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Isle of Wight Vacations

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

Hotwire can help you find your travel bliss with Isle of Wight 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 Isle of Wight

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 Isle of Wight 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 Isle of Wight well.

Top Hotel Deals

See all 206 Hotels in Isle of Wight
Royal Esplanade Hotel

Royal Esplanade Hotel

16 The Esplanade, Ryde
    3.5 out of 5.0
     
     

    Situated near the beach, this hotel is within a 15-minute walk of Ryde Harbour and Ryde Beach. Seaview Wildlife Encounter and Waltzing Waters are also within ...

    Luccombe Hall Country House Hotel

    Luccombe Hall Country House Hotel

    8 Luccombe Road, Shanklin
      3.0 out of 5.0
       
       

      Situated by the sea, this hotel is within a 10-minute walk of Rylstone Gardens and Shanklin Chine. Shanklin Theatre and Pirates Cove Adventure Golf are also ...

      Luccombe Hall Country House Hotel$110

      Luccombe Hall Country House Hotel$110
      Shanklin Beach Hotel

      Shanklin Beach Hotel

      35 The Esplande, Shanklin
        2.5 out of 5.0
         
         

        Nestled on the beach, this Shanklin hotel is within a 15-minute walk of Pirates Cove Adventure Golf, Small Hope Beach, and Shanklin Chine. Rylstone Gardens and ...

        Dorset Hotel

        Dorset Hotel

        31 Dover Street, Ryde
          3.0 out of 5.0
           
           

          Situated in Ryde, this guesthouse is within a 10-minute walk of Ryde Harbour and Ryde Beach. Waltzing Waters and Seaview Wildlife Encounter are also within 3 ...

          Sandringham Hotel

          Sandringham Hotel

          Esplanade, Sandown
            2.0 out of 5.0
             
             

            Nestled on the beach, this Sandown hotel is within a 10-minute walk of Sandown Pier and Dinosaur Isle. Isle of Wight Zoo and Brading Roman Villa are also within ...

            Best Western New Holmwood Hotel

            Best Western New Holmwood Hotel

            Queens Road Egypt Point, Cowes
              3.0 out of 5.0
               
               

              Located in the heart of Cowes, this hotel is within a 15-minute walk of Cowes Beach and Island Sailing Club. Cowes Harbour and Osborne House are also within ...

              Best Western New Holmwood Hotel$104

              Best Western New Holmwood Hotel$104
              The Crown Hotel

              The Crown Hotel

              10 St. Thomas Square, Ryde
                3.0 out of 5.0
                 
                 

                Located in the heart of Ryde, this inn is within a 15-minute walk of Ryde Harbour and Ryde Beach. Waltzing Waters and Quarr Abbey are also within 3 mi (5 ...

                The Crown Hotel$53

                The Crown Hotel$53
                The Wight

                The Wight

                11 Avenue Road, Sandown
                  4.0 out of 5.0
                   
                   

                  Situated near the beach, this spa guesthouse is within a 10-minute walk of Sandown Pier and Dinosaur Isle. Isle of Wight Zoo and Brading Roman Villa are also ...

                  Melbourne-Ardenlea Hotel

                  Melbourne-Ardenlea Hotel

                  4-6 Queens Road, Shanklin
                    3.0 out of 5.0
                     
                     

                    Situated in Shanklin, this hotel is within a 10-minute walk of Shanklin Chine and Shanklin Theatre. Pirates Cove Adventure Golf and Small Hope Beach are also ...

                    The Bugle Coaching Inn

                    The Bugle Coaching Inn

                    The Square, Yarmouth
                      4.0 out of 5.0
                       
                       

                      Situated in the historical district, this inn is 0.3 mi (0.5 km) from Yarmouth Castle and within 3 mi (5 km) of Fort Victoria Country Park and Dimbola Lodge. ...

                      Top Flight Deals

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