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

Find Hotels with a Pool in Windsor

Check availability on Windsor Hotels with a Pool

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear views of a city skyline through large windows.
A building entrance with a statue, two benches, and a logo on the wall.
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.
$71 nightly
$85 total
Sep 2 - Sep 3
Total with taxes and fees
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.
An aerial view of a coastal area with a beach, dense forest, and a clear sky.
A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.
An indoor swimming pool with blue tiled edges, white lounge chairs, and a clear water depth marking.

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.
$97 nightly
$116 total
Sep 4 - Sep 5
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.
A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.
A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.
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.
$106 nightly
$127 total
Sep 3 - Sep 4
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A modern lobby with a fireplace, seating area, and a pantry.
A bar area with a long counter, multiple stools, and a wine display.
A multi-story hotel with a prominent signage reading "FOUR POINTS BY SHERATON".

4. Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
Downtown Windsor
  • Dive into refreshing aquatic bliss at this downtown hotel with an indoor pool that beckons year-round.
$88 nightly
$106 total
Sep 13 - Sep 14
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
An indoor swimming pool with exercise equipment, a glass wall, 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 hotel room with a bed, a desk, a TV, a sofa, and a view of the city.
A tall building with a modern design, a restaurant named 'River Room' at the base, and a distinctive logo on the facade.

5. Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
Downtown Windsor
  • Splash into panoramic riverfront relaxation with indoor pool, sauna, and fitness center awaiting your arrival.
$91 nightly
$109 total
Sep 6 - Sep 7
Total with taxes and fees
Best Western Plus Waterfront Hotel
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.
A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.
A modern bathroom with a large mirror, dual sinks, a toilet, and a glass shower enclosure.

6. 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.
$94 nightly
$113 total
Sep 6 - Sep 7
Total with taxes and fees
Hampton Inn & Suites by Hilton Windsor
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.
A modern lobby with a sofa, chairs, and a reception desk.

7. Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
  • Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel.
$110 nightly
$131 total
Sep 6 - Sep 7
Total with taxes and fees
Hyatt Place Windsor
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.
A spacious lobby with a high ceiling, a chandelier, and a seating area with a sofa and armchairs.
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 breakfast table with toast, muffins, sausages, and scrambled eggs.

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.
$64 nightly
$77 total
Sep 20 - Sep 21
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
A hotel room with a desk, chair, television, and a sofa.
A hotel room with a large bed, two bedside tables with lamps, a flat-screen TV, and a mirror.
An indoor swimming pool with clear water, marked depth lines, and safety signage.
A Holiday Inn hotel with a brick facade, multiple floors, and a covered entrance area.

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.
$81 nightly
$97 total
Aug 30 - Aug 31
Total with taxes and fees
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 modern bathroom with a large mirror, a sink, and a shower.

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 vacation vibes come alive poolside.
$65 nightly
$78 total
Aug 30 - Aug 31
Total with taxes and fees
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
Water park
Spa
4 stars

Hotels with pools and free breakfast in Windsor

A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.
An aerial view of a coastal area with a beach, dense forest, and a clear sky.
An indoor water park with a central pool, slides, and a seahorse ride.
A Holiday Inn Express hotel with a modern facade, large windows, and a well-maintained entrance area.

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
$97 nightly
$116 total
Sep 4 - Sep 5
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.
An indoor swimming pool with clear water, a tiled wall, and a bench near the pool.
A reception desk with a 'Welcome to the Heartland Province' sign, a wooden reception desk, a white reception desk, and a minibar refrigerator.
A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
$94 nightly
$113 total
Sep 6 - Sep 7
Total with taxes and fees
Hampton Inn & Suites by Hilton Windsor
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.
A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.
A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.
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
$106 nightly
$127 total
Sep 3 - Sep 4
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.
A modern hotel room with a sofa, a bed, a desk, and a large window offering a city view.
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.

Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
$110 nightly
$131 total
Sep 6 - Sep 7
Total with taxes and fees
Hyatt Place Windsor
A spacious lobby with a modern design, featuring a large seating area, a fireplace, and a bar/lounge area with a brick accent wall.
A bar area with a long counter, multiple stools, and a wine display.
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".

Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
Downtown Windsor
$88 nightly
$106 total
Sep 13 - Sep 14
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
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 laundry facility with two front-loading washing machines, a coin return slot, and a control panel.

Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall
Remington Park
$65 nightly
$78 total
Aug 30 - Aug 31
Total with taxes and fees
Super 8 by Wyndham Windsor/Dougall
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.
A spacious lobby with a high ceiling, a chandelier, and a seating area with a sofa and armchairs.
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 breakfast table with toast, muffins, sausages, and scrambled eggs.

Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
$64 nightly
$77 total
Sep 20 - Sep 21
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
A modern restaurant interior with booth seating, pendant lighting, and a counter area.
A hotel room with a desk, chair, television, and a sofa.
A Holiday Inn hotel with a brick facade, multiple floors, and a covered entrance area.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
$81 nightly
$97 total
Aug 30 - Aug 31
Total with taxes and fees
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

Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

10/10 Excellent
"Friendly stuff."
Magdalena 1-night trip
Posted 2 hours ago
Travelodge by Wyndham Windsor
Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor

10/10 Excellent
"This place was fantastic! Comfortable beds, private bathroom, and lots of kitchen space. Very clean and quiet. Staff were very efficient and pleasant. Would certainly stay here again!"
David 1-night trip
Posted 3 hours ago
Residence & Conference Centre - Windsor
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

8/10 Good
"Everything was great, pillows were quite old, needed replacing, although I had my own."
Shaun 2-night trip
Posted 4 hours ago
Hampton Inn & Suites by Hilton Windsor
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"I had a wonderful stay at this location and would highly recommend it to anyone looking for a comfortable and convenient place to stay.From the moment I arrived, the friendly staff made me feel incredibly welcome and looked after. The rooms were exceptionally clean, and I was really impressed by the fully stocked bathroom and the abundance of fresh towels provided.This location is in a prime location, making it easy to get around and explore the area. While the parking was located across the street, it was well worth the short walk for the convenience and quality of the stay. I will definitely be back!"
Danielle 1-night trip
Posted 1 day ago
Holiday Inn Express Windsor Waterfront by IHG
Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

8/10 Good
"Breakfast was really nice and lots of space in the breakfast room so not standing waiting for people to finish. The pool was great. Super clean and we had a great time."
Louise 1-night trip
Posted 4 days ago
Super 8 by Wyndham Windsor/Dougall

Frequently asked questions

What are the best hotels in Windsor with outdoor pools?
The DoubleTree by Hilton Windsor Hotel & Suites is a standout option for travellers seeking a refreshing outdoor pool experience. Rated 9.2 by guests, this 4-star hotel not only offers a beautiful, clean environment but also features an inviting indoor pool for year-round enjoyment. Families particularly appreciate the spacious rooms and the friendly, attentive staff, making it a comfortable choice for those traveling with children.Another excellent choice is the Holiday Inn Express Windsor Waterfront by IHG, which boasts an outdoor pool along with free breakfast options, ensuring a convenient start to your day. With a traveller rating of 8.6, guests often highlight the comfortable, clean rooms and the helpful service provided by the staff. Its prime location adds to its appeal, making it a great base for exploring Windsor.For those who prefer a more budget-friendly option, the Super 8 by Wyndham Windsor/Dougall is also equipped with an outdoor pool and offers free breakfast and WiFi. With a rating of 8.0, this hotel is known for its clean rooms and friendly staff, making it a practical choice for families looking for good value.
How much does a hotel with outdoor pool in Windsor cost?
Enjoy staying in a hotel in Windsor with an outdoor pool. You can find a great deal from $77 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are some of the best Windsor hotels with outdoor pools and scenic views?
The DoubleTree by Hilton Windsor Hotel & Suites is a fantastic option for travellers seeking outdoor pools and breathtaking views. This 4-star hotel boasts not only an inviting outdoor pool but also stunning river and water views that enhance your relaxation. Guests rave about the beautiful, clean rooms and the friendly, helpful staff, making it a top-rated choice with a review score of 9.2.Another great choice is the Holiday Inn Express Windsor Waterfront by IHG. This hotel features a delightful outdoor pool, along with comfortable suites that are superb for families. With a review score of 8.6, guests appreciate the complimentary breakfast and the convenient location, which provides lovely river views. Families will find the amenities convenient, making it an ideal spot for a memorable getaway.
Is it cheaper to book flights and a Windsor hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Windsor for you.

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