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Windham Vacations

Pack those stellar shades. We have Windham 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 Windham – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Windham 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 Windham

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 Windham 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 Windham well.

Top Hotel Deals

See all 279 Hotels in Windham
Palmer House Resort

Palmer House Resort

5383 Main St, Manchester Center
    3.0 out of 5.0
     
     

    Located in the heart of Manchester Center, this golf hotel is within a 15-minute walk of Gander Gallery and Manchester Designer Outlets. Dana L. Thompson Memorial ...

    Palmer House Resort$98

    Palmer House Resort$98
    Hampton Inn and Suites Manchester

    Hampton Inn and Suites Manchester

    4519 Main St, Manchester
      2.5 out of 5.0
       
       

      Situated in the city center, this hotel is close to Manchester Designer Outlets, Orvis Fly Fishing, and American Museum of Fly Fishing. Also nearby are Southern ...

      Hampton Inn and Suites Manchester$128

      Hampton Inn and Suites Manchester$128
      Holiday Inn Express Springfield

      Holiday Inn Express Springfield

      818 Charlestown Rd, Springfield
        2.5 out of 5.0
         
         

        Situated in a rural location, this hotel is within a 15-minute walk of Baltimore Covered Bridge and Eureka Schoolhouse. The Fort at No.4 Open Air Museum is 1.3 ...

        Holiday Inn Express Springfield$110

        Holiday Inn Express Springfield$110
        Mount Snow Condominiums

        Mount Snow Condominiums

        89 Grand Summit Way, West Dover
          3.5 out of 5.0
           
           

          Conveniently located near the ski slopes, this West Dover condo building is 0.2 mi (0.4 km) from Mount Snow and within 16 mi (25 km) of Mount Snow Golf Course ...

          Inns at the Equinox

          Inns at the Equinox

          3567 Main Street Route 7A, Manchester
            3.0 out of 5.0
             
             

            Situated in Manchester, this spa hotel is within a 10-minute walk of American Museum of Fly Fishing and Orvis Fly Fishing. Southern Vermont Arts Center and Equinox ...

            Inns at the Equinox$130

            Inns at the Equinox$130
            Jackson Gore Inn

            Jackson Gore Inn

            111 Jackson Gore Road, Ludlow
              3.0 out of 5.0
               
               

              This Ludlow condo building is in the mountains, offering ski-in/ski-out access within 3 mi (5 km) of Okemo Valley Golf Club and Okemo Mountain Resort and close ...

              Jackson Gore Inn$166

              Jackson Gore Inn$166
              The Upper Pass Lodge at Magic Mountain

              The Upper Pass Lodge at Magic Mountain

              420 Magic Mountain Access Road, Londonderry
                2.5 out of 5.0
                 
                 

                Conveniently near skiing facilities, this Londonderry motel is located in the mountains within 3 mi (5 km) of Magic Mountain Ski Resort, Viking Nordic Center, ...

                The Upper Pass Lodge at Magic Mountain$42

                The Upper Pass Lodge at Magic Mountain$42
                The Putney Inn

                The Putney Inn

                57 Putney Landing Rd, Putney
                  2.5 out of 5.0
                   
                   

                  Situated in Putney, this motel is 0.4 mi (0.6 km) from Yellow Barn and within 9 mi (15 km) of United States Navy Seabee Bridge and Brattleboro Common. Madame ...

                  The Putney Inn$120

                  The Putney Inn$120
                  Kimpton Taconic Hotel

                  Kimpton Taconic Hotel

                  3835 Main St., Manchester
                    4.0 out of 5.0
                     
                     

                    Situated in the historical district, this hotel is within a 10-minute walk of American Museum of Fly Fishing and Orvis Fly Fishing. Southern Vermont Arts Center ...

                    Kimpton Taconic Hotel$119

                    Kimpton Taconic Hotel$119
                    Mount Snow Grand Summit Resort

                    Mount Snow Grand Summit Resort

                    89 Grand Summit Way, West Dover
                      3.0 out of 5.0
                       
                       

                      Set amidst the mountains, this ski-in/ski-out resort in West Dover is within 6 mi (10 km) of Mount Snow and Mount Snow Golf Course and close to winter sports ...

                      Top Flight Deals

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