A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

Hotels with Swimming Pools in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hotels with Swimming Pools

Our top choices for Windsor hotels with a pool

Indoor pool

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
4.0 star property
City Centre
8.6 out of 10, Excellent, (3,299 reviews)
  • cleanliness
    Luxurious indoor pool retreat awaits at this riverside hotel with casino excitement.
The price is S$109
includes taxes & fees
13 Jul - 14 Jul
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Indoor pool

Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor
2.5 star property
Tecumseh
9.8 out of 10, Exceptional, (101 reviews)
The price is S$175
includes taxes & fees
13 Jul - 14 Jul
Towneplace Suites By Marriott Tecumseh Windsor
Fitness facility

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.2 out of 10, Very good, (1,087 reviews)
  • cleanliness
    Splash into panoramic riverfront relaxation with indoor pool, sauna, and fitness centre awaiting your arrival.
The price is S$121
includes taxes & fees
13 Jul - 14 Jul
Best Western Plus Waterfront Hotel
Indoor pool

Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (689 reviews)
  • cleanliness
    Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel.
The price is S$176
includes taxes & fees
3 Aug - 4 Aug
Hyatt Place Windsor
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
2.5 star property
Downtown Windsor
8.8 out of 10, Excellent, (1,413 reviews)
  • cleanliness
    Relaxation awaits at the indoor pool area where scenic river views complement every refreshing swim and poolside lounge.
The price is S$146
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Express Windsor Waterfront by IHG
Indoor pool

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
3.5 star property
Sandwich
7.4 out of 10, Good, (1,006 reviews)
  • cleanliness
    Relax at this Windsor hotel with pool, hot tub, and sauna near Ambassador Bridge and Caesars Casino.
The price is S$124
includes taxes & fees
21 Jul - 22 Jul
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Indoor pool

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
2.5 star property
Lakeshore
9.6 out of 10, Exceptional, (1,011 reviews)
  • cleanliness
    Splash into fun at this spotless hotel with an indoor pool perfect for family-friendly aquatic adventures.
The price is S$150
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Indoor pool, pool loungers

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1,129 reviews)
  • cleanliness
    Float in luxury at this riverside indoor pool with comfortable loungers and city views.
The price is S$160
includes taxes & fees
21 Jul - 22 Jul
DoubleTree by Hilton Windsor Hotel & Suites
Seasonal outdoor pool

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, (1,003 reviews)
  • cleanliness
    Dive into summer splashes in this refreshing seasonal pool, where holiday vibes come alive poolside.
The price is S$105
includes taxes & fees
12 Jul - 13 Jul
Super 8 by Wyndham Windsor/Dougall
Indoor pool

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
2.5 star property
South Cameron
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Dive into a rejuvenating swim experience at this indoor pool sanctuary, open from early morning until late evening.
The price is S$148
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn & Suites by Hilton Windsor
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.
View all properties

Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Hotels with pools and free breakfast in Windsor

Bar (on property)
Hyatt Place Windsor

Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (689)
The price is S$176
includes taxes & fees
3 Aug - 4 Aug
Hyatt Place Windsor
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.
View all properties

Top Windsor Hotel Reviews

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

8/10 Good
"No breakfast"
May 1-night trip
Posted 11 hours ago
Caesars Windsor - A Caesars Rewards Destination

Frequently asked questions

What are some hotels with pools in Windsor?
Best Western Plus Waterfront Hotel: Hotel steps from Adventure Bay Family Water Park. Features a sauna, an indoor pool and LCD televisions. Holiday Inn & Suites Windsor Ambassador Bridge by IHG: Hotel located near Caesars Casino. 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?
Explore places such as Caesars Casino while you're in Windsor. Make a point to visit attractions such as Adventure Bay Family Water Park and Dieppe Gardens. 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.