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

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Check availability on Windsor Hotels with a Pool

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear views of a city skyline through large windows.
A modern building with a prominent Caesars sign, large windows, and a clean, white facade.
A bar area with multiple seating options, a wine rack, and a bar counter.
A building entrance with a statue, two benches, and a logo on the wall.

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.
$60 nightly
$72 total
Nov 23 - Nov 24
Total with taxes and fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
An indoor swimming pool with exercise equipment, a glass wall, and a view of the city.
A restaurant setting with round tables, chairs, and empty wine glasses.
A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.
A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.

2. 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.
$87 nightly
$104 total
Oct 27 - Oct 28
Total with taxes and fees
Best Western Plus Waterfront Hotel
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 spacious lobby with a reception desk, seating area, and a staircase leading to upper floors.
A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

3. 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.
$99 nightly
$119 total
Nov 2 - Nov 3
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.

4. 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.
$109 nightly
$130 total
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
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 living room with a fireplace, comfortable seating, and large windows.
A modern lobby with a sofa, chairs, and a reception desk.

5. Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
  • Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel.
$109 nightly
$130 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Windsor
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 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.

6. 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.
$100 nightly
$119 total
Nov 2 - Nov 3
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and a view of the outside through large windows.
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.
A modern lounge area with seating, a fireplace, and a television.
A gym with weightlifting equipment, a bench, and a staircase.

7. 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.
$93 nightly
$112 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites by Hilton Windsor
An indoor swimming pool with clear water, a diving board, and multiple umbrellas.
A bar area with multiple seating options and a television screen.
A modern hotel lobby with a reception desk, seating area, and a kitchen in the background.
A modern restaurant interior with round tables, chairs, and unique pendant lighting.

8. 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.
$71 nightly
$85 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
A swimming pool with a tiled deck, lounge chairs, and a view of the outdoors through large windows.
A lobby with seating areas, a fireplace, and a television.
An aerial view of a large estate with a main building, multiple parking areas, and extensive vineyard fields.
A modern breakfast area with a bakery section, yogurt and milk dispensers, and a clean, tiled floor.

9. Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Lakeshore
  • Splash into fun at this spotless hotel with an indoor pool perfect for family-friendly aquatic adventures.
$106 nightly
$119 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
A swimming pool with a shallow area marked, surrounded by a fence, with a building in the background.
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 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.
$57 nightly
$68 total
Nov 1 - Nov 2
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.
A spacious lobby with a reception desk, seating area, and a staircase leading to upper floors.
A hotel room with two beds, a desk with a chair, a lamp, and a city view.

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
$99 nightly
$119 total
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
A hotel room with a large bed, a wooden wardrobe, a flat-screen TV, a desk with a chair, and a view of a cityscape through the window.
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
$109 nightly
$130 total
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
A modern lounge area with seating, a fireplace, and a television.
An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and a view of the outside through large windows.
A gym with weightlifting equipment, a bench, and a staircase.
A reception desk with a 'Welcome to the Heartland Province' sign, a 'Hilton Honors' plaque, and a vending machine.

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
$93 nightly
$112 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites by Hilton Windsor
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
A bar area with multiple seating options and a television screen.
A modern hotel lobby with a reception desk, seating area, and a kitchen in the background.
A modern restaurant interior with round tables, chairs, and unique pendant lighting.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
$71 nightly
$85 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
A modern lobby with a sofa, chairs, and a reception desk.
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 living room with a fireplace, comfortable seating, and large windows.

Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
$109 nightly
$130 total
Nov 1 - Nov 2
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 breakfast bar with a refrigerated display, a coffee machine, and a microwave.
A living room with a fireplace, a sofa, a coffee table, and a TV.
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
$63 nightly
$76 total
Nov 22 - Nov 23
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
A modern living room with grey sofas, a stone accent wall, and large windows offering a view of the outdoors.
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.
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
$57 nightly
$68 total
Nov 1 - Nov 2
Total with taxes and fees
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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Find out more about Windsor

Discover top Windsor attractions

Windsor is a captivating destination that offers a blend of history and charm to adventurous travelers. Begin your exploration at the iconic castle that boasts stunning architecture and rich royal history, inviting you to delve into the lives of past monarchs. For the history enthusiasts, a stroll through the beautiful gardens surrounding this grand structure provides a serene escape while showcasing the area's natural beauty. Art lovers will appreciate the local galleries displaying contemporary and classic works, offering a glimpse into the vibrant creative scene. Thrill-seekers can enjoy scenic boat rides on the picturesque river, providing a unique perspective of the cityscape and the surrounding landscapes. Finally, indulge in the diverse culinary scene, where local eateries serve up gourmet delights, ensuring that even the most discerning palates are satisfied. Consider staying in the heart of Windsor, where you can easily access these attractions while enjoying high-quality accommodations and attentive service, making your getaway both comfortable and memorable.

Find the best pool hotels in Windsor

For travelers seeking a refreshing stay in Windsor with plenty of opportunities to take a dip, these hotels feature inviting pools and amenities that guarantee a relaxing experience.

