Find Hotels with a Pool in Windsor

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Check availability on Windsor Hotels with a Pool

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Windsor hotels with a pool

Indoor pool
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination
4.0 star property
City Centre
8.6 out of 10, Excellent, (3165)
"Great location, rooms were very comfortable and clean, staff were extremely helpful."
Canada
lita
The price is ￥17,356
￥24,011 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Caesars Windsor - A Caesars Rewards Destination
Fitness facility
Hyatt Place Windsor

Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (465)
"Very clean & very friendly staff"
United States
Shonda
The price is ￥16,426
￥19,674 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hyatt Place Windsor
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn Express Windsor Waterfront by IHG

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, (1382)
"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 ￥17,339
￥20,769 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Windsor Waterfront by IHG
1 bedroom, premium bedding, down comforters, pillowtop beds
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.2 out of 10, Very Good, (1004)
"Staff very courteous and room spotless. "
Canada
James
The price is ￥10,569
￥12,659 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Waterfront Hotel
Indoor pool
Four Points by Sheraton Windsor Downtown

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 ￥16,871
￥20,208 total
includes taxes & fees
Dec 29 - Dec 30
Four Points by Sheraton Windsor Downtown
Indoor pool, sun loungers
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1046)
"Room was clean and the service was good. The river view was also quite nice."
Canada
Trevy
The price is ￥17,679
￥21,176 total
includes taxes & fees
Jan 1 - Jan 2, 2026
DoubleTree by Hilton Windsor Hotel & Suites
Indoor pool
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
2.5 star property
South Cameron
8.8 out of 10, Excellent, (1006)
"Great place to stay! I've stayed here many times over the last decade and would recommend."
Canada
David
The price is ￥16,687
￥19,988 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn & Suites by Hilton Windsor
Seasonal outdoor pool
Super 8 by Wyndham Windsor/Dougall

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, (1003)
"The room was well laid out. There was plenty of parking. The staff were welcoming and accommodating "
Canada
Catherine
The price is ￥9,810
￥11,750 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Super 8 by Wyndham Windsor/Dougall
Outdoor pool, a heated pool
Modern Spacious 1 bedroom and a den home (Lower Unit)

Modern Spacious 1 bedroom and a den home (Lower Unit)

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
8.4 out of 10, Very Good, (6)
"was a great property and location"
United States
Ava C.
The price is ￥12,320
￥38,026 total
includes taxes & fees
Dec 25 - Dec 26
Modern Spacious 1 bedroom and a den home (Lower Unit)
Indoor pool
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

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, (1001)
"Very friendly staff, quick check in, very convenient, and clean sheets. "
United States
Kristen
The price is ￥11,065
￥13,653 total
includes taxes & fees
Dec 27 - Dec 28
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.
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Top Windsor Hotel Reviews

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

10/10 Excellent
"Very good"
fadi 1-night trip
Posted 3 days ago
DoubleTree by Hilton Windsor Hotel & Suites

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 center.
What is there to see and do in Windsor?
Make a point to visit attractions like 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 beautiful 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 plan to visit Windsor in the warmest months of July, August, or June when the average temperature is 71°F. Lodging 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 30°F.
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. To venture out into the surrounding area, ride aboard one of the trains from Windsor Station. Windsor might not have many public transit options to choose from so consider a car rental to maximize your time.