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Windsor Vacations

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

Hotwire can help you find your travel bliss with Windsor 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 Windsor

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 Windsor 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 Windsor well.

Top Hotel Deals

See all 118 Hotels in Windsor
Crowne Plaza Hawkesbury Valley

Crowne Plaza Hawkesbury Valley

61 Hawkesbury Valley Way, Windsor
    4.0 out of 5.0
     
     

    Located in the heart of Windsor, this spa hotel is 1.2 mi (2 km) from Hawkesbury Race Club and within 9 mi (15 km) of Cattai National Park and Rouse Hill Village ...

    Crowne Plaza Hawkesbury Valley$104

    Crowne Plaza Hawkesbury Valley$104
    Windsor Terrace Motel

    Windsor Terrace Motel

    47 George Street, Windsor
      3.0 out of 5.0
       
       

      Located in the heart of Windsor, this motel is 2.4 mi (3.9 km) from Hawkesbury Race Club and within 9 mi (15 km) of Cattai National Park and Rouse Hill Village ...

      Windsor Terrace Motel$95

      Windsor Terrace Motel$95
      Windsor Motel

      Windsor Motel

      54 George Street, Windsor
        3.0 out of 5.0
         
         

        Situated in Windsor, this motel is 2.4 mi (3.9 km) from Hawkesbury Race Club and within 9 mi (15 km) of Cattai National Park and Rouse Hill Village Centre. Jubilee ...

        Windsor Motel$72

        Windsor Motel$72
        SKYE Hotel Suites Parramatta

        SKYE Hotel Suites Parramatta

        30 Hunter Street, Parramatta
          5.0 out of 5.0
           
           

          Situated in Parramatta, this luxury apartment building is within a 10-minute walk of Parramatta Park and Old Government House. Riverside Theatres and Parramatta ...

          Mantra Parramatta

          Mantra Parramatta

          Cnr Parkes St And Valentine Av, Parramatta
            4.5 out of 5.0
             
             

            Located in the heart of Parramatta, this luxury apartment building is within 1 mi (2 km) of Parramatta Park, Riverside Theatres, and Old Government House. Parramatta ...

            Meriton Suites George Street, Parramatta

            Meriton Suites George Street, Parramatta

            180 George Street, Parramatta
              4.5 out of 5.0
               
               

              Situated in the city center, this apartment building is close to Westfield Parramatta Shopping Centre, Riverside Theatres, and Parramatta Park. Also nearby are ...

              Meriton Suites Church Street, Parramatta

              Meriton Suites Church Street, Parramatta

              330 Church Street, Parramatta
                5.0 out of 5.0
                 
                 

                Located in the heart of Parramatta, this luxury aparthotel is within a 15-minute walk of Riverside Theatres, Westfield Parramatta Shopping Centre, and Parramatta ...

                Ingenia Holidays Avina

                Ingenia Holidays Avina

                217 Commercial Road, Vineyard
                  4.0 out of 5.0
                   
                   

                  Situated in Vineyard, this campground is within 9 mi (15 km) of Rouse Hill Village Centre, Hawkesbury Race Club, and Cattai National Park. Bella Vista Farm and ...

                  Mercure Penrith

                  Mercure Penrith

                  Cnr. Jamison & Mulgoa Road, Penrith
                    3.5 out of 5.0
                     
                     

                    Situated in Penrith, this hotel is within a 10-minute walk of Panthers World of Entertainment and Cables Wake Park. Westfield Penrith Shopping Centre is 0.8 ...

                    Mercure Penrith$93

                    Mercure Penrith$93
                    PARKROYAL Parramatta

                    PARKROYAL Parramatta

                    30 Phillip Street, Parramatta
                      4.5 out of 5.0
                       
                       

                      This family-friendly Parramatta hotel is located in the entertainment district, within a 15-minute walk of Riverside Theatres, Parramatta Park, and Old Government ...

                      PARKROYAL Parramatta$96

                      PARKROYAL Parramatta$96

                      Top Flight Deals

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