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

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Check availability on Windsor Hotels with Swimming Pools

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear views of a city skyline through large windows.
A bar area with multiple seating options, a wine rack, and a bar counter.
A modern building with a prominent Caesars sign, large windows, and a clean, white facade.
A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
City Centre
  • Luxurious indoor pool retreat awaits at this riverside hotel with casino excitement.
S$91
includes taxes & fees
9 Nov - 10 Nov
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
An indoor swimming pool with blue and white tiled walls, a clear pool edge, and two tables with chairs.
A modern hotel lobby with a reception desk, seating area, and a staircase leading to an upper level.
Room
An aerial view of a coastal area with a beach, dense forest, and a clear sky.

2. Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
  • Relaxation awaits at the indoor pool area where scenic river views complement every refreshing swim and poolside lounge.
S$150
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Windsor Waterfront by IHG
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.
A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.
A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.
A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

3. DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
  • Float in luxury at this riverside indoor pool with comfortable loungers and city views.
S$164
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Windsor Hotel & Suites
An indoor swimming pool with exercise equipment, a glass wall, and a view of the city.
A hotel room with a bed, a desk, a TV, a sofa, and a view of the city.
A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.
A tall building with a modern design, a restaurant named 'River Room' at the base, and a distinctive logo on the facade.

4. Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
Downtown Windsor
  • Splash into panoramic riverfront relaxation with indoor pool, sauna, and fitness centre awaiting your arrival.
S$127
includes taxes & fees
25 Oct - 26 Oct
Best Western Plus Waterfront Hotel
An indoor swimming pool with clear water, a tiled wall, and a bench near the pool.
A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.
A gym with weightlifting equipment, a bench, and a treadmill.
A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.

5. Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
  • Dive into a rejuvenating swim experience at this indoor pool sanctuary, open from early morning until late evening.
S$141
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites by Hilton Windsor
An indoor swimming pool with clear water, orange lounge chairs, and a modern ceiling design.
A modern hotel room with a sofa, a bed, a desk, and a large window offering a city view.
A modern lobby with a sofa, chairs, and a reception desk.
A modern living room with a fireplace, comfortable seating, and large windows.

6. Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
  • Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel.
S$163
includes taxes & fees
19 Oct - 20 Oct
Hyatt Place Windsor
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A multi-story hotel with a prominent signage reading "FOUR POINTS BY SHERATON".
A bar area with a long counter, multiple stools, and a wine display.
A spacious lobby with a modern design, featuring a large seating area, a fireplace, and a bar/lounge area with a brick accent wall.

7. Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
Downtown Windsor
  • Dive into refreshing aquatic bliss at this city centre hotel with an indoor pool that beckons year-round.
S$150
includes taxes & fees
23 Oct - 24 Oct
Four Points by Sheraton Windsor Downtown
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.
A breakfast table with toast, muffins, sausages, and scrambled eggs.
A spacious living room with a blue carpet, two armchairs, a sofa, a coffee table, and a flat-screen TV mounted on the wall.
A spacious lobby with a high ceiling, a chandelier, and a seating area with a sofa and armchairs.

8. Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
  • Refreshing pool offers ideal retreat after Detroit exploration, with lounges for complete relaxation.
S$95
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Ambassador Bridge
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
A hotel room with a large bed, two bedside tables with lamps, a flat-screen TV, and a mirror.
A hotel room with a desk, chair, television, and a sofa.
A spacious lobby with a polished granite floor, a reception desk, and a chandelier.

9. Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
  • Relax at this Windsor hotel with pool, hot tub, and sauna near Ambassador Bridge and Caesars Casino.
S$101
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
A swimming pool with a shallow area marked, surrounded by a fence, with a building in the background.
A modern living room with grey sofas, a stone accent wall, and large windows offering a view of the outdoors.
A modern kitchen with a granite island, pendant lights, and a stone backsplash.
A hotel room with a bed, a desk, a chair, a sofa, a TV, and a wardrobe.

10. Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall
Remington Park
  • Dive into summer splashes in this refreshing seasonal pool, where holiday vibes come alive poolside.
S$86
includes taxes & fees
1 Nov - 2 Nov
Super 8 by Wyndham Windsor/Dougall
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Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub
4 stars
Water park
Spa

Hotels with pools and free breakfast in Windsor

A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.
A modern hotel lobby with a reception desk, seating area, and a staircase leading to an upper level.
Room
An aerial view of a coastal area with a beach, dense forest, and a clear sky.

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
S$150
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Windsor Waterfront by IHG
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.
A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.
A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.
A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
S$164
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Windsor Hotel & Suites
A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.
A reception desk with a 'Welcome to the Heartland Province' sign, a wooden reception desk, a white reception desk, and a minibar refrigerator.
An indoor swimming pool with clear water, a tiled wall, and a bench near the pool.
A gym with weightlifting equipment, a bench, and a treadmill.

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
S$141
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites by Hilton Windsor
A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.
An indoor swimming pool with clear water, orange lounge chairs, and a modern ceiling design.
A modern living room with a fireplace, comfortable seating, and large windows.
A modern hotel room with a sofa, a bed, a desk, and a large window offering a city view.

Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
S$163
includes taxes & fees
19 Oct - 20 Oct
Hyatt Place Windsor
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.
A breakfast table with toast, muffins, sausages, and scrambled eggs.
A spacious living room with a blue carpet, two armchairs, a sofa, a coffee table, and a flat-screen TV mounted on the wall.
A spacious lobby with a high ceiling, a chandelier, and a seating area with a sofa and armchairs.

Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
S$95
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Ambassador Bridge
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
A hotel room with a large bed, two bedside tables with lamps, a flat-screen TV, and a mirror.
A hotel room with a desk, chair, television, and a sofa.
A spacious lobby with a polished granite floor, a reception desk, and a chandelier.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
S$101
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
A modern living room with grey sofas, a stone accent wall, and large windows offering a view of the outdoors.
A modern kitchen with a granite island, pendant lights, and a stone backsplash.
A hotel room with a bed, a desk, a chair, a sofa, a TV, and a wardrobe.
A modern gym with treadmills, weight machines, and free weights.

Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall
Remington Park
S$86
includes taxes & fees
1 Nov - 2 Nov
Super 8 by Wyndham Windsor/Dougall
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

Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

10/10 Excellent
"Good place to stay"
Stanley 1-night trip
Posted 10 hours ago
Super 8 by Wyndham Windsor/Dougall
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

8/10 Good
"Nice Hotel Room. The actual hotel was kind of quite and not much to do outside of the hotel in surrounding area. Overall, a good stay and I would consider returning."
James 1-night trip
Posted 11 hours ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"Great use of a small footprint, and very well kept. Parking cant be helped. Only issue is the performance of the 2 elevators. Either more are needed, or they need to be renewed."
Jason 1-night trip
Posted 1 day ago
Holiday Inn Express Windsor Waterfront by IHG
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

10/10 Excellent
"Hello If you like a clean Hotel and nice rooms, with excellent service and a great location, near the river and restaurants, this is the place for you. Dominic"
Dominic 2-night trip
Posted 1 day ago
Best Western Plus Waterfront Hotel

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. Comfort Inn & Suites Ambassador Bridge: Hotel located near Detroit Windsor Tunnel. Offers a children's pool, an indoor pool and buffet. 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. Holiday Inn & Suites Windsor Ambassador Bridge by IHG: Hotel located near Detroit Windsor Tunnel. Features complimentary wireless Internet access, an indoor pool and flat-screen televisions.
What is there to see and do in Windsor?
Explore places such as Ford Field and Little Caesars Arena while you're in the area. Make a point to visit attractions such as Adventure Bay Family Water Park and Olde Walkerville Neighborhood. 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.