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Skegness Vacations

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

Hotwire can help you find your travel bliss with Skegness 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 Skegness

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 Skegness 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 Skegness well.

Top Hotel Deals

See all 138 Hotels in Skegness
The Monsell Hotel

The Monsell Hotel

2 Firbeck Avenue, Skegness
    2.5 out of 5.0
     
     

    Located in the heart of Skegness, this hotel is within a 10-minute walk of Skegness Model Village, Skegness Clock Tower, and Skegness Aquarium. Embassy Theatre ...

    The Monsell Hotel$54

    The Monsell Hotel$54
    Best Western Vine Hotel

    Best Western Vine Hotel

    Vine Road Seacroft, Skegness
      3.0 out of 5.0
       
       

      Located in the heart of Skegness, this hotel is within 1 mi (2 km) of Skegness Model Village, Skegness Clock Tower, and Skegness Aquarium. Embassy Theatre and ...

      Best Western Vine Hotel$113

      Best Western Vine Hotel$113
      The Eastleigh

      The Eastleigh

      60 Scarbrough Ave, Skegness
        3.5 out of 5.0
         
         

        Located in the heart of Skegness, this guesthouse is within a 5-minute walk of Skegness Pier and Embassy Theatre. Skegness Clock Tower and Skegness Aquarium ...

        KILDARE HOTEL

        KILDARE HOTEL

        80 SANDBECK AVENUE, Skegness
          3.0 out of 5.0
           
           

          Situated in Skegness, this bed & breakfast is close to Skegness Model Village, Skegness Clock Tower, and Skegness Aquarium. Also nearby are Embassy Theatre and ...

          Grosvenor House Hotel

          Grosvenor House Hotel

          North Parade, Skegness
            3.0 out of 5.0
             
             

            Situated near the beach, this hotel is steps from Skegness Pier and Embassy Theatre. Skegness Clock Tower and Skegness Aquarium are also within 10 minutes.

            The Aldor Guest House

            The Aldor Guest House

            19 Scarbrough Avenue, Skegness
              3.5 out of 5.0
               
               

              Situated near the beach, this guesthouse is within a 10-minute walk of Skegness Pier, Embassy Theatre, and Skegness Clock Tower. Natureland Seal Sanctuary and ...

              North Shore Hotel & Golf Club

              North Shore Hotel & Golf Club

              North Shore Road, Skegness
                3.0 out of 5.0
                 
                 

                Situated on the waterfront, this eco-friendly hotel is within 1 mi (2 km) of Natureland Seal Sanctuary, Embassy Theatre, and Skegness Beach. Gibraltar Point ...

                North Shore Hotel & Golf Club$116

                North Shore Hotel & Golf Club$116
                The Sun Hotel

                The Sun Hotel

                18-19 North Parade, Skegness
                  3.0 out of 5.0
                   
                   

                  Situated in Skegness, this hotel is within a 5-minute walk of Skegness Pier and Natureland Seal Sanctuary. Skegness Beach is 0.5 mi (0.8 km) away.

                  Castleton Boulevard Apartments

                  Castleton Boulevard Apartments

                  65 Castleton Boulevard, Skegness
                    3.5 out of 5.0
                     
                     

                    Situated in Skegness, this apartment building is within a 10-minute walk of Natureland Seal Sanctuary and Skegness Pier. Embassy Theatre and Skegness Clock Tower ...

                    JJs Hotel

                    JJs Hotel

                    1 Firbeck Avenue, Skegness
                      2.5 out of 5.0
                       
                       

                      Situated in Skegness, this romantic inn is within a 15-minute walk of Skegness Beach and Skegness Pier. Natureland Seal Sanctuary is 0.8 mi (1.3 km) away.

                      JJs Hotel$68

                      JJs Hotel$68