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Save up to $986 | Book Flight + Hotel at the same time^
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Save up to $986 | Book Flight + Hotel at the same time^

Pittsfield Vacations

Pittsfield Vacations

Are you all ready for your next great adventure? Make sure you don't miss out on any action in Pittsfield by learning the essentials about it before you hurry off.

Pittsfield is 110 miles (177 kilometers) to the west of Boston, a notable city.

45,000 locals reside in this area of The Berkshires.

Pittsfield Vacation Packages

With no less than 400 partner airlines and 665,000 places to stay, Travelocity can get you the cheapest prices on your Pittsfield vacation. And how do we do that? We'll bundle your accommodation and flight bookings to save you heaps!

Our Customer 1st Guarantee gives you the security of 24/7 personal assistance on everything from accommodations and flights to car rentals and activities. If you happen to discover a cheaper deal on another site, we'll refund you the difference^.

There's just no way to foresee when a situation will arise. However, when you book a package, we guarantee no cancellation charges from us. And as long as you get in fast, many accommodations don't charge extra fees either^.

Hotels in Pittsfield

Start making your dreams about Pittsfield come true by sorting out your accommodations through Travelocity. With 21 sensational options at your fingertips, we know you'll find the perfect place to throw down your bags.

There's no more opportune time to truly spoil yourself than when you're taking a vacation. Book a room at the Yankee Suites Extended Stay (20 W Housatonic St) and feel like royalty during your stay. If you'd prefer to save on your accommodations, consider a budget property like the Berkshire Inn (150 W Housatonic St).

Where do you fly into for Pittsfield?

While you're organizing your upcoming Pittsfield escape, keep in mind that the closest airport, Bradley International Airport (BDL), is approximately 45 miles (72 kilometers) to the southeast of the city center. Book your airfares, pack your suitcase and prepare for some amazing adventures!

Can I rent a car in Pittsfield?

Thinking about taking a road trip during your stay in Pittsfield? A rental car will no doubt be handy here. Peruse some of the options on Travelocity, pick your favorite and get ready to zoom off to your next adventure!

Get your rental vehicle in the center of the city and you'll be out on the bustling streets in a flash. The most central outlet here is Enterprise at 526 East St.

Places to visit in Pittsfield

From extraordinary rulers to eventful moments in time, Arrowhead Museum houses exhibitions that are thought-provoking and absorbing. Want some more ideas? For family friendly activities to do on your days off, visit Bousquet Ski Area and tackle the peaks. But that's not all. Canoe Meadows Wildlife Sanctuary is a location where you can get some fresh air, and maybe see some bird species.

Places to Visit Near Pittsfield

Once you've spent some time seeing the best of Pittsfield, internationally famed attractions are on offer just a stone's throw from here! The Egg lures people from all nations. Albany, just 30 miles (48 kilometers) from Pittsfield, is a convenient base when stopping by this world-famous attraction.

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Top Pittsfield Hotels Deals

Hotel On North $175
Hotel On North

Hotel On North

297 North Street, Pittsfield, MA
     
    5.0
    of 5, from 1 reviews
    3.5 out of 5.0 Stars

    This hotel features a restaurant, a fitness center, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, dry cleaning, and luggage storage are also offered.

    Hilton Garden Inn Lenox Pittsfield $98
    Hilton Garden Inn Lenox Pittsfield

    Hilton Garden Inn Lenox Pittsfield

    1032 South Street, Pittsfield, MA
       
      4.7
      of 5, from 3 reviews
      3.0 out of 5.0 Stars

      This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the fitness center and perks like free self parking.

      Best Western Plus Berkshire Hills Inn & Suites $84
      Best Western Plus Berkshire Hills Inn & Suites

      Best Western Plus Berkshire Hills Inn & Suites

      1350 W Housatonic St, Pittsfield, MA
         
        4.2
        of 5, from 15 reviews
        2.5 out of 5.0 Stars

        This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Take advantage of ski passes and ski storage on site. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space.

        Berkshire Inn $66
        Berkshire Inn

        Berkshire Inn

        150 W Housatonic St, Pittsfield, MA
           
          3.8
          of 5, from 13 reviews
          2.0 out of 5.0 Stars

          A seasonal outdoor pool is featured at this motel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is provided and the front desk is staffed around-the-clock.

          Berkshire Mountain Lodge $135
          Berkshire Mountain Lodge

          Berkshire Mountain Lodge

          8 Dan Fox Dr, Pittsfield, MA
             
            3.7
            of 5, from 3 reviews
            3.0 out of 5.0 Stars

            This lodge features an indoor pool and a fitness center. Enjoy the spa tub and perks like free self parking and free WiFi. A business center, a picnic area, and laundry facilities are also on offer.

            Holiday Inn & Suites Pittsfield-Berkshires $92
            Holiday Inn & Suites Pittsfield-Berkshires

            Holiday Inn & Suites Pittsfield-Berkshires

            One West Street, Pittsfield, MA
               
              3.5
              of 5, from 20 reviews
              3.5 out of 5.0 Stars

              This hotel features an indoor pool, a health club, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.

              Yankee Suites Extended Stay $80
              Yankee Suites Extended Stay

              Yankee Suites Extended Stay

              20 W Housatonic St., Pittsfield, MA
                 
                3.3
                of 5, from 3 reviews
                4.0 out of 5.0 Stars

                This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.

                Econo Lodge $65
                Econo Lodge

                Econo Lodge

                16 Cheshire Road, Pittsfield, MA
                   
                  2.3
                  of 5, from 3 reviews
                  1.5 out of 5.0 Stars

                  This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.

                  Top Flight Deals to Pittsfield

                  Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

                  ^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2018 to December 31, 2018, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

                  *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.