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Pickering Vacations

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

Hotwire can help you find your travel bliss with Pickering 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 Pickering

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 Pickering 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 Pickering well.

Top Hotel Deals

See all 413 Properties in Pickering
The Black Bull Inn

The Black Bull Inn

Malton Road, Pickering
    3.0 out of 5.0
     
     

    Situated near the beach, this inn is within 2 mi (3 km) of Yorkshire Moors, Pickering Church, and Beck Isle Museum. Pickering Castle and Flamingo Land Theme ...

    The Black Bull Inn$88

    The Black Bull Inn$88
    Best Western Forest & Vale Hotel

    Best Western Forest & Vale Hotel

    Malton Road, Pickering
      3.0 out of 5.0
       
       

      Located in the heart of Pickering, this eco-friendly hotel is within a 5-minute walk of Yorkshire Moors and Pickering Church. Beck Isle Museum and Pickering ...

      Best Western Forest & Vale Hotel$120

      Best Western Forest & Vale Hotel$120
      The Old Vicarage Guest House

      The Old Vicarage Guest House

      25 Hallgarth, Pickering
        3.5 out of 5.0
         
         

        Situated in a shopping district, this bed & breakfast is steps from Yorkshire Moors and Pickering Church. Beck Isle Museum and Pickering Castle are also within ...

        The Crossways Hotel

        The Crossways Hotel

        Eastgate, Pickering
          3.5 out of 5.0
           
           

          Situated in Pickering, this guesthouse is steps from Yorkshire Moors and Pickering Church. Beck Isle Museum and Pickering Castle are also within 15 minutes.

          The Crossways Hotel$92

          The Crossways Hotel$92
          Rocklands Lodges

          Rocklands Lodges

          Cawthone Lane, Pickering
            4.0 out of 5.0
             
             

            Situated in a rural location, this lodge is 0.1 mi (0.1 km) from Yorkshire Moors and 3.1 mi (4.9 km) from Beck Isle Museum. Pickering Church and Pickering Castle ...

            High Farm bed & breakfast

            High Farm bed & breakfast

            Cropton, Pickering
              4.0 out of 5.0
               
               

              Situated in a rural location, this guesthouse is 0.1 mi (0.1 km) from Yorkshire Moors and within 6 mi (10 km) of Ryedale Folk Museum and Beck Isle Museum. Pickering ...

              Old Manse Hotel

              Old Manse Hotel

              19 Middleton Road, Pickering
                2.0 out of 5.0
                 
                 

                Situated in Pickering, this hotel is within a 5-minute walk of Yorkshire Moors and Beck Isle Museum. Pickering Church and Pickering Castle are also within 15 ...

                Old Manse Hotel$107

                Old Manse Hotel$107
                The New Inn

                The New Inn

                The New Inn, Pickering
                  3.0 out of 5.0
                   
                   

                  Situated in Pickering, this inn is 0.1 mi (0.1 km) from Yorkshire Moors and within 6 mi (10 km) of Ryedale Folk Museum and Beck Isle Museum. Pickering Church ...

                  The New Inn$64

                  The New Inn$64
                  Craven Garth Cottages

                  Craven Garth Cottages

                  Craven Garth Farm, Pickering
                    3.0 out of 5.0
                     
                     

                    Situated in Pickering, this cottage is 0.1 mi (0.1 km) from Yorkshire Moors and 1.7 mi (2.8 km) from Rosedale Abbey. North York Moors National Park and Ryedale ...

                    Craven Garth Cottages$111

                    Craven Garth Cottages$111
                    The Tree Relaxation Retreat

                    The Tree Relaxation Retreat

                    Rosedale East, Pickering
                      3.0 out of 5.0
                       
                       

                      Situated in Pickering, this spa bed & breakfast is 0.1 mi (0.1 km) from Yorkshire Moors and 1.7 mi (2.8 km) from Rosedale Abbey. North York Moors National Park ...

                      The Tree Relaxation Retreat$128

                      The Tree Relaxation Retreat$128