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Windsor · Hotel shortlist

The best hotels near On Canada

Britt Sorensen

Britt Sorensen India and the Himalaya

Updated 1 September 2026 · 8 Windsor hotels assessed

These are my five favourites in Windsor, out of the 8 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.4 down to 4.3.

All five are within 1.7 km of On Canada.

DoubleTree by Hilton Windsor Hotel & Suites

Highest rated of the five

DoubleTree by Hilton Windsor Hotel & Suites

★★★★★4.4 from 611 reviews

DoubleTree by Hilton Windsor Hotel & Suites comes out on top of this list, and not narrowly: 4.4 from 611 guest reviews is a score that holds up at that volume, which is the whole test here. A perfect ten from nine people does not beat it.

It is a 4 star property, found under poi and around $142 a night on the dates we checked.

8 hotels in Windsor qualified for this list and five made it. A Hidden Gem Bed and Breakfast is the one I would book if the first is full.

Why it works for this trip

  • Poolsomewhere to cool off between walks
  • Air conditioningthe one that decides a summer trip
  • Restaurantdinner downstairs on the night you land
  • Bara drink without going back out
  • Family roomscots and larger rooms rather than a squeeze

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All five, ranked

  1. DoubleTree by Hilton Windsor Hotel & Suites1

    DoubleTree by Hilton Windsor Hotel & Suites

    ★★★★★4.4 from 611 reviews

    400 m from On Canada, about a 5 minute walk

    • Pool
    • Gym
    • Restaurant
    • Bar
    • Parking
    • Pet friendly

    Check rates Read more

  2. A Hidden Gem Bed and Breakfast2

    A Hidden Gem Bed and Breakfast

    ★★★★★5 from 52 reviews

    1.7 km from On Canada, about a 21 minute walk

    • Parking
    • Kid friendly
    • Air conditioning
    • Accessible

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  3. Caesars Windsor3

    Caesars Windsor

    ★★★★★4.3 from 10,145 reviews

    400 m from On Canada, about a 5 minute walk

    • Pool
    • Spa
    • Gym
    • Restaurant
    • Bar
    • Parking

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  4. TownePlace Suites by Marriott Windsor4

    TownePlace Suites by Marriott Windsor

    ★★★★★4.4 from 720 reviews

    400 m from On Canada, about a 5 minute walk

    • Gym
    • Parking
    • Kitchen
    • Pet friendly
    • Kid friendly
    • Air conditioning

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  5. Holiday Inn Express Windsor Waterfront, an IHG Hotel5

    Holiday Inn Express Windsor Waterfront, an IHG Hotel

    ★★★★★4.3 from 854 reviews

    under 200 m from On Canada, about a 1 minute walk

    • Pool
    • Gym
    • Restaurant
    • Parking
    • Pet friendly
    • Kid friendly

    Check rates Read more

How this list was put together

8 Windsor hotels qualify for this list. We ranked them on guest rating first and on how close they are to On Canada second, then took the top five.

Two things decide these lists. The first is my own time in the city: every hotel on this page is one I have stayed in, walked into and looked at, or gone back to check. That is where the shortlist starts, and it is why some well reviewed places are not on it.

The second is the numbers, and those are what set the order. The rating and review count come from the big travel sites, pooled through Google, so a score here reflects Expedia, Booking, Hotels.com and the rest together rather than any one of them. I also read the review breakdown by topic, which is where the figures on service, breakfast and location come from. Hotels with fewer than forty reviews are left out altogether, because a rating that thin is not a rating. No more than two come from one neighbourhood.

What I do not do is move anyone up the order. The ranking is the guest score, highest first, and nobody pays to be on the list.

Distances are straight lines from published coordinates, so the real walk is a little longer. Amenities are as recorded by Google Hotels and can change without notice. Rates are an indicative nightly figure for a midweek autumn stay, not a quote. Check the booking page before you commit.

Britt Sorensen

Britt Sorensen India and the Himalaya

Her work season is winter, leaving whole summers free for mountains in the other hemisphere or trekking at altitude in Nepal and Peru. Carries the lightest pack of anyone she travels with.

Trip Grapevine earns a commission on bookings made through the links on this page. It costs you nothing, and it does not change the order of the list, which is set by the measurements above.