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

Find Hotels with a Pool in Windsor

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Check availability on Windsor Hotels with a Pool

Tonight
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Windsor hotels with a pool

Pool
Restaurant
Room Type Assigned on Arrival
Parking

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.
$72 nightly
$87 total
Sep 7 - Sep 8
Total with taxes and fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Pool
Interior
Point of interest
Front of property - evening/night

2. 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.
$104 nightly
$124 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
Fitness facility
Exterior
Lobby
Room

3. 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.
$91 nightly
$109 total
Sep 13 - Sep 14
Total with taxes and fees
Best Western Plus Waterfront Hotel
Pool
Exterior
Meeting facility
Studio Suite, 1 King Bed (Water View)

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.
$106 nightly
$127 total
Sep 17 - Sep 18
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
Pool
Lobby
Fitness facility
Bathroom shower

5. 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.
$94 nightly
$113 total
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn & Suites by Hilton Windsor
Pool
Exterior
Lobby
Lobby

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
Sep 13 - Sep 14
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
Pool
Room
Lobby sitting area
Lobby sitting area

7. Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
  • Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel.
$110 nightly
$132 total
Sep 13 - Sep 14
Total with taxes and fees
Hyatt Place Windsor
Pool
Lobby
Lobby sitting area
Breakfast area

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.
$63 nightly
$76 total
Oct 4 - Oct 5
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
Outdoor pool
Room
Lobby
Bathroom

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.
$65 nightly
$78 total
Sep 10 - Sep 11
Total with taxes and fees
Super 8 by Wyndham Windsor/Dougall
Pool
Interior
Restaurant
Room

10. 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.
$75 nightly
$90 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
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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

Lobby
Fitness facility
Pool
Room

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
$94 nightly
$113 total
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn & Suites by Hilton Windsor
Front of property - evening/night
Interior
Point of interest
Point of interest

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
$104 nightly
$124 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Windsor Waterfront by IHG
Bar (on property)
Pool
Lobby sitting area
Room

Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
$110 nightly
$132 total
Sep 13 - Sep 14
Total with taxes and fees
Hyatt Place Windsor
Pool
Exterior
Meeting facility
Studio Suite, 1 King Bed (Water View)

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
$106 nightly
$127 total
Sep 17 - Sep 18
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
Pool
Lobby
Lobby sitting area
Breakfast area

Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
$63 nightly
$76 total
Oct 4 - Oct 5
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
Lobby
Fitness facility
Lobby
Laundry room

Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall
Remington Park
$65 nightly
$78 total
Sep 10 - Sep 11
Total with taxes and fees
Super 8 by Wyndham Windsor/Dougall
Pool
Room
Exterior
Pool

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
$75 nightly
$90 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
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

Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

10/10 Excellent
"Was honestly surprised by how nice this room was. I expected more of a dive motel but it ended up being the nicest hotel/motel room me and my friends have ever stayed in. I highly recommend the 3 bed rooms. It was very spacious with two tvs, cool led lights, and a nice bathroom. I’ve stayed in lots of hotel rooms which, which are typically a lot smaller and outdated. This blew all my expectations honestly 10/10. Lady who I checked in with was also nice."
Conley 1-night trip
Posted 7 hours ago
Super 8 by Wyndham Windsor/Dougall
SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

10/10 Excellent
"Great"
Anonymous traveler 1-night trip
Posted 10 hours ago
SureStay Plus by Best Western Windsor
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

8/10 Good
"Good"
Vaheed 2-night trip
Posted 1 day ago
Comfort Inn & Suites Ambassador Bridge
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

10/10 Excellent
"Breakfast was not good, rest its a good economical place."
Vrunal 1-night trip
Posted 1 day ago
Travelodge by Wyndham Windsor
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

8/10 Good
"After a smooth check in we enter our room and there was a issue with the air conditioning. Staff immediately up graded our room to a suite. Our second room was perfect and clean."
Sandra 1-night trip
Posted 2 days ago
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

10/10 Excellent
"Good starting"
Ishtiaque 1-night trip
Posted 3 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 $76 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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