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Next weekend
Dec 11 - Dec 13

Cheap Jacob's Pillow Hotels

Woodland Cottage-new! Convenient, Private, Family Friendly- see Cleaning Details

Woodland Cottage-new! Convenient, Private, Family Friendly- see Cleaning Details

2.0 km from Jacob's Pillow
     
     

    Located in Otis, this cottage is in the mountains, within a 15-minute drive of Jacob's Pillow and October Mountain State Forest.

    Woodland Cottage-new! Convenient, Private, Family Friendly- see Cleaning DetailsGet Rates

    Berkshires Vacation Home on Hayden Pond

    Berkshires Vacation Home on Hayden Pond

    3.8 km from Jacob's Pillow
       
       

      Located in Otis, this vacation home is on the waterfront, within a 10-minute drive of Jacob's Pillow and Otis Ridge.

      Berkshires Vacation Home on Hayden PondGet Rates

      Peace And Quiet On The Lake

      Peace And Quiet On The Lake

      1.5 km from Jacob's Pillow
         
         

        With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Jacob's Pillow and Becket Land Trust Historic Quarry.

        Peace And Quiet On The LakeGet Rates

        Staycation at Private Lake Cottage Near Jacobs Pillow and Tanglewood

        Staycation at Private Lake Cottage Near Jacobs Pillow and Tanglewood

        2.5 km from Jacob's Pillow
           
           

          Located in Becket, this cottage is a 4-minute drive from Iroquis Waterfront and 9 minutes from Becket Land Trust Historic Quarry.

          Staycation at Private Lake Cottage Near Jacobs Pillow and TanglewoodGet Rates

          Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

          Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

          2.4 km from Jacob's Pillow
             
             

            With a stay at this cabin in Becket (Sherwood Forest), you'll be within a 15-minute drive of Jacob's Pillow and Becket Land Trust Historic Quarry.

            Quiet Comfortable Cabin 5 Min. Walk to Swimming and BoatingGet Rates

            Two Bedroom House in the Heart of the Berkshires

            Two Bedroom House in the Heart of the Berkshires

            1.1 km from Jacob's Pillow
               
               

              Located in Becket, this vacation home is in the mountains, within a 10-minute drive of Becket Land Trust Historic Quarry and Chester Town Hall.

              Two Bedroom House in the Heart of the BerkshiresGet Rates

              Becket Motel

              Becket Motel

              1.1 km from Jacob's Pillow
                2.5 out of 5.0
                 
                 

                Located in Becket, Becket Motel is within a 10-minute drive of Jacob's Pillow and October Mountain State Forest.

                Becket MotelGet Rates

                Winter special 30% discount, secluded Berkshire home, 23 acres, babbling brook

                Winter special 30% discount, secluded Berkshire home, 23 acres, babbling brook

                7.9 km from Jacob's Pillow
                   
                   

                  Located in Becket, this vacation home is in a rural location, within a 15-minute drive of October Mountain State Forest and Iroquis Waterfront.

                  Winter special 30% discount, secluded Berkshire home, 23 acres, babbling brookGet Rates

                  Chestnut Lodge

                  Chestnut Lodge

                  4.5 km from Jacob's Pillow
                    3.5 out of 5.0
                     
                     

                    With a stay at Chestnut Lodge in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and October Mountain State Forest.

                    Chestnut LodgeGet Rates

                    New! Restored 1800s Home, Half Mile to Otis Ridge!

                    New! Restored 1800s Home, Half Mile to Otis Ridge!

                    8.0 km from Jacob's Pillow
                       
                       

                      A stay at New! Restored 1800s Home, Half Mile to Otis Ridge! places you in the heart of Otis, within a 5-minute drive of Otis Ridge and County Beach.

                      New! Restored 1800s Home, Half Mile to Otis Ridge!Get Rates

                      Beautiful Berkshire Home in Private Community

                      Beautiful Berkshire Home in Private Community

                      8.3 km from Jacob's Pillow
                         
                         

                        Located in Otis, this vacation home is within a 10-minute drive of Otis Ridge and County Beach.

                        Beautiful Berkshire Home in Private CommunityGet Rates

                        Beautiful Timber Frame Home in the Berkshires /available for Long Term

                        Beautiful Timber Frame Home in the Berkshires /available for Long Term

                        8.4 km from Jacob's Pillow
                           
                           

                          Located in Washington, this vacation home is in a rural location, within a 15-minute drive of October Mountain State Forest and Iroquis Waterfront.

                          Beautiful Timber Frame Home in the Berkshires /available for Long TermGet Rates

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                          Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

                          *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.