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Westcliff-on-Sea Vacations

Pack those stellar shades. We have Westcliff-on-Sea 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 Westcliff-on-Sea – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Westcliff-on-Sea 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 Westcliff-on-Sea

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 Westcliff-on-Sea 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 Westcliff-on-Sea well.

Westcliff-on-Sea Flight + Hotel packages

Top Hotel Deals

See all 211 Properties in Westcliff-on-Sea
Muthu Westcliff Hotel

Muthu Westcliff Hotel

18-20 Westcliff Parade, Westcliff-on-Sea
    3.0 out of 5.0
     
     

    Located in the heart of Westcliff-on-Sea, this hotel is within 1 mi (2 km) of Cliffs Pavilion and Southend Pier. Beecroft Art Gallery and Westcliff Gardens are ...

    Muthu Westcliff Hotel$61

    Muthu Westcliff Hotel$61
    Devine Beach Guesthouse

    Devine Beach Guesthouse

    21-23 Manor Road, Westcliff-on-Sea
      3.0 out of 5.0
       
       

      Situated near the airport, this guesthouse is 0.4 mi (0.6 km) from Cliffs Pavilion and 1.3 mi (2 km) from Southend Pier. Beecroft Art Gallery and Chalkwell Beach ...

      Devine Beach Guesthouse$70

      Devine Beach Guesthouse$70
      The Love Below

      The Love Below

      Flat 3 31 Grosvenor rd, Westcliff-on-Sea
        4.0 out of 5.0
         
         

        Situated in Westcliff-on-Sea, this apartment building is 0.3 mi (0.5 km) from Chalkwell Beach and 1.5 mi (2.5 km) from Southend Pier. Cliffs Pavilion and Beecroft ...

        The Love Below$72

        The Love Below$72
        Pink & Blue

        Pink & Blue

        Flat 41D Whitefriars Crescent, Westcliff-on-Sea
          3.5 out of 5.0
           
           

          Situated in Westcliff-on-Sea, this apartment building is 0.3 mi (0.6 km) from Chalkwell Beach and 1.6 mi (2.6 km) from Southend Pier. Palace Theatre and Cliffs ...

          Pink & Blue$114

          Pink & Blue$114
          Hounds of Love

          Hounds of Love

          Flat 6-32 Westcliff Parade, Westcliff-on-Sea
            4.0 out of 5.0
             
             

            Situated near the beach, this apartment building is within 1 mi (2 km) of Cliffs Pavilion and Southend Pier. Beecroft Art Gallery and Westcliff Gardens are also ...

            Lotus Lodge

            Lotus Lodge

            164 Southbourne Grove, Westcliff-on-Sea
              3.0 out of 5.0
               
               

              Situated near the beach, this guesthouse is 0.8 mi (1.3 km) from Palace Theatre and 2.5 mi (4.1 km) from Southend Pier. Chalkwell Beach and Belfairs Public Golf ...

              Lotus Lodge$54

              Lotus Lodge$54
              The Welbeck Hotel

              The Welbeck Hotel

              27 Palmerston Road, Westcliff-on-Sea
                2.5 out of 5.0
                 
                 

                Situated in Westcliff-on-Sea, this hotel is 0.4 mi (0.7 km) from Chalkwell Beach and 1.4 mi (2.3 km) from Southend Pier. Cliffs Pavilion and Beecroft Art Gallery ...

                Southend Inn Hotel

                Southend Inn Hotel

                25 Cobham Rd, Westcliff-on-Sea
                   
                   

                  Situated near the airport, this guesthouse is 0.3 mi (0.5 km) from Chalkwell Beach and 1.5 mi (2.4 km) from Southend Pier. Cliffs Pavilion and Beecroft Art Gallery ...

                  The Inn on the Lake Hotel

                  The Inn on the Lake Hotel

                  A2 Shorne, Gravesend
                    3.0 out of 5.0
                     
                     

                    Situated in Gravesend, this hotel is 0.8 mi (1.2 km) from Shorne Woods Country Park and within 3 mi (5 km) of Kent Cyclopark and Gads Hill Place. Cold War Bunker ...

                    The Inn on the Lake Hotel$72

                    The Inn on the Lake Hotel$72
                    Hilton Maidstone Hotel

                    Hilton Maidstone Hotel

                    Bearsted Road, Maidstone
                      4.0 out of 5.0
                       
                       

                      Situated in a regional park, this spa hotel is within 2 mi (3 km) of Vinters Valley Nature Reserve, Bearsted Golf Club, and Brenchley Gardens. Hazlitt Theatre ...

                      Hilton Maidstone Hotel$88

                      Hilton Maidstone Hotel$88

                      Top Flight Deals

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