Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Caledon Vacations

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

Hotwire can help you find your travel bliss with Caledon 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 Caledon

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 Caledon 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 Caledon well.

Caledon Flight + Hotel packages

Top Hotel Deals

See all 344 Properties in Caledon
Hampton Inn & Suites By Hilton Bolton

Hampton Inn & Suites By Hilton Bolton

12700 Highway #50, Bolton
    2.5 out of 5.0
     
     

    Situated in Bolton, this golf hotel is within 6 mi (10 km) of Cold Creek Conservation Area, McMichael Canadian Art Collection, and Copper Creek Golf Club. Glen ...

    Hampton Inn & Suites By Hilton Bolton$111

    Hampton Inn & Suites By Hilton Bolton$111
    Forest Creek Bed & Breakfast and Retreat

    Forest Creek Bed & Breakfast and Retreat

    16358 Humber Station Road, Caledon
      3.5 out of 5.0
       
       

      Situated in a rural location, this bed & breakfast is 0.1 mi (0.1 km) from Albion Hills Conservation Area and within 3 mi (5 km) of Glen Eagle Golf Club and ...

      Forest Creek Bed & Breakfast and Retreat$76

      Forest Creek Bed & Breakfast and Retreat$76
      Forks of the Credit Inn

      Forks of the Credit Inn

      1498 Cataract Road, Caledon
        3.5 out of 5.0
         
         

        Situated in Caledon, this bed & breakfast is 2.7 mi (4.4 km) from Belfountain Conservation Area and within 12 mi (20 km) of Caledon Country Club and Caledon ...

        Bolton Inn

        Bolton Inn

        12373 Highway 50, Bolton
          2.5 out of 5.0
           
           

          Situated in Bolton, this motel is within 6 mi (10 km) of McMichael Canadian Art Collection, Copper Creek Golf Club, and Cold Creek Conservation Area. Glen Eagle ...

          Cheltenham Suites

          Cheltenham Suites

          14386 Creditview Road, Caledon
            2.5 out of 5.0
             
             

            Situated in Caledon, this aparthotel is 2.4 mi (3.9 km) from Caledon Country Club and 2.5 mi (4.1 km) from Caledon Country Club. Belfountain Conservation Area ...

            Cheltenham Suites$113

            Cheltenham Suites$113
            Hilton Toronto Airport Hotel & Suites

            Hilton Toronto Airport Hotel & Suites

            5875 Airport Road, Mississauga
              4.0 out of 5.0
               
               

              Right by the terminals, Hilton Toronto Airport Hotel & Suites is within a 5-minute drive of the International Centre and the Toronto Congress Centre. It's a ...

              Hilton Toronto Airport Hotel & Suites$87

              Hilton Toronto Airport Hotel & Suites$87
              The Westin Prince Toronto

              The Westin Prince Toronto

              900 York Mills Rd, Toronto
                4.0 out of 5.0
                 
                 

                The Westin Prince Toronto features easy access to downtown Toronto. Close to Ontario Science Center, Don Valley Golf Course, the shops at Don Mills, and Toronto ...

                The Westin Prince Toronto$116

                The Westin Prince Toronto$116
                Deluxe Inn

                Deluxe Inn

                1554 The Queensway, Toronto
                  2.0 out of 5.0
                   
                   

                  Located in Etobicoke, this hotel is 1.5 mi (2.4 km) from Sherway Gardens and within 6 mi (10 km) of Lake Ontario and Montgomery's Inn. Dixie Outlet Mall and ...

                  Deluxe Inn$66

                  Deluxe Inn$66
                  Best Western Plus Toronto North York Hotel & Suites

                  Best Western Plus Toronto North York Hotel & Suites

                  50 Norfinch Drive, Toronto
                    3.0 out of 5.0
                     
                     

                    Located in North York, this eco-friendly hotel is 1.8 mi (3 km) from Black Creek Pioneer Village and 2.2 mi (3.6 km) from York University. Canlan Ice Sports ...

                    Best Western Plus Toronto North York Hotel & Suites$97

                    Best Western Plus Toronto North York Hotel & Suites$97
                    Liberty Suites Hotel

                    Liberty Suites Hotel

                    7191 Yonge Street, Vaughan
                      3.0 out of 5.0
                       
                       

                      Located in Thornhill, this spa hotel is 2.7 mi (4.3 km) from Toronto Centre for the Arts and within 6 mi (10 km) of York University and Richmond Hill Centre ...

                      Liberty Suites Hotel$118

                      Liberty Suites Hotel$118

                      Top Flight Deals

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