Hotels with Pool & Resorts in Windsor from NZ$129

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Check availability on Windsor Hotels with Pool

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

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, (3172)
"Good room, lots to do, makes for a nice weekend"
United States
john
The price is NZ$264
includes taxes & fees
27 Jan - 28 Jan 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, (468)
"Very clean & very friendly staff"
United States
Shonda
The price is NZ$216
includes taxes & fees
27 Jan - 28 Jan 2026
Hyatt Place Windsor
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, (779)
"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 NZ$222
includes taxes & fees
27 Jan - 28 Jan 2026
Four Points by Sheraton Windsor Downtown
Indoor pool, pool 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, (1047)
"Room was clean and the service was good. The river view was also quite nice."
Canada
Trevy
The price is NZ$240
includes taxes & fees
25 Jan - 26 Jan 2026
DoubleTree by Hilton Windsor Hotel & Suites
Indoor pool, open 8:00 AM to 10:00 PM, pool 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, (1384)
"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 NZ$228
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Express Windsor Waterfront by IHG
1 bedroom, premium bedding, down duvets, pillow-top 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, (1009)
"Staff very courteous and room spotless. "
Canada
James
The price is NZ$139
includes taxes & fees
25 Jan - 26 Jan 2026
Best Western Plus Waterfront Hotel
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, (1000)
"Great place to stay! I've stayed here many times over the last decade and would recommend."
Canada
David
The price is NZ$220
includes taxes & fees
11 Jan - 12 Jan 2026
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, (1000)
"The room was well laid out. There was plenty of parking. The staff were welcoming and accommodating "
Canada
Catherine
The price is NZ$129
includes taxes & fees
4 Jan - 5 Jan 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 NZ$418
includes taxes & fees
28 Dec - 29 Dec
Modern Spacious 1 bedroom and a den home (Lower Unit)
Fridge, microwave, oven, stovetop
Cheerful Family Home 3 mins drive to UWindsor

Cheerful Family Home 3 mins drive to UWindsor

Cheerful Family Home 3 mins drive to UWindsor
Bridgeview
The price is NZ$489
includes taxes & fees
4 Jan - 5 Jan 2026
Cheerful Family Home 3 mins drive to UWindsor
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

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

10/10 Excellent
"The lady at the check in desk was professional, answered my questions about getting the Caesar's reward points while booking although I didn't qualify this time. Security staff were also friendly & professional. "
Barbara 1-night trip
Posted 2 days ago
Caesars Windsor - A Caesars Rewards Destination

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.