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Chesley Vacations

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

Hotwire can help you find your travel bliss with Chesley 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 Chesley

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 Chesley 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 Chesley well.

Top Hotel Deals

See all 39 Hotels in Chesley
Saugeenview Family Getaway

Saugeenview Family Getaway

1645 Bruce Rd 10 RR3, Chesley
    2.5 out of 5.0
     
     

    Situated in Arran–Elderslie, this vacation home is within 16 mi (25 km) of Hanover Raceway & Casino, Buck's Crossing Golf Course, and Whispering Hills Golf Club. ...

    Travelodge by Wyndham Owen Sound ON

    Travelodge by Wyndham Owen Sound ON

    880 10th St E, Owen Sound
      2.0 out of 5.0
       
       

      Situated in the business district, this hotel is within 1 mi (2 km) of Georgian College Owen Sound Campus, Harry Lumley Bayshore Community Centre, and Central ...

      Travelodge by Wyndham Owen Sound ON$56

      Travelodge by Wyndham Owen Sound ON$56
      Quality Inn

      Quality Inn

      100 North Rankin St, Southampton
        2.5 out of 5.0
         
         

        Located in the heart of Saugeen Shores, this hotel is within a 15-minute walk of Southampton Art School and Gallery and Bruce County Museum & Cultural Centre. ...

        Quality Inn$101

        Quality Inn$101
        Knights Inn Owen Sound

        Knights Inn Owen Sound

        672 10th St W, Owen Sound
          1.5 out of 5.0
           
           

          Situated in the suburbs, this motel is within a 10-minute walk of Central Westside United Church and Billy Bishop Museum. Owen Sound Marine-Rail Museum and Harry ...

          Knights Inn Owen Sound$53

          Knights Inn Owen Sound$53
          Super 8 by Wyndham Port Elgin

          Super 8 by Wyndham Port Elgin

          5129 Highway 21 South, Port Elgin
            2.0 out of 5.0
             
             

            Situated in Port Elgin, this eco-friendly motel is 0.4 mi (0.7 km) from Holiday Golf Club and within 3 mi (5 km) of Piper's Glen Golf Club and Port Elgin Beach. ...

            Super 8 by Wyndham Port Elgin$102

            Super 8 by Wyndham Port Elgin$102
            Best Western Inn On The Bay

            Best Western Inn On The Bay

            1800 2nd Avenue East, Owen Sound
              2.5 out of 5.0
               
               

              Situated in Owen Sound, this eco-friendly hotel is within 1 mi (2 km) of Harry Lumley Bayshore Community Centre, Central Westside United Church, and Billy Bishop ...

              Best Western Inn On The Bay$124

              Best Western Inn On The Bay$124
              Travelodge by Wyndham Port Elgin

              Travelodge by Wyndham Port Elgin

              235 Goderich St, Port Elgin
                2.0 out of 5.0
                 
                 

                Situated in Port Elgin, this motel is within 2 mi (3 km) of Holiday Golf Club, Piper's Glen Golf Club, and Port Elgin Beach. MacGregor Point Provincial Park ...

                Travelodge by Wyndham Port Elgin$58

                Travelodge by Wyndham Port Elgin$58
                Comfort Inn Owen Sound

                Comfort Inn Owen Sound

                955 9th Ave E, Owen Sound
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Owen Sound, this hotel is within 1 mi (2 km) of Georgian College Owen Sound Campus, Harry Lumley Bayshore Community Centre, and Central ...

                  Comfort Inn Owen Sound$92

                  Comfort Inn Owen Sound$92
                  Manor Motel

                  Manor Motel

                  183 Palmerston St, Southampton
                    2.0 out of 5.0
                     
                     

                    Situated in Saugeen Shores, this motel is within a 10-minute walk of Southampton Art School and Gallery and Bruce County Museum & Cultural Centre. Chippewa Golf ...

                    Manor Motel$44

                    Manor Motel$44
                    Travellers Inn Hanover

                    Travellers Inn Hanover

                    244 - 7th Avenue, Hanover
                      2.0 out of 5.0
                       
                       

                      Situated in Hanover, this motel is 0 mi (0.1 km) from Hanover Raceway & Casino and within 3 mi (5 km) of Buck's Crossing Golf Course and Whispering Hills Golf ...

                      Top Flight Deals

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