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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 1,225 Hotels in Windsor
SmartStay Melbourne

SmartStay Melbourne

22 Chapel Street, Windsor
    2.5 out of 5.0
     
     

    Situated on the Strip, this hotel is within 2 mi (3 km) of Astor Theatre, St. Kilda Beach, and Luna Park. Royal Botanic Gardens and National Gallery of Victoria ...

    Quest Windsor

    Quest Windsor

    111 Punt Road, Windsor
      3.0 out of 5.0
       
       

      Situated in the business district, this apartment building is within a 15-minute walk of Alfred Hospital and Albert Park Golf Course. Prahran Market and Astor ...

      Domo Apartments-Luma

      Domo Apartments-Luma

      K6 High Street, Windsor
        4.0 out of 5.0
         
         

        Situated in Windsor, this apartment building is close to Alfred Hospital, St. Kilda Beach, and Luna Park. Also nearby are Royal Botanic Gardens and Prahran ...

        Windsor Townhouse Villa

        Windsor Townhouse Villa

        Unit 2, 39 Peel Street, Windsor
          4.0 out of 5.0
           
           

          Situated in Windsor, this apartment building is within 1 mi (2 km) of Astor Theatre, St. Kilda Beach, and Luna Park. Melbourne Cricket Ground and Royal Botanic ...

          Apartment2c - Marlo

          Apartment2c - Marlo

          7 Williams Road, Windsor
            3.5 out of 5.0
             
             

            Situated in Windsor, this apartment building is 0.6 mi (1 km) from Astor Theatre and within 3 mi (5 km) of St. Kilda Beach and Luna Park. Caulfield Racecourse ...

            Boutique Stays - Urban Retreat, Prahran

            Boutique Stays - Urban Retreat, Prahran

            Newry Street, Windsor
              4.0 out of 5.0
               
               

              Situated in Windsor, this vacation home is close to Astor Theatre, St. Kilda Beach, and Luna Park. Also nearby are Chapel Street and Prahran Market.

              Stunning Two Bedroom Home with BBQ

              Stunning Two Bedroom Home with BBQ

              105 Peel Street, Windsor
                4.0 out of 5.0
                 
                 

                Situated in Windsor, this apartment building is close to Astor Theatre, St. Kilda Beach, and Luna Park. Also nearby are Prahran Market and Chapel Street.

                NOLA, 2BDR Windsor Apartment

                NOLA, 2BDR Windsor Apartment

                153 Albert Street, Windsor
                  4.0 out of 5.0
                   
                   

                  Situated in Windsor, this apartment building is close to Astor Theatre, St. Kilda Beach, and Luna Park. Also nearby are Prahran Market and Chapel Street.

                  ELISE, 2BDR Windsor House

                  ELISE, 2BDR Windsor House

                  30 Victoria Street, Windsor
                    4.0 out of 5.0
                     
                     

                    Situated in Windsor, this vacation home is close to Astor Theatre, St. Kilda Beach, and Luna Park. Also nearby are Prahran Market and Chapel Street.

                    Travelodge Hotel Melbourne Southbank

                    Travelodge Hotel Melbourne Southbank

                    Cnr Southgate Ave / Riverside Quay, Southbank
                      4.0 out of 5.0
                       
                       

                      Set within the Southbank shopping/business complex and 200 meters (656 feet) from Yarra River, this modern-style hotel is just across Princes Bridge from the ...

                      Travelodge Hotel Melbourne Southbank$78

                      Travelodge Hotel Melbourne Southbank$78

                      Top Flight Deals

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