Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Tonight
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Cheap Sheffield Hotels

The Black Swan Inn, Ascend Hotel Collection

The Black Swan Inn, Ascend Hotel Collection

435 Laurel St, Lee, MA
    3.0 out of 5.0
     
     

    With a stay at The Black Swan Inn, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and Animagic ...

    $81

    The Red Lion Inn

    The Red Lion Inn

    30 Main Street, Stockbridge, MA
      3.5 out of 5.0
       
       

      When you stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Ski ...

      $71

      Courtyard by Marriott Lenox Berkshires

      Courtyard by Marriott Lenox Berkshires

      70 Pittsfield Rd, Lenox, MA
        3.0 out of 5.0
         
         

        With a stay at Courtyard by Marriott Lenox Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.

        $125

        Hilton Garden Inn Lenox Pittsfield

        Hilton Garden Inn Lenox Pittsfield

        1032 South Street, Pittsfield, MA
          3.0 out of 5.0
           
           

          With a stay at Hilton Garden Inn Lenox Pittsfield in Pittsfield, you'll be within a 10-minute drive of Tanglewood Music Center and Arrowhead Museum.

          $111

          Interlaken Inn & Resort

          Interlaken Inn & Resort

          74 Interlaken Road, Lakeville, CT
            3.5 out of 5.0
             
             

            Located in Lakeville, Interlaken Inn & Resort is on a lake, a 4-minute drive from Holley-Williams House Museum and 6 minutes from Scoville Memorial Library.

            $189

            Holiday Inn Club Vacations Oak n' Spruce Resort

            Holiday Inn Club Vacations Oak n' Spruce Resort

            190 Meadow Street, South Lee, MA
              3.5 out of 5.0
               
               

              With a stay at Holiday Inn Club Vacations Oak n' Spruce Resort in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood Music Center and ...

              $124

              The Briarcliff Motel

              The Briarcliff Motel

              506 Stockbridge Road, Great Barrington, MA
                3.0 out of 5.0
                 
                 

                With a stay at The Briarcliff Motel in Great Barrington, you'll be within a 10-minute drive of Ski Butternut and Beartown State Forest.

                $88

                Cranwell Spa and Golf Resort

                Cranwell Spa and Golf Resort

                55 Lee Road, Lenox, MA
                  3.5 out of 5.0
                   
                   

                  With a stay at Cranwell Spa and Golf Resort in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.

                  $129

                  Locust Tree Bed and Breakfast

                  Locust Tree Bed and Breakfast

                  131 East Canaan Rd, Canaan, CT
                    3.0 out of 5.0
                     
                     

                    Located in Canaan, Locust Tree Bed and Breakfast is a 4-minute drive from Land of Nod Vineyard and Winery and 9 minutes from Ashley House.

                    $85

                    Berkshire Mountain Lodge

                    Berkshire Mountain Lodge

                    8 Dan Fox Dr, Pittsfield, MA
                      3.0 out of 5.0
                       
                       

                      With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Bousquet Ski ...

                      $120

                      Inn at Pine Plains

                      Inn at Pine Plains

                      3036 Church St., Pine Plains, NY
                        3.5 out of 5.0
                         
                         

                        With a stay at Inn at Pine Plains in Pine Plains, you'll be 8.9 mi (14.3 km) from Lake Taghkanic State Park and 11.1 mi (17.9 km) from Northern Dutchess Botanical ...

                        $130

                        American Inn

                        American Inn

                        200 Laurel St, Lee, MA
                          3.0 out of 5.0
                           
                           

                          With a stay at American Inn in Lee, you'll be within a 10-minute drive of Tanglewood Music Center and Animagic Museum of Animation.

                          $68

                          Map

                          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.


                          Most Recent Sheffield Hotel Reviews

                          *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.