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South Woodstock Vacations

Pack those stellar shades. We have South Woodstock vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to South Woodstock – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with South Woodstock vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to South Woodstock

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great South Woodstock vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows South Woodstock well.

Top Hotel Deals

See all 571 Hotels in South Woodstock
Kedron Valley Inn

Kedron Valley Inn

4778 South Road, South Woodstock
    3.5 out of 5.0
     
     

    Situated in a rural location, this inn is within 6 mi (10 km) of Dana House Museum, Woodstock Town Hall Theatre, and Billings Park and Trail. Mount Tom Peak ...

    Killington Mountain Lodge, BW Signature Collection

    Killington Mountain Lodge, BW Signature Collection

    2617 Killington Rd, Killington
      3.5 out of 5.0
       
       

      Conveniently near skiing facilities, this Killington hotel is located in the mountains, within 3 mi (5 km) of Killington Golf Course and Killington Resort, and ...

      Killington Mountain Lodge, BW Signature Collection$89

      Killington Mountain Lodge, BW Signature Collection$89
      Hillside Inn at Killington

      Hillside Inn at Killington

      375 Killington Rd, Killington
        2.0 out of 5.0
         
         

        Conveniently near skiing facilities, this Killington motel is located in the mountains, within 3 mi (5 km) of Gifford Woods State Park and Pico Mountain at Killington ...

        Hillside Inn at Killington$65

        Hillside Inn at Killington$65
        Fireside Inn & Suites West Lebanon

        Fireside Inn & Suites West Lebanon

        25 Airport Road, West Lebanon
          2.5 out of 5.0
           
           

          Situated in West Lebanon, this hotel is within 3 mi (5 km) of Main Street Museum, Briggs Opera House, and New England Transportation Institute and Museum. Tupelo ...

          Fireside Inn & Suites West Lebanon$115

          Fireside Inn & Suites West Lebanon$115
          The Shire Woodstock

          The Shire Woodstock

          46 Pleasant St., Woodstock
            3.0 out of 5.0
             
             

            Situated in Woodstock, this hotel is within a 15-minute walk of Dana House Museum, Billings Park and Trail, and Woodstock Town Hall Theatre. Mount Tom Peak and ...

            Baymont by Wyndham West Lebanon

            Baymont by Wyndham West Lebanon

            45 Airport Road, West Lebanon
              2.0 out of 5.0
               
               

              Situated near the airport, this hotel is within 3 mi (5 km) of Main Street Museum, Briggs Opera House, and New England Transportation Institute and Museum. Tupelo ...

              Baymont by Wyndham West Lebanon$86

              Baymont by Wyndham West Lebanon$86
              Chalet Killington

              Chalet Killington

              2685 Killington Rd, Killington
                2.5 out of 5.0
                 
                 

                Conveniently near skiing facilities, this Killington hotel is within 3 mi (5 km) of Killington Golf Course and Killington Resort and close to winter sports such ...

                Courtyard Marriott Hanover Lebanon

                Courtyard Marriott Hanover Lebanon

                10 Morgan Drive, Lebanon
                  3.0 out of 5.0
                   
                   

                  Situated in Lebanon, this hotel is 0.9 mi (1.4 km) from Dartmouth-Hitchcock Medical Center and within 3 mi (5 km) of Lebanon Opera House and Hood Museum of Art. ...

                  Courtyard Marriott Hanover Lebanon$152

                  Courtyard Marriott Hanover Lebanon$152
                  Days Inn by Wyndham Rutland/Killington Area

                  Days Inn by Wyndham Rutland/Killington Area

                  401 Us Route 7 S, Rutland
                    2.5 out of 5.0
                     
                     

                    Situated in Rutland, this hotel is 0.9 mi (1.4 km) from Rutland Country Club and within 3 mi (5 km) of Hathaway Farm and Paramount Theater. Pine Hill Park and ...

                    Days Inn by Wyndham Rutland/Killington Area$64

                    Days Inn by Wyndham Rutland/Killington Area$64
                    Comfort Inn Trolley Square

                    Comfort Inn Trolley Square

                    19 Allen St, Rutland
                      2.5 out of 5.0
                       
                       

                      Situated in the business district, this hotel is 0.6 mi (1 km) from Rutland Regional Medical Center and within 12 mi (20 km) of New England Maple Museum and ...

                      Comfort Inn Trolley Square$80

                      Comfort Inn Trolley Square$80

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.