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Windsor is a city that has plenty to offer its visitors: and not just in terms of tax-free gambling in its famous casino, either. Cultural festivals, a lively nightlife, and beautiful summer weather make it an excellent choice for a city break in Canada.

Most of the hotels in Windsor are concentrated along the waterfront, where the Detroit River separates the city from the United States. The riverfront is a popular spot with locals and tourists, with landscaped parks and unrivalled views of Motown across the water. The boardwalk is always lively, with musical performances taking place throughout the year.

For a small city, Windsor is very cosmopolitan: over a fifth of its residents were born outside of Canada. As a result it’s a great place for adventurous foodies, with Time Out magazine highly recommending Windsor’s great range of Vietnamese and Pakistani restaurants. The lively Little Italy district makes for an interesting day out, whether you’re picking up ingredients in a specialist shop or just drinking in the atmosphere at a pavement cafe.

Nowadays Windsor’s biggest industry is car production, but in the past it was smuggling. During the prohibition era the city saw plenty of rum running, with Windsor’s own Purple Gang acting as a major supplier to Al Capone. Alcohol is still a major export in Windsor, with plenty of vineyards, distilleries and breweries producing lovely local brews.

Not all the smuggling in Windsor was bad, either. The city was an important stop on the Underground Railroad. One of the city’s most important sites, the Sandwich First Baptist Church, was started by Underground Railroad refugees. It’s now considered as a National Historic Site of Canada, along with François Bâby House: once a strategic building in the war of 1812, it’s now home to the Windsor Community Museum.

Windsor is known for its annual festivals, the most famous being the International Freedom Festival. It’s co-hosted with neighbouring Detroit, and the two-week long event always ends with a massive fireworks display: one of the largest in the world. Another unmissable event is Bluesfest International, which takes place in July and attracts famous blues artists from across the world.

Hotels in Windsor make a great base for getting out and exploring the surrounding area, whether you fancy venturing into Detroit or heading out into picturesque Essex County. Whatever you’re visiting Windsor for, with Skyscanner it’s easy to find the right accommodation. You can see at a glance which hotels have the best amenities, the best reviews, and the best prices.  

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45 Results
  • Caesars Windsor
    Ranked #1 overall in Windsor hotels
    9.1
    Wonderful!
    9 reviews

    Best Casino In Ontario, lots to do and see. Live bands, amazing service. Rewards cards available. Top Notch hotel. Amazing sights. Must see if you are visiting windsor.

    • Free WiFi
    • Swimming Pool
    • Fitness Center
    • Free Parking
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  • University of Windsor
    Ranked #2 overall in Windsor hotels
    8.0
    Wonderful!
    1 review

    Very good school. Definitely lives up to its reputation. First class education. Very friendly students. If you are looking for a university, this is the one for you.

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    • Residence & Conference Centre - Windsor
      Ranked #3 overall in Windsor hotels
      2.0
      Could be better
      1 review

      Not a very good school. If you are looking to attend a school where you can party and make your parents proud that you got into college at the same ...

      • Free WiFi
      • Fitness Center
      • Free Parking
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    • Windsor Riverside Inn
      Ranked #5 overall in Windsor hotels
      0.0
      Popular withBusiness
      • Restaurant
      • Fitness Center
      • Pets Allowed
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    • Comfort Inn Ambassador Bridge
      Ranked #4 overall in Windsor hotels
      0.0
      • Free WiFi
      • Swimming Pool
      • Fitness Center
      • Free Breakfast
      • Free Parking
      • Pets Allowed
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    • Travelodge Hotel Downtown Windsor
      Ranked #7 overall in Windsor hotels
      0.0
      • Free WiFi
      • Pets Allowed
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    • Comfort Suites Downtown
      Ranked #6 overall in Windsor hotels
      0.0
      • Free WiFi
      • Free Breakfast
      • Free Parking
      • Pets Allowed
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    • Comfort Inn Windsor
      Ranked #8 overall in Windsor hotels
      0.0
      • Free WiFi
      • Fitness Center
      • Free Breakfast
      • Free Parking
      • Pets Allowed
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    • Super 8 Windsor
      Ranked #11 overall in Windsor hotels
      0.0
      • Free WiFi
      • Free Breakfast
      • Free Parking
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    • Holiday Inn Windsor Downtown
      Ranked #10 overall in Windsor hotels
      0.0
      Popular withBusiness
      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
      • Pets Allowed
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    • Holiday Inn & Suites - Ambassador Bridge
      Ranked #9 overall in Windsor hotels
      0.0
      Popular withBusiness
      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
      • Free Parking
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    • Hampton Inn & Suites by Hilton Windsor
      Ranked #12 overall in Windsor hotels
      0.0
      Popular withBusiness
      • Free WiFi
      • Swimming Pool
      • Fitness Center
      • Free Breakfast
      • Free Parking
      • Pets Allowed
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    • University Place
      Ranked #13 overall in Windsor hotels
      6.0
      Pretty good
      1 review

      Great to get around campus. Good sites, friendly people. A must to see if you are visiting windsor. Lots to see and do.

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      • Travelodge Ambassador Bridge Windsor
        Ranked #14 overall in Windsor hotels
        0.0
        • Fitness Center
        • Free Parking
        • Pets Allowed
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      • Ivy Rose Motor Inn & Restaurant
        Ranked #16 overall in Windsor hotels
        0.0
        • Free WiFi
        • Restaurant
        • Swimming Pool
        • Free Parking
        • Pets Allowed
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      • Quality Suites Downtown Windsor
        Ranked #15 overall in Windsor hotels
        0.0
        • Restaurant
        • Fitness Center
        • Pets Allowed
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      • Hilton Windsor
        Ranked #18 overall in Windsor hotels
        0.0
        Popular withBusiness
        • Restaurant
        • Fitness Center
        • Pets Allowed
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      • Cadillac Motel
        Ranked #17 overall in Windsor hotels
        0.0
        • Free WiFi
        • Swimming Pool
        • Free Parking
        • Pets Allowed
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      • Kirk's Bed & Breakfast
        Ranked #35 overall in Windsor hotels
        0.0
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        • Blue Bell Motel
          Ranked #37 overall in Windsor hotels
          0.0
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          • Argyle Manor Bed & Breakfast
            Ranked #36 overall in Windsor hotels
            0.0
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            • Kenora Motel
              Ranked #34 overall in Windsor hotels
              0.0
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              • Stonecroft Inn
                Ranked #31 overall in Windsor hotels
                0.0
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                • Tooba Motel
                  Ranked #32 overall in Windsor hotels
                  0.0
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                  • ABC Motel
                    Ranked #33 overall in Windsor hotels
                    0.0
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                    • Windsor Inn on the River Bed and Breakfast
                      Ranked #30 overall in Windsor hotels
                      0.0
                      • Free Parking
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                    • iSleep Inn
                      Ranked #29 overall in Windsor hotels
                      0.0
                      • Restaurant
                      • Free Parking
                      • Pets Allowed
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                    • Apollo Motel
                      Ranked #28 overall in Windsor hotels
                      0.0
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                      • Best Western Continental Inn
                        Ranked #27 overall in Windsor hotels
                        0.0
                        • Restaurant
                        • Free Parking
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                      • Ambassador Motel
                        Ranked #26 overall in Windsor hotels
                        0.0
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