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
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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.
$65 nightly
$78 total
Oct 12 - Oct 13
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 tall building with a modern design, a restaurant named 'River Room' at the base, and a distinctive logo on the facade.
A hotel room with a bed, a desk, a TV, a sofa, 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.

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.
$89 nightly
$107 total
Sep 30 - Oct 1
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 modern hotel lobby with a reception desk, seating area, and a staircase leading to an upper level.
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.
$101 nightly
$121 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
An indoor swimming pool with clear water, a tiled wall, and a bench near the pool.
A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.
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.

4. 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.
$84 nightly
$101 total
Oct 23 - Oct 24
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 restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.
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.

5. 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.
$113 nightly
$135 total
Oct 4 - Oct 5
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
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 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.

6. 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.
$67 nightly
$80 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
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 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.

7. 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.
$97 nightly
$117 total
Sep 28 - Sep 29
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
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 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.
$60 nightly
$72 total
Oct 11 - Oct 12
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
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 hotel room with a bed, a desk, a chair, a sofa, a TV, and a wardrobe.
A modern kitchen with a granite island, pendant lights, and a stone backsplash.

9. 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.
$64 nightly
$76 total
Sep 27 - Sep 28
Total with taxes and fees
Super 8 by Wyndham Windsor/Dougall
An outdoor swimming pool area with lounge chairs and a covered seating area.
A modern living room with a brown sectional sofa, a small white dog, and a kitchen in the background with dark cabinets and stainless steel appliances.
A modern living room with a sectional sofa, a flat-screen TV above a fireplace, and a large abstract painting on the wall.
A spacious room with dark wooden flooring, a yellow rug, and a large potted plant.

10. Modern Spacious 1 bedroom and a den home (Lower Unit)

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
$300 nightly
$339 total
Sep 25 - Sep 26
Total with taxes and fees
Modern Spacious 1 bedroom and a den home (Lower Unit)
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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 modern hotel lobby with a reception desk, seating area, and a staircase leading to an upper level.
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
$101 nightly
$121 total
Oct 25 - Oct 26
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.
A gym with weightlifting equipment, a bench, and a treadmill.
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.

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
$84 nightly
$101 total
Oct 23 - Oct 24
Total with taxes and fees
Hampton Inn & Suites by Hilton Windsor
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.
An indoor swimming pool with clear water, orange lounge chairs, and a modern ceiling design.

Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
$108 nightly
$129 total
Oct 4 - Oct 5
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 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.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
$67 nightly
$80 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 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 breakfast table with toast, muffins, sausages, and scrambled eggs.

Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
$60 nightly
$72 total
Oct 11 - Oct 12
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
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 restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.
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.

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
$113 nightly
$135 total
Oct 4 - Oct 5
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
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 modern gym with treadmills, weight machines, and free weights.
A hotel room with a bed, a desk, a chair, a sofa, a TV, and a wardrobe.

Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall
Remington Park
$64 nightly
$76 total
Sep 27 - Sep 28
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

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"The riverside view was beautiful. The hotel's indoor accommodations were excellent in all respects. The one problem was their inadequate parking area for travelers. If you don't get there early, you won't get a parking spot because their parking lot has a very limited amount of spots. Plus, there aren't a variety of choices in the immediate area."
Patricia 1-night trip
Posted 2 hours ago
Holiday Inn Express Windsor Waterfront by IHG
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

10/10 Excellent
"Great hotel and excellent customer service!"
Sana 2-night trip
Posted 2 hours ago
Comfort Inn & Suites Ambassador Bridge
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

10/10 Excellent
"Friendly staff Cleanest rooms Easy parking Walking distance to place excellent"
Kevin 1-night trip
Posted 4 hours ago
Best Western Plus Waterfront Hotel
SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

8/10 Good
"In the night there is no availability of water"
Alberto 2-night trip
Posted 2 days ago
SureStay Plus by Best Western Windsor
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

10/10 Excellent
"Everything was great..only a better breakfast selection is needed."
Peter 1-night trip
Posted 2 days ago
Travelodge by Wyndham Windsor
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

10/10 Excellent
"Nice room, very clean. Pool was not the cleanest and the hot tub wasn't operational. Very disappointing."
Bev 3-night trip
Posted 3 days ago
Holiday Inn & Suites Windsor Ambassador Bridge 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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