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Oakville Vacations

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

Hotwire can help you find your travel bliss with Oakville 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 Oakville

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 Oakville 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 Oakville well.

Top Hotel Deals

See all 828 Hotels in Oakville
Monte Carlo Inn Oakville Suites

Monte Carlo Inn Oakville Suites

374 South Service Rd E, Oakville
    3.0 out of 5.0
     
     

    Located in the heart of Oakville, this hotel is within 2 mi (3 km) of Sheridan College, Kerr Village, and Oakville Centre for the Performing Arts. Oakville Museum ...

    Monte Carlo Inn Oakville Suites$74

    Monte Carlo Inn Oakville Suites$74
    Sandman Hotel Oakville

    Sandman Hotel Oakville

    3451 South Service Road West, Oakville
      3.0 out of 5.0
       
       

      Situated in Oakville, this hotel is within 3 mi (5 km) of Bronte Creek Provincial Park, Amazing Adventures Playland, and Sovereign House. Oakville Art Society ...

      Sandman Hotel Oakville$75

      Sandman Hotel Oakville$75
      Quality Inn & Suites

      Quality Inn & Suites

      2930 South Sheridan Way, Oakville
        3.0 out of 5.0
         
         

        Situated in Oakville, this hotel is close to iFLY Toronto Oakville, Putting Edge, and Oakville Entertainment Centrum. Local attractions also include Benares ...

        Quality Inn & Suites$77

        Quality Inn & Suites$77
        Hilton Garden Inn Toronto/Oakville

        Hilton Garden Inn Toronto/Oakville

        2774 South Sheridan Way, Oakville
          3.0 out of 5.0
           
           

          Situated in the suburbs, this hotel is within 3 mi (5 km) of Putting Edge, Oakville Entertainment Centrum, and Benares Historic House. Cameron's Brewing Company ...

          Hilton Garden Inn Toronto/Oakville$108

          Hilton Garden Inn Toronto/Oakville$108
          Holiday Inn Hotel & Suites Oakville @ Bronte

          Holiday Inn Hotel & Suites Oakville @ Bronte

          2525 Wyecroft Road, Oakville
            3.0 out of 5.0
             
             

            Situated in Oakville, this eco-friendly hotel is 0.7 mi (1.1 km) from Oakville Art Society and within 3 mi (5 km) of Sovereign House and Bronte Heritage Park. ...

            Holiday Inn Hotel & Suites Oakville @ Bronte$84

            Holiday Inn Hotel & Suites Oakville @ Bronte$84
            Holiday Inn Oakville Centre

            Holiday Inn Oakville Centre

            590 Argus Rd, Oakville
              3.0 out of 5.0
               
               

              Situated in the business district, this eco-friendly hotel is within 2 mi (3 km) of Sheridan College, Kerr Village, and Oakville Centre for the Performing Arts. ...

              Holiday Inn Oakville Centre$79

              Holiday Inn Oakville Centre$79
              Homewood Suites by Hilton Toronto/Oakville

              Homewood Suites by Hilton Toronto/Oakville

              2095 Winston Park Dr, Oakville
                3.0 out of 5.0
                 
                 

                Situated in the entertainment district, this hotel is 0.1 mi (0.2 km) from Oakville Entertainment Centrum and within 6 mi (10 km) of Sheridan College and Rattray ...

                Fairfield Inn by Marriott Toronto Oakville

                Fairfield Inn by Marriott Toronto Oakville

                2937 Sherwood Heights Dr, Oakville
                  2.5 out of 5.0
                   
                   

                  Situated in the entertainment district, this hotel is within 1 mi (2 km) of Putting Edge and Oakville Entertainment Centrum. Benares Historic House and Woodhurst ...

                  Fairfield Inn by Marriott Toronto Oakville$73

                  Fairfield Inn by Marriott Toronto Oakville$73
                  Quality Suites

                  Quality Suites

                  754 Bronte Rd, Oakville
                    3.0 out of 5.0
                     
                     

                    Situated in the suburbs, this eco-friendly hotel is 0.5 mi (0.8 km) from Oakville Art Society and within 3 mi (5 km) of Sovereign House and Bronte Heritage Park. ...

                    Quality Suites$85

                    Quality Suites$85
                    Staybridge Suites Oakville

                    Staybridge Suites Oakville

                    2511 Wyecroft Rd, Oakville
                      3.0 out of 5.0
                       
                       

                      Situated in Oakville, this eco-friendly hotel is 0.5 mi (0.8 km) from Oakville Art Society and within 3 mi (5 km) of Sovereign House and Bronte Heritage Park. ...

                      Staybridge Suites Oakville$89

                      Staybridge Suites Oakville$89

                      Top Flight Deals

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