Search Hotels with Pool in Windsor

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hotels with Pool

This weekend
Next weekend

Our top choices for Windsor hotels with a pool

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination
4.0 star property
City Centre
8.6 out of 10, Excellent, (3173)
"Great location, rooms were very comfortable and clean, staff were extremely helpful."
Canada
lita
The price is Rp1.846.480
Rp2.554.553 total
includes taxes & fees
4 Jan - 5 Jan 2026
Caesars Windsor - A Caesars Rewards Destination

Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (464)
"Very clean & very friendly staff"
United States
Shonda
The price is Rp1.747.573
Rp2.093.244 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Place Windsor

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
2.5 star property
Downtown Windsor
8.6 out of 10, Excellent, (1381)
"Breakfast is always good and this place is the cleanest hotel! We stay there every time we go to Canada. "
United States
Nicole
The price is Rp1.844.660
Rp2.209.533 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Express Windsor Waterfront by IHG

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.2 out of 10, Very good, (1013)
"Staff very courteous and room spotless. "
Canada
James
The price is Rp1.124.393
Rp1.346.798 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Waterfront Hotel

Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
3.0 star property
Downtown Windsor
8.6 out of 10, Excellent, (778)
"Very kind staff and a seamless check in / check out. Wish the in-hotel restaurant was open more regularly though! "
Canada
Kaela
The price is Rp1.794.903
Rp2.149.935 total
includes taxes & fees
22 Jan - 23 Jan 2026
Four Points by Sheraton Windsor Downtown

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1050)
"Room was clean and the service was good. The river view was also quite nice."
Canada
Trevy
The price is Rp1.880.825
Rp2.252.852 total
includes taxes & fees
1 Jan - 2 Jan 2026
DoubleTree by Hilton Windsor Hotel & Suites

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
2.5 star property
South Cameron
8.8 out of 10, Excellent, (1004)
"Great place to stay! I've stayed here many times over the last decade and would recommend."
Canada
David
The price is Rp1.775.243
Rp2.126.456 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites by Hilton Windsor

Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall
2.0 star property
Remington Park
8.0 out of 10, Very good, (1002)
"The room was well laid out. There was plenty of parking. The staff were welcoming and accommodating "
Canada
Catherine
The price is Rp1.043.689
Rp1.250.131 total
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Windsor/Dougall

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
3.5 star property
Sandwich
7.6 out of 10, Good, (1005)
"Very friendly staff, quick check in, very convenient, and clean sheets. "
United States
Kristen
The price is Rp1.177.184
Rp1.452.385 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Windsor Hotel Reviews

Frequently asked questions

What are some hotels with pools in Windsor?
Best Western Plus Waterfront Hotel: Hotel, 8-minute walk from Caesars Casino. Features a sauna, an indoor pool and LCD televisions. Holiday Inn & Suites Windsor Ambassador Bridge by IHG: Hotel located near Detroit Windsor Tunnel. Offers complimentary wireless Internet access, an indoor pool and flat-screen televisions. Four Points by Sheraton Windsor Downtown: Hotel steps from Detroit Windsor Tunnel. Provides complimentary wireless Internet access, a pool and a 24-hour fitness centre.
What is there to see and do in Windsor?
Make a point to visit attractions such as Sandpoint Beach and Adventure Bay Family Water Park. Discover sights such as Detroit Windsor Tunnel, Chrysler Theatre and Caesars Casino during your stay. Windsor appeals to visitors with its stunning river views, array of dining options and bar scene.
When is the best time to book a hotel with a pool in Windsor?
You may want to think about a place to stay with an outdoor swimming pool if you'll be visiting Windsor in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is -1°C.
What's the best way to travel around Windsor?
Knowing the transportation options in Windsor can help you enjoy the area beyond your hotel pool. If you want to venture outside the area, hop aboard a train at Windsor Station. Windsor might not have very many public transport options to choose from, so consider a car rental to maximise your time.