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A holiday rental home in Sheffield, Massachusetts is a wonderful choice for your next breakaway to the northern United States

There is something for everyone to enjoy when you choose Sheffield for a breakaway. A holiday rental home in Sheffield will put you close to all of the most popular activities and attractions in the Berkshires.

Things to Do on Holiday to Sheffield, Massachusetts

Whether you visit during the summer or the winter months you will find that there are many activities to enjoy. During the winter the activities include skiing, snowboarding, snowshoe treks and ice skating. Ski lessons and equipment rental are available. The spring and summer bring the opportunity for hiking, cycling, golf, boating and fishing. Visit nearby wineries to participate in a wine tasting or make a stop to a spa for a bit of pampering.

Places to Visit on Holiday to Sheffield, Massachusetts

Dozens of interesting attractions are located in and near Sheffield. Museums and lovely outdoor spots are amongst the offerings. The Emily Dickinson Museum and the Norman Rockwell Museum are each attractions dedicated to the work of a specific artist or writer. At these museums you can learn about the lives of the writer and artist and, at the Rockwell Museum, see examples of his work. Other museums are the Animajic Museum of Animation, Special Effects and Art, the Berkshire Scenic Railway Museum and the Bidwell House Museum. The Bidwell House Museum is the former home of a colonial era preacher. Here you can learn about what daily life was like during that time period. The Ashley House is another must-see for anyone interested in history. It was here that a slave made a decision to sue her owners for her freedom. The Appalachian Trail and the Ashuwillticook Rail Trails both offer gorgeous hiking and cycling trails as well as the chance to spot a variety of birds and other wildlife.

Weather in Sheffield, Massachusetts

Very cold winters and warm, pleasant summers are what you can expect when you holiday to Sheffield. The average low temperatures during the winter months are between -12° and -2° C and the average highs are 1° to 7° C. During the spring the average lows are between 6° and 11° C and the average spring highs are between 13° to 20° C. In the summer, the average lows are 11° to 13° C and the highs are 24° to 27° C. There is between 80 and 127 mm of snow or rain per month.

Travel to Sheffield, Massachusetts

The nearest airport to Sheffield is Bradley International Airport (BDL) which is 49 km away. Another option is Albany International Airport (ALB) which is 68 km from Sheffield. You will need a car for use during your stay.

