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Compare Cheap Hotels in Chester

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Get more for your budget and save up to 50% off select Secret Bargain hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

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Get even more value with CheapTickets Price Guarantee!

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Jul 3 - Jul 5

Cheap Chester Hotels

Price for 1 night 2 adults*

506 On the River Inn

506 On the River Inn

1653 West Woodstock Road, Woodstock, VT
    4.0 out of 5.0
     
     

    Located in Woodstock, 506 On the River Inn is in the historical district, within a 5-minute drive of Union Arena Community Center and Woodstock Town Hall ...

    $169

    Per night/room

    Jul 6 - Jul 7

    Windham Hill Inn

    Windham Hill Inn

    311 Lawrence Drive, West Townshend, VT
      4.0 out of 5.0
       
       

      With a stay at Windham Hill Inn in West Townshend, you'll be in the mountains, and 11.4 mi (18.3 km) from Magic Mountain Ski Resort and 18.1 mi (29.1 km) from ...

      $179

      Per night/room

      Aug 2 - Aug 3

      The Jackson House Inn

      The Jackson House Inn

      43 Senior Lane, Woodstock, VT
        4.0 out of 5.0
         
         

        With a stay at The Jackson House Inn in Woodstock, you'll be within a 5-minute drive of Union Arena Community Center and Woodstock Town Hall Theatre.

        The Jackson House InnGet Rates

        Winterplace at Okemo

        Winterplace at Okemo

        77 Okemo Ridge Rd, Ludlow, VT
          4.0 out of 5.0
           
           

          With a stay at Winterplace at Okemo in Ludlow, you'll be steps from Okemo Mountain Resort and a 3-minute drive from Dorsey Park.

          $199

          Per night/room

          Aug 1 - Aug 2

          Solitude Village at Okemo

          Solitude Village at Okemo

          77 Okemo Ridge Rd, Ludlow, VT
            4.0 out of 5.0
             
             

            With a stay at Solitude Village at Okemo in Ludlow, you'll be steps from Okemo Mountain Resort and a 3-minute drive from Dorsey Park.

            $189

            Per night/room

            Aug 1 - Aug 2

            The Inn at Weston

            The Inn at Weston

            630 Main Street, Weston, VT
              4.0 out of 5.0
               
               

              With a stay at The Inn at Weston in Weston, you'll be within a 15-minute drive of Magic Mountain Ski Resort and Mill Museum.

              The Inn at WestonGet Rates

              The Inn at Weathersfield

              The Inn at Weathersfield

              1342 Vt Route 106, Perkinsville, VT
                4.0 out of 5.0
                 
                 

                Located in Perkinsville, The Inn at Weathersfield is within a 15-minute drive of Springfield Hospital and Mt Ascutney State Park.

                The Inn at WeathersfieldGet Rates

                Deer Brook Inn

                Deer Brook Inn

                4548 West Woodstock Road, Woodstock, VT
                  4.0 out of 5.0
                   
                   

                  Located in Woodstock, Deer Brook Inn is in the mountains, within a 10-minute drive of Union Arena Community Center and Long Trail Brewing Company.

                  Deer Brook InnGet Rates

                  Hickory Ridge House

                  Hickory Ridge House

                  53 Hickory Ridge Road South, Putney, VT
                    4.0 out of 5.0
                     
                     

                    Located in Putney, Hickory Ridge House is in a rural location, within a 5-minute drive of Next Stage Arts and Yellow Barn.

                    Hickory Ridge HouseGet Rates

                    Inn Victoria

                    Inn Victoria

                    321 Main St, Chester, VT
                      4.0 out of 5.0
                       
                       

                      With a stay at Inn Victoria in Chester (Chester Depot), you'll be within a 15-minute drive of Grafton Historical Society and Hunter Gallery of Fine Art.

                      Inn VictoriaGet Rates

                      Seesaw's Lodge

                      Seesaw's Lodge

                      3574 VT-11, Peru, VT
                        4.0 out of 5.0
                         
                         

                        Located in Peru, Seesaw's Lodge is a 2-minute drive from Bromley Mountain Ski Resort and 14 minutes from Manchester Designer Outlets.

                        Seesaw's LodgeGet Rates

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                        Most Recent Chester Hotel Reviews

                        CheapTickets Verified Review
                        5 out of 5
                        Gorgeous room, very clean. Staff is friendly! Would recommend this place!

                        A verified traveler stayed at Palmer House Resort

                        Posted 10 months ago
                        Open Palmer House Resort hotel guest reviews
                        CheapTickets Verified Review
                        5 out of 5
                        Great location comfortable room very pleasant hosts Chinese restaurant across the street worth a visit

                        A verified traveler stayed at Harvest Barn Inn

                        Posted 11 months ago
                        Open Harvest Barn Inn hotel guest reviews
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                        *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.