Western Plus Berkshire Hills Inn & Suites and the Econo Lodge are two more economical hotels that may offer all the services and features you need.

It’s easy to book the getaway of your dreams when you search through our selection of Pittsfield vacations. Our goal? To create the perfect trip for you by providing the largest selection of vacation packages. Confidently book your getaway thanks to our trustworthy recommendations and verified consumer reviews from travelers just like you. Personalize your Pittsfield package with our myriad of hotel rooms and flight tickets, which help to create a vacation specifically for you. Simply sort through our selection and pick and choose the elements that best suit your preferences and price range.

Because we offer the best rates, you can book your travel reservations knowing you won’t find lower prices elsewhere. These discounts are so great, you’ll feel like you gained the title of the ultimate bargain hunter with our Pittsfield vacation package deals. Whether you’re looking to book multiple flights, stay at the fanciest hotel, or explore the hottest local attractions, you’ll find discounted travel arrangements within your budget right here. You shouldn’t have a care in the world when you go on vacation, so our discounts allow you to rest easy without giving your bank account a second thought. Save money on your vacation today and revel in your much-deserved getaway tomorrow.


Top Hotel Deals

See all 161 Properties in Pittsfield
Hilton Garden Inn Lenox Pittsfield $127
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

1032 South Street, Pittsfield
     
    4.7
    of 5, from 122 reviews
    3.0 out of 5.0

    Situated in Pittsfield, this hotel is 1.2 mi (1.9 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and Berkshire Museum are also within 3 mi (5 km).

    Berkshire Mountain Lodge $122
    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr, Pittsfield
       
      4.8
      of 5, from 8 reviews
      3.0 out of 5.0

      Situated in Pittsfield, this lodge is 1 mi (1.7 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and Berkshire Museum are also within 3 mi (5 km).

      Best Western Plus Berkshire Hills Inn & Suites $92
      Best Western Plus Berkshire Hills Inn & Suites

      Best Western Plus Berkshire Hills Inn & Suites

      1350 W Housatonic St, Pittsfield
         
        4.1
        of 5, from 452 reviews
        2.5 out of 5.0

        Located in the heart of Pittsfield, this hotel is 1.7 mi (2.8 km) from Hancock Shaker Village and 2.9 mi (4.7 km) from Bousquet Ski Area. Colonial Theater and Berkshire Museum are also within 6 mi (10 km).

        Crowne Plaza Pittsfield-Berkshires $91
        Crowne Plaza Pittsfield-Berkshires

        Crowne Plaza Pittsfield-Berkshires

        1 West St, Pittsfield
           
          3.6
          of 5, from 501 reviews
          3.5 out of 5.0

          Located in the heart of Pittsfield, this spa hotel is within a 5-minute walk of Berkshire Museum, Colonial Theater, and Berkshire Athenaeum. Canoe Meadows Wildlife Sanctuary and Arrowhead Museum are also within 3 mi (5 km).

          Berkshire Inn $69
          Berkshire Inn

          Berkshire Inn

          150 W Housatonic St, Pittsfield
             
            3.5
            of 5, from 165 reviews
            2.0 out of 5.0

            Located in the heart of Pittsfield, this motel is within a 15-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km).

            Heart of the Berkshires Motel $65
            Heart of the Berkshires Motel

            Heart of the Berkshires Motel

            970 W Housatonic St, Pittsfield
               
              2.9
              of 5, from 55 reviews
              2.0 out of 5.0

              Situated in Pittsfield, this motel is within 3 mi (5 km) of Hancock Shaker Village, Colonial Theater, and Berkshire Museum. Berkshire Athenaeum is 2.8 mi (4.4 km) away.

              Hotel On North $149
              Hotel On North

              Hotel On North

              297 North Street, Pittsfield
                 
                4.8
                of 5, from 155 reviews
                3.5 out of 5.0

                Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary is 2.1 mi (3.3 km) away.

                Yankee Suites Extended Stay $100
                Yankee Suites Extended Stay

                Yankee Suites Extended Stay

                20 W Housatonic St., Pittsfield
                   
                  4.4
                  of 5, from 83 reviews
                  4.0 out of 5.0

                  Situated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km).