Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Get 24/7 travel help, thanks to our Customer First Guarantee

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Most Frequently Booked The Berkshires Hotels

Berkshire Inn C$90
Berkshire Inn

Berkshire Inn

150 W Housatonic St, Pittsfield, MA
     
    3.9
    of 5, from 11 reviews
    2.0 out of 5.0 Stars

    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). Pittsfield Intermodal Transportation Center is 16 minutes by foot.

    Vacation Village in the Berkshires C$135
    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd, Hancock, MA
       
      3.8
      of 5, from 22 reviews
      3.0 out of 5.0 Stars

      Situated in Williamstown, this condo building is within 9 mi (15 km) of Pittsfield State Forest, Mount Greylock State Reservation Visitor Center, and Waubeeka Golf Links. New Lebanon Library and Mount Lebanon Shaker Village are also within 12 mi (20 km).

      The Red Lion Inn C$146
      The Red Lion Inn

      The Red Lion Inn

      30 Main Street, Stockbridge, MA
         
        3.0
        of 5, from 3 reviews
        3.5 out of 5.0 Stars

        Situated in the historical district, this historic hotel is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine of the Divine Mercy are also within 15 minutes.

        Holiday Inn Berkshires C$167
        Holiday Inn Berkshires

        Holiday Inn Berkshires

        40 Main St, North Adams, MA
           
          2.9
          of 5, from 10 reviews
          3.0 out of 5.0 Stars

          Located in the heart of North Adams, this hotel is within 1 mi (2 km) of North Adams Public Library and Mass MoCA. Western Gateway Heritage State Park and Windsor Lake Park are also within 2 mi (3 km).

          Top Cheap The Berkshires Hotel Deals

          The Weathervane Motel C$64
          The Weathervane Motel

          The Weathervane Motel

          475 South Main St. Route 7, Lanesborough, MA
             
            5.0
            of 5, from 2 reviews
            2.0 out of 5.0 Stars

            Situated in Pittsfield, this motel is within 6 mi (10 km) of Berkshire Athenaeum, Berkshire Museum, and Mount Greylock State Reservation Visitor Center. Crane Museum of Papermaking and Bousquet Ski Area are also within 9 mi (15 km).

            Lantern House Motel C$93
            Lantern House Motel

            Lantern House Motel

            256 Stockbridge Road, Great Barrington, MA
               
              4.4
              of 5, from 14 reviews
              2.5 out of 5.0 Stars

              Situated in Great Barrington, this motel is 1.8 mi (2.9 km) from Lake Mansfield Park and 2.6 mi (4.2 km) from Ski Butternut. Mahaiwe Performing Arts Center and Beartown State Forest are also within 3 mi (5 km).

              Wagon Wheel Inn C$65
              Wagon Wheel Inn

              Wagon Wheel Inn

              484 Pittsfield Rd, PO Box 808, Lenox, MA
                 
                3.0
                of 5, from 7 reviews
                2.0 out of 5.0 Stars

                Located in the heart of Lenox, this motel is within 2 mi (3 km) of Arrowhead Museum, Bousquet Ski Area, and Kennedy Park. Canoe Meadows Wildlife Sanctuary and Pleasant Valley Wilderness Sanctuary are also within 3 mi (5 km).

                Pleasant Valley Motel West Stockbridge C$66
                Pleasant Valley Motel West Stockbridge

                Pleasant Valley Motel West Stockbridge

                42 Stockbridge Rd, West Stockbridge, MA
                   
                  2.9
                  of 5, from 11 reviews
                  2.0 out of 5.0 Stars

                  Situated near the beach, this motel is 2.4 mi (3.8 km) from Berkshire Botanical Garden and within 6 mi (10 km) of Tanglewood Music Center and Norman Rockwell Museum. Chesterwood and Mission House are also within 6 mi (10 km).

                  Top Luxury The Berkshires Hotel Deals

                  Federal House Inn C$282
                  Federal House Inn

                  Federal House Inn

                  1560 Pleasant Street, Route 102, South Lee, MA
                     
                    5.0
                    of 5, from 3 reviews
                    3.5 out of 5.0 Stars

                    Situated in the mountains, this bed & breakfast is within 1 mi (2 km) of Beartown State Forest and Berkshire Theatre Festival. Mission House and Naumkeag are also within 3 mi (5 km).

                    The Orchards Hotel C$256
                    The Orchards Hotel

                    The Orchards Hotel

                    222 Adams Rd, Williamstown, MA
                       
                      3.8
                      of 5, from 4 reviews
                      3.5 out of 5.0 Stars

                      Situated in a rural location, this hotel is within 1 mi (2 km) of Hopkins Observatory and Williams College. Williams College Museum of Art and Chapin Library of Rare Books and Manuscripts are also within 1 mi (2 km).

                      1862 Seasons on Main Bed and Breakfast Get Rates
                      1862 Seasons on Main Bed and Breakfast

                      1862 Seasons on Main Bed and Breakfast

                      47 Main Street, Stockbridge, MA
                         
                        4.5 out of 5.0 Stars

                        Situated in Stockbridge, this luxury bed & breakfast is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine of the Divine Mercy are also within 1 mi (2 km).

                        Stockbridge Country Inn Get Rates
                        Stockbridge Country Inn

                        Stockbridge Country Inn

                        26 Glendale Road, RR 183, Stockbridge, MA
                           
                          4.5 out of 5.0 Stars

                          Other Travelers Recently Booked These The Berkshires Hotels

                          Map

                          How Much is a Hotel Room in The Berkshires?

                          Hotels in The Berkshires start at C$64 per night. Prices and availability subject to change. Additional terms may apply.

                          The Berkshires Hotel & Travel Guide

                          Are you on the hunt for a getaway that's truly away from it all? You can't go wrong with a trip to The Berkshires. With its abundance of lush forests, gently sloping hills, and cultural amenities, you'll be hard pressed to find a lovelier place. Choose from among many daily Albany flights to get there in no time, and get ready to explore all of Massachusetts' most magnificent wonders.

                          Out and About in The Berkshires

                          Start your tour of The Berkshires by enjoying the gorgeous scenery. To get the best views, climb Mount Greylock. If you can make it to the top, then congratulations! You'll be at the highest point in all of Massachusetts—take in breathtaking views of the dramatic landscape. After your trek, see fascinating exhibits at the Massachusetts Museum of Contemporary Art (MOCA). If art galleries aren't your thing, then be sure to stop by MoCA to check out the live events. Whether you're into theater, musical performance, or films, you're sure to find something you'll enjoy. Afterwards, head back to your The Berkshires hotel to unwind.

                          Eating and Drinking

                          Feeling a bit famished? Go to Great Barrington to find the highest concentration of great restaurants in The Berkshires. You'll find that most menus place an emphasis on serving up classic American comfort food. Go ahead and pig out on a burger and fries or some fresh lobster. If you're looking for the hippest bars, stick around Great Barrington. The bars here are cozy and small but offer innovative cocktails in an inviting atmosphere. Be sure to try out a frozen whisky lemonade. They're absolutely delicious. After a great night, rest up at any of the charming hotels in The Berkshires.

                          Ready to relax in style at the best hotels in The Berkshires? Thanks to Travelocity, it's never been easier to book your ideal getaway. You can search more than 510,000 hotels and 400 airlines to find the perfect vacation package to The Berkshires. You're sure to be enchanted on your holiday to rural Massachusetts.


                          Recent The Berkshires Hotel Reviews By Fellow Wanderers

                          *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.