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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 702 Hotels in Pickering
Comfort Inn Pickering

Comfort Inn Pickering

533 Kingston Rd., Pickering
    2.5 out of 5.0
     
     

    Situated in Pickering, this eco-friendly hotel is close to Rouge Park and Toronto Zoo. Area attractions also include University of Toronto Scarborough and Morningside ...

    Comfort Inn Pickering$94

    Comfort Inn Pickering$94
    One King West Hotel & Residence

    One King West Hotel & Residence

    1 King Street West, Toronto
      4.0 out of 5.0
       
       

      Conveniently located at the corner of King and Yonge streets, One King West connects you to Toronto’s downtown business, entertainment, and shopping ...

      One King West Hotel & Residence$109

      One King West Hotel & Residence$109
      Chelsea Hotel, Toronto

      Chelsea Hotel, Toronto

      33 Gerrard St W, Toronto
        3.5 out of 5.0
         
         

        Eaton Centre shopping, Queen's Park, and Toronto's thriving theater scene, with its famous Elgin Theatre, are all within 3 blocks of this stylish, family-friendly ...

        Chelsea Hotel, Toronto$132

        Chelsea Hotel, Toronto$132
        Ramada Plaza by Wyndham Toronto Downtown

        Ramada Plaza by Wyndham Toronto Downtown

        300 Jarvis Street, Toronto
          3.0 out of 5.0
           
           

          A quarter-mile from Eaton Centre, this downtown Toronto high-rise is 2 blocks from Yonge Street.

          Ramada Plaza by Wyndham Toronto Downtown$135

          Ramada Plaza by Wyndham Toronto Downtown$135
          Executive Hotel Cosmopolitan Toronto

          Executive Hotel Cosmopolitan Toronto

          8 Colborne Street, Toronto
            4.0 out of 5.0
             
             

            At the intersection of Toronto's entertainment and financial districts, this boutique hotel is 3 blocks from Union Station and the Hockey Hall of Fame and 4 ...

            Executive Hotel Cosmopolitan Toronto$137

            Executive Hotel Cosmopolitan Toronto$137
            The Westin Harbour Castle, Toronto

            The Westin Harbour Castle, Toronto

            1 Harbour Sq, Toronto
              4.0 out of 5.0
               
               

              Set along Lake Ontario, this 38-story hotel on Toronto's waterfront is within 2 blocks of Air Canada Centre and near the CN Tower. 25 km (15 mi) from Lester ...

              DoubleTree by Hilton Hotel Toronto Downtown

              DoubleTree by Hilton Hotel Toronto Downtown

              108 Chestnut St, Toronto
                3.5 out of 5.0
                 
                 

                This contemporary Toronto hotel is 1 block from the Art Gallery of Ontario, 3 blocks from both Eaton Centre and the Royal Ontario Museum, and 5 blocks from the ...

                DoubleTree by Hilton Hotel Toronto Downtown$130

                DoubleTree by Hilton Hotel Toronto Downtown$130
                The Omni King Edward Hotel

                The Omni King Edward Hotel

                37 King St E, Toronto
                  4.5 out of 5.0
                   
                   

                  Located in the business district, this regal Toronto hotel is 3 blocks from Eaton Centre's shops, 5 blocks from the Royal Alexandra Theatre, and 6 blocks from ...

                  The Omni King Edward Hotel$202

                  The Omni King Edward Hotel$202
                  Cambridge Suites Hotel - Toronto

                  Cambridge Suites Hotel - Toronto

                  15 Richmond St E, Toronto
                    4.0 out of 5.0
                     
                     

                    This contemporary, all-suite Toronto hotel surrounded by entertainment and shopping at the Eaton Centre, is within 2 blocks of Massey Hall and Canon Theatre, ...

                    Cambridge Suites Hotel - Toronto$168

                    Cambridge Suites Hotel - Toronto$168
                    Sheraton Centre Toronto Hotel

                    Sheraton Centre Toronto Hotel

                    123 Queen St W, Toronto
                      4.0 out of 5.0
                       
                       

                      Centrally located downtown, many of Toronto's main attractions are within walking distance; PATH, the world's largest underground walkway network and shopping ...

                      Sheraton Centre Toronto Hotel$163

                      Sheraton Centre Toronto Hotel$163

                      Top Flight Deals

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