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 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 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.
$59 nightly
$71 total
Nov 16 - Nov 17
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 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.
A hotel room with a bed, a desk, a TV, a sofa, and a view of the city.

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.
$82 nightly
$99 total
Oct 26 - Oct 27
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.
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.
Room

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.
$98 nightly
$117 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 restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.
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.

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.
$107 nightly
$128 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 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.
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.
$107 nightly
$128 total
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Place Windsor
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A bar area with a long counter, multiple stools, and a wine display.
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.

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.
$98 nightly
$117 total
Oct 26 - Oct 27
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 a sofa, a small table, a bedside table with a phone, a lamp, and a bed.
A modern bathroom with a toilet, sink, and shower.
A modern restaurant interior with a long communal table, bar seating, and a casual dining area.

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.
$92 nightly
$110 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 hotel room with a large bed, two bedside tables with lamps, a flat-screen TV, and a mirror.
A spacious lobby with a polished granite floor, a reception desk, and a chandelier.
A hotel room with a desk, chair, television, and a sofa.

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.
$68 nightly
$81 total
Oct 25 - Oct 26
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 hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table, and a window with curtains.
A modern office space with a desk, chair, and a large flat-screen TV mounted on the wall.
A Holiday Inn Express hotel with a modern facade, multiple floors, and a well-lit entrance.

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.
$104 nightly
$116 total
Nov 15 - Nov 16
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 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.
$56 nightly
$67 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 hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.
A modern bathroom with a wooden vanity, a green chair, a desk, and a large mirror.
A conference room with blue chairs, a podium, a flat-screen TV, and a coffee station.
A modern hotel room with a sofa, desk, and kitchenette.

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
$92 nightly
$110 total
Nov 1 - Nov 2
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 restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.
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.

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
$107 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.
An indoor water park with a central pool, slides, and a seahorse ride.
An aerial view of a coastal area with a beach, dense forest, and a clear sky.
Room

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
$98 nightly
$117 total
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
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 gym with exercise equipment, dumbbells, and a treadmill.
A spacious living room with a blue carpet, two armchairs, a sofa, a coffee table, and a flat-screen TV mounted on the wall.

Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
$62 nightly
$74 total
Nov 8 - Nov 9
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.
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 living room with a fireplace, comfortable seating, and large windows.

Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
$107 nightly
$128 total
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Place Windsor
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 spacious lobby with a polished granite floor, a reception desk, and a chandelier.
A hotel room with a desk, chair, television, and a sofa.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
$68 nightly
$81 total
Oct 25 - Oct 26
Total with taxes and fees
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 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
$56 nightly
$67 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.
View all properties

Top Windsor Hotel Reviews

Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

8/10 Good
"Good budget hotel"
Stephen 1-night trip
Posted 5 hours ago
Travelodge by Wyndham Windsor
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"very nice they have to update the GPS for the checking to get to the right place is a little complicated when you're driving to find it the right place to check in"
Pedro 1-night trip
Posted 5 hours ago
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

10/10 Excellent
"Rooms were clean"
Daman 1-night trip
Posted 17 hours ago
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

8/10 Good
"Property is good value money. I only have a minor beef which is one of the stairwells has a very strong scent of mold which actually takes your breath away. I believe it’s from the lack of airflow and moisture being introduced while cleaning."
John 1-night trip
Posted 1 day ago
Super 8 by Wyndham Windsor/Dougall
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"The room was clean however there were some areas that needed more attention"
Peter 1-night trip
Posted 2 days ago
Holiday Inn Express Windsor Waterfront by IHG
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

8/10 Good
"Staff was great Room was clean and in Good condition"
Mark 1-night trip
Posted 2 days ago
Hampton Inn & Suites by Hilton Windsor

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 $67 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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