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 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 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.
$71 nightly
$85 total
Oct 27 - Oct 28
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 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.

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.
$83 nightly
$99 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.
Room
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.

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
$118 total
Nov 4 - Nov 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 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.

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.
$108 nightly
$129 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.
$107 nightly
$129 total
Nov 8 - Nov 9
Total with taxes and fees
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 modern lobby with a fireplace, seating area, and a pantry.

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.
$99 nightly
$118 total
Oct 25 - Oct 26
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
An indoor swimming pool with a tiled floor, a blue wall, and a white railing.
A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.
A gym with treadmills, an elliptical, and a stationary bike, featuring a motivational wall and large windows.
A modern bathroom with a toilet, sink, and shower.

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
$111 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 spacious lobby with a polished granite floor, a reception desk, and a chandelier.
A hotel room with a large bed, two bedside tables with lamps, a flat-screen TV, and a mirror.
A modern restaurant interior with booth seating, pendant lighting, and a counter area.

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
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 modern bathroom with a glass shower enclosure, a white sink with a mirror above, and two white towels hanging on the wall.
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.

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.
$105 nightly
$118 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 bathroom with a large mirror, a sink, and a shower.
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 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.
Room
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.

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
$98 nightly
$118 total
Nov 4 - Nov 5
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
A gym with treadmills, an elliptical, and a stationary bike, featuring a motivational wall and large windows.
A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.
An indoor swimming pool with a tiled floor, a blue wall, and a white railing.
A modern dining area with a central island, seating arrangements, and a kitchen in the background.

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
$93 nightly
$111 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 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
$108 nightly
$129 total
Nov 1 - Nov 2
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.
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
$107 nightly
$129 total
Nov 8 - Nov 9
Total with taxes and fees
Hyatt Place Windsor
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
A spacious lobby with a polished granite floor, a reception desk, and a chandelier.
A hotel room with a large bed, two bedside tables with lamps, a flat-screen TV, and a mirror.
A modern restaurant interior with booth seating, pendant lighting, and a counter area.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
$71 nightly
$85 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.
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 modern kitchen with a stainless steel refrigerator, a microwave, a coffee maker, and a dishwasher.
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 15 - Nov 16
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 modern laundry facility with two front-loading washing machines, a coin return slot, and a control panel.
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
$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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Top Windsor Hotel Reviews

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent
"Clean room, excellent service"
Tammy 1-night trip
Posted 1 hour 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
"The staff were very helpful and nice The breakfast included was more than we expected Parking was great The rooms were very clean and everything was in working order"
Brenda 1-night trip
Posted 2 hours ago
Holiday Inn Express Windsor Waterfront by IHG
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

10/10 Excellent
"."
Levi 3-night trip
Posted 5 hours ago
Best Western Plus Waterfront Hotel
SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

10/10 Excellent
"My husband and I were at the Hotel basically to have a great place to sleep with an excellent breakfast. Our room was pleasant and very clean. The mattress for our Queen bed was superb. Every time we go to Windsor, we always stay here. The young lady at the front desk could not have been more pleasant. Thank you all!"
GERALD 1-night trip
Posted 1 day ago
SureStay Plus by Best Western Windsor
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

8/10 Good
"Room was clean, well maintained. Cleaning staff very polite. My only concern would’ve been if there was coffee available in the lobby."
Andre 4-night trip
Posted 1 day ago
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

10/10 Excellent
"Had a good stay, albeit I was only there for 12 hours. I booked the room with three queen beds and it was a very large room. Beds were good and the room was clean. All in all a great motel experience"
Christopher 1-night trip
Posted 1 day ago
Super 8 by Wyndham Windsor/Dougall
Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown

10/10 Excellent
"Room was clean and staff was very helpful and friendly"
Doug 1-night trip
Posted 1 day ago
Four Points by Sheraton Windsor Downtown
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

10/10 Excellent
"The hotel was clean simple and everything we needed. The staff was really great. Great value stay"
Alexi 2-night trip
Posted 1 day ago
Travelodge by Wyndham 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 $68 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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