Find Hotels with a Pool in Windsor from CA $125

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Check availability on Windsor Hotels with a Pool

Tonight
Apr 25 - Apr 26
Tomorrow
Apr 26 - Apr 27
Next weekend
May 1 - May 3
In two weeks
May 8 - May 10

Our top choices for Windsor hotels with a pool

Indoor pool

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination
4.0 star property
City Centre
8.6 out of 10, Excellent, (3,205 reviews)
  • cleanliness
    Luxurious indoor pool retreat awaits at this riverside hotel with casino excitement.
The price is CA $159
CA $215 total
includes taxes & fees
Apr 27 - Apr 28
Caesars Windsor - A Caesars Rewards Destination
Indoor pool

Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (582 reviews)
  • cleanliness
    Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel.
The price is CA $161
CA $193 total
includes taxes & fees
May 4 - May 5
Hyatt Place Windsor
Outdoor pool, a heated pool

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

Modern Spacious 1 bedroom and a den home (Lower Unit)
Roseland
8.4 out of 10, Very good, (6 reviews)
The price is CA $225
CA $483 total
includes taxes & fees
Apr 26 - Apr 27
Modern Spacious 1 bedroom and a den home (Lower Unit)
Indoor pool, sun loungers

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1,080 reviews)
  • cleanliness
    Float in luxury at this riverside indoor pool with comfortable loungers and city views.
The price is CA $123
CA $148 total
includes taxes & fees
May 10 - May 11
DoubleTree by Hilton Windsor Hotel & Suites
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
2.5 star property
Downtown Windsor
8.6 out of 10, Excellent, (1,363 reviews)
  • cleanliness
    Relaxation awaits at the indoor pool area where scenic river views complement every refreshing swim and poolside lounge.
The price is CA $144
CA $172 total
includes taxes & fees
May 3 - May 4
Holiday Inn Express Windsor Waterfront by IHG
Indoor pool

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
2.5 star property
South Cameron
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into a rejuvenating swim experience at this indoor pool sanctuary, open from early morning until late evening.
The price is CA $130
CA $156 total
includes taxes & fees
May 7 - May 8
Hampton Inn & Suites by Hilton Windsor
1 bedroom, premium bedding, down comforters, pillowtop beds

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.2 out of 10, Very good, (1,006 reviews)
  • cleanliness
    Splash into panoramic riverfront relaxation with indoor pool, sauna, and fitness centre awaiting your arrival.
The price is CA $105
CA $125 total
includes taxes & fees
Apr 27 - Apr 28
Best Western Plus Waterfront Hotel
Indoor pool

Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
3.0 star property
Downtown Windsor
8.6 out of 10, Excellent, (866 reviews)
  • cleanliness
    Dive into refreshing aquatic bliss at this downtown hotel with an indoor pool that beckons year-round.
The price is CA $142
CA $170 total
includes taxes & fees
May 3 - May 4
Four Points by Sheraton Windsor Downtown
Indoor pool

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
3.5 star property
Sandwich
7.4 out of 10, Good, (1,003 reviews)
  • cleanliness
    Relax at this Windsor hotel with pool, hot tub, and sauna near Ambassador Bridge and Caesars Casino.
The price is CA $118
CA $146 total
includes taxes & fees
May 3 - May 4
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Interior

Clean and spacious 3BR DT Windsor Laundry and parking

Clean and spacious 3BR DT Windsor Laundry and parking
City Centre
The price is CA $94
CA $357 total
includes taxes & fees
Apr 30 - May 1
Clean and spacious 3BR DT Windsor Laundry and parking
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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Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Hotels with pools and free breakfast in Windsor

Bar (on property)
Hyatt Place Windsor

Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (582)
The price is CA $161
CA $193 total
includes taxes & fees
May 4 - May 5
Hyatt Place Windsor
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

SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

6/10 Okay
"Average breakfast. Surely can be better. Good cleanliness. The office chair in my room was ripped. The checkout time was 11 and at 11:10 I get a call from the receptionist to remind me to checkout. This has never happened to me before. When I said I will take 15 minutes more, her reaction was as if I said 15 hours. Quite disappointing experience."
Nishant 1-night trip
Posted 7 hours ago
SureStay Plus by Best Western Windsor

Frequently asked questions

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 CA $125 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 an excellent choice for travellers seeking outdoor pools combined with stunning views. This 4-star hotel boasts an inviting outdoor pool area where guests can relax on sun loungers while soaking in picturesque river views. With a remarkable traveller rating of 9.0, guests frequently praise the beautiful and clean rooms, friendly staff, and the hotel's great location, which truly enhances the overall experience.

Another fantastic option is the Holiday Inn Express Windsor Waterfront by IHG. Known for its comfortable accommodations, this hotel also features an outdoor pool and offers spectacular views of the river. With a great rating of 8.6, families appreciate the complimentary breakfast and the helpful service provided by the staff. The convenient location makes it an ideal base for exploring Windsor while enjoying the scenic beauty it has to offer.

Both hotels not only provide outdoor pool access but also create a family-friendly atmosphere, ensuring a pleasant stay for those traveling with children.
Is it cheaper to book flights and a hotel in Windsor 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 travel package.
How can I save on a hotel in Windsor with Expedia?
Before booking your Windsor hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
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 with an outdoor pool in Windsor for you.

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