Hyatt Place Windsor

  • Why it's great: Travelers will find the Hyatt Place Windsor a great fit, especially with its accessible indoor pool, perfect for all travelers. This 3-star hotel has earned a solid traveler review rating of 9 out of 10, ensuring comfort and convenience during your stay. The inviting atmosphere is complemented by spacious rooms and a focus on relaxation.
  • Other amenities: The hotel offers complimentary breakfast options, free Wi-Fi, and a sofa bed for additional comfort. There's also self-parking available at no cost, and housekeeping is provided daily. The hotel includes a designated area for smoking and features pet-friendly policies, making it accessible for all types of travelers.
  • Neighborhood: South Cameron
  • Nearby attractions: University of Windsor - 2 miles, Mic Mac Park Walking Trails Trailhead - 2 miles, Windsor Sculpture Park - 2 miles

Holiday Inn Express Windsor Waterfront by IHG

  • Why it's great: The Holiday Inn Express Windsor Waterfront is an ideal choice for travelers looking to unwind by the poolside. This budget-friendly hotel boasts an impressive indoor pool and sun loungers, making it a perfect spot to relax after a day of exploring. With a strong traveler review rating of 9 out of 10, it ensures a pleasant stay with comfortable accommodations, including suites with separate living areas and premium bedding.
  • Other amenities: Guests can enjoy complimentary breakfast daily, with options including a buffet spread. The hotel also features convenient amenities such as free Wi-Fi, housekeeping services, and a picturesque river view. For active travelers, onsite golf and other leisure activities are available, along with essential features like a microwave and pet-friendly options.
  • Neighborhood: Downtown Windsor
  • Nearby attractions: Windsor Riverfront - less than 1 mile, Windsor Community Museum - less than 1 mile

Four Points by Sheraton Windsor Downtown

  • Why it's great: The Four Points by Sheraton Windsor Downtown is perfect for travelers looking to enjoy a refreshing swim. With a highly rated indoor pool, this 3-star hotel provides a welcoming place for relaxation and leisure. Guests have rated it 9 out of 10, highlighting its comfortable amenities and convenient location in Downtown Windsor.
  • Other amenities: In addition to the pool, the hotel features premium bedding and a garden area for leisurely strolls. Guests can also enjoy complimentary breakfast for children, free Wi-Fi, and a range of room options, including suites. Housekeeping services are available daily, and the hotel is LGBTQIA welcoming, ensuring an inclusive atmosphere for all visitors.
  • Neighborhood: Downtown Windsor
  • Nearby attractions: Chrysler Theatre - less than 1 mile, Windsor Community Museum - less than 1 mile

Super 8 by Wyndham Windsor/Dougall

  • Why it's great: For budget-conscious travelers seeking a straightforward stay, the Super 8 by Wyndham Windsor/Dougall offers a welcoming place. While it may not have a dedicated pool, it provides a solid traveler review rating of 8 out of 10 and is conveniently located in Remington Park, making it a good base for exploring the area.
  • Other amenities: Guests can enjoy free breakfast options, including continental selections, and a pet-friendly policy for those traveling with furry companions. The hotel features complimentary Wi-Fi, daily housekeeping, and free self-parking. Additional amenities include a garden area and microwaves in rooms for added convenience.
  • Neighborhood: Remington Park
  • Nearby attractions: Devonshire Mall - 2 miles

Top Windsor Hotel Reviews

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

8/10 Good
"Breakfast was underwhelming. Food had been set out hours before and was not hot. There was a lot of variety though. No decaf coffee."
Donnalee 2-night trip
Posted less than an hour ago
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

10/10 Excellent
"Clean room. Nice staff. Would stay here again."
Robert 1-night trip
Posted less than an hour ago
Best Western Plus Waterfront Hotel
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"Everything was great! Especially Spago!"
Michael 1-night trip
Posted 2 hours ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

8/10 Good
"Clean, friendly staff. We didn’t use the pool. When we were checking in we could hear the laughter and noise, it was being enjoyed by others!!"
Amy 1-night trip
Posted 4 hours ago
Comfort Inn & Suites Ambassador Bridge
SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

10/10 Excellent
"Good"
Calvin 1-night trip
Posted 16 hours ago
SureStay Plus by Best Western Windsor
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

8/10 Good
"Great accommodations. Will return..."
George 1-night trip
Posted 20 hours ago
DoubleTree by Hilton Windsor Hotel & Suites
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

8/10 Good
"The hotel was in a great location and the room was in great shape. The only reason I gave it a 4 instead of a 5 was the room was really warm. When we arrived the room was set at 72 we lowered the temp to 67 to cool it off but it never did. We got into the room late close to 11 pm and changed the temperature right away in the morning the room was still 71. I know not a huge deal just made it hard to sleep as it felt hot all night."
Brian 1-night trip
Posted 1 day ago
Holiday Inn Express Windsor Waterfront by IHG

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 $72 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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