Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Tonight
Next weekend
Aug 14 - Aug 16

Cheap Winsted Hotels

The Old Inn On The Green

The Old Inn On The Green

134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA
    4.0 out of 5.0
     
     

    Located in Great Barrington, The Old Inn On The Green is a 5-minute drive from Dry Hill and 7 minutes from Questing.

    $285

    The White Hart

    The White Hart

    15 Under Mountain Rd, Salisbury, CT
      4.0 out of 5.0
       
       

      With a stay at The White Hart in Salisbury, you'll be a 5-minute walk from Scoville Memorial Library and within a 5-minute drive of Holley-Williams House ...

      $209

      The Litchfield Inn

      The Litchfield Inn

      432 Bantam Road, Litchfield, CT
        4.0 out of 5.0
         
         

        When you stay at The Litchfield Inn in Litchfield, you'll be in the suburbs, within a 5-minute drive of White Memorial Conservation Center and Litchfield Town ...

        $145

        Simsbury 1820 House

        Simsbury 1820 House

        731 Hopmeadow St, Simsbury, CT
          4.0 out of 5.0
           
           

          With a stay at Simsbury 1820 House in Simsbury (Simsbury Center), you'll be a 1-minute drive from Performing Arts Center at Simsbury Meadows and 13 minutes from ...

          $116

          The Barrington

          The Barrington

          281 Main St., Level 3, Great Barrington, MA
            4.0 out of 5.0
             
             

            Located in Great Barrington, The Barrington is within a 15-minute drive of Ski Butternut and Mission House.

            The BarringtonGet Rates

            Rock Hall Luxe Lodging

            Rock Hall Luxe Lodging

            19 Rock Hall Road, Winsted, CT
              4.5 out of 5.0
               
               

              With a stay at Rock Hall Luxe Lodging in Winsted, you'll be within a 15-minute drive of Norfolk Historical Museum and Highland Lake.

              Rock Hall Luxe LodgingGet Rates

              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 Winsted 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.