Additional service fee may apply.
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    Exceptional! 5/5
    (31 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 4
    House #424508vb
    31
    Viewed 49 times in the last 48 hours
      Exceptional! 5/5
      (53 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Sleeps 9
      House #95599vb
      53
      Viewed 22 times in the last 48 hours
        Exceptional! 5/5
        (9 reviews)
        avg/night
        • 5 BR
        • 3 BA
        • Separate Toilet
        • Sleeps 16
        House #866131vb
        9
        Viewed 12 times in the last 48 hours
          Wonderful! 4.8/5
          (48 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 5
          Cabin #219964vb
          48
          Viewed 13 times in the last 48 hours
            Excellent! 4.6/5
            (15 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            Cottage #373357vb
            15
            Viewed 12 times in the last 48 hours
              Exceptional! 5/5
              (7 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              House #384153
              7
                Exceptional! 5/5
                (20 reviews)
                avg/night
                • 3 BR
                • 3 BA
                • Sleeps 9
                Farmhouse #710105vb
                20
                Viewed 5 times in the last 48 hours
                  Wonderful! 4.9/5
                  (22 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Separate Toilet
                  • Sleeps 8
                  House #332864vb
                  22
                  Viewed 9 times in the last 48 hours
                    Exceptional! 5/5
                    (5 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    Cottage #373681
                    5
                    Viewed 7 times in the last 48 hours
                      • 5 BR
                      • 2 BA
                      • Separate Toilet
                      • Sleeps 11
                      House #577344vb
                      3
                      Viewed 11 times in the last 48 hours
                        Wonderful! 4.9/5
                        (15 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Separate Toilet
                        • Sleeps 6
                        Barn #179027
                        15
                        Viewed 12 times in the last 48 hours
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          House #719709vb
                          3
                          Viewed 6 times in the last 48 hours
                            Wonderful! 4.9/5
                            (11 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 15
                            House #512619vb
                            11
                            Viewed 28 times in the last 48 hours
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              Apartment #766104vb
                              2
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Separate Toilet
                                • Sleeps 6
                                House #992778vb
                                Viewed 15 times in the last 48 hours
                                  Exceptional! 5/5
                                  (7 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Separate Toilet
                                  • Sleeps 6
                                  House #3578562
                                  7
                                  Viewed 11 times in the last 48 hours
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 6
                                    House #3558842
                                    1
                                    Viewed 12 times in the last 48 hours
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 6
                                      House #4317148
                                      1
                                      Viewed 5 times in the last 48 hours
                                        Exceptional! 5/5
                                        (5 reviews)
                                        avg/night
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 8
                                        Chateau / Country House #4021614
                                        5
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Separate Toilet
                                          • Sleeps 10
                                          House #772872vb
                                          Viewed 6 times in the last 48 hours
                                            Exceptional! 5/5
                                            (4 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Separate Toilet
                                            • Sleeps 8
                                            House #497959vb
                                            4
                                            Viewed 13 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #953681vb
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #575213vb
                                                Viewed 8 times in the last 48 hours
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #124299
                                                    Exceptional! 5/5
                                                    (21 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 3 BA
                                                    • Separate Toilet
                                                    • Sleeps 8
                                                    Chateau / Country House #396464vb
                                                    21
                                                    Viewed 13 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (6 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #804956vb
                                                      6
                                                      Viewed 38 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 7
                                                        House #330190
                                                        9
                                                        Viewed 25 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (19 reviews)
                                                          avg/night
                                                          • 6 BR
                                                          • 5 BA
                                                          • Sleeps 20
                                                          Estate #4258796
                                                          19
                                                          Viewed 126 times in the last 48 hours
                                                            Exceptional! 5/5
                                                            (9 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Cottage #3790476
                                                            9
                                                            Viewed 13 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (20 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Cottage #707780vb
                                                              20
                                                              Viewed 39 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (26 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 5 BA
                                                                • Sleeps 12
                                                                House #729783vb
                                                                26
                                                                Viewed 26 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (32 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  House #406592vb
                                                                  32
                                                                  Viewed 26 times in the last 48 hours
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    House #711169vb
                                                                    3
                                                                    Viewed 63 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (7 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 12
                                                                      Chateau / Country House #777079vb
                                                                      7
                                                                      Viewed 32 times in the last 48 hours
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        Apartment #1011884vb
                                                                        Viewed 6 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (8 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Condo #3712818
                                                                          8
                                                                          Viewed 16 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (38 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Cottage #293009
                                                                            38
                                                                            Viewed 52 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              Bungalow #717959vb
                                                                              5
                                                                              Viewed 8 times in the last 48 hours
                                                                                Excellent! 4.6/5
                                                                                (51 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Cabin #182224
                                                                                51
                                                                                Viewed 62 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (14 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  Cottage #555172vb
                                                                                  14
                                                                                  Viewed 14 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (14 reviews)
                                                                                    avg/night
                                                                                    • 5 BR
                                                                                    • 2 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 10
                                                                                    Barn #616214vb
                                                                                    14
                                                                                    Viewed 49 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (21 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      House #236935vb
                                                                                      21
                                                                                      Viewed 16 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (19 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 10
                                                                                        House #272149vb
                                                                                        19
                                                                                        Viewed 33 times in the last 48 hours
                                                                                          Excellent! 4.7/5
                                                                                          (7 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          Farmhouse #3765427
                                                                                          7
                                                                                          Viewed 8 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (10 reviews)
                                                                                            avg/night
                                                                                            • 6 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 10
                                                                                            House #4064007
                                                                                            10
                                                                                            Viewed 13 times in the last 48 hours
                                                                                              • 4 BR
                                                                                              • 1 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 8
                                                                                              House #700566vb
                                                                                              7
                                                                                                Exceptional! 5/5
                                                                                                (17 reviews)
                                                                                                avg/night
                                                                                                • 6 BR
                                                                                                • 4 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 12
                                                                                                Estate #629154vb
                                                                                                17
                                                                                                Viewed 7 times in the last 48 hours
                                                                                                  Good! 3.9/5
                                                                                                  (10 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  Cottage #3576605
                                                                                                  10
                                                                                                  Viewed 25 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (33 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 3
                                                                                                    House #135474vb
                                                                                                    33
                                                                                                    Viewed 40 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (16 reviews)
                                                                                                      avg/night
                                                                                                      • 6 BR
                                                                                                      • 5 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 16
                                                                                                      House #396147vb
                                                                                                      16
                                                                                                      Viewed 75 times in the last 48 hours
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