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 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear views of a city skyline through large windows.
A bar area with multiple seating options, a wine rack, and a bar counter.
A building entrance with a statue, two benches, and a logo on the wall.
A modern building with a prominent Caesars sign, large windows, and a clean, white facade.

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
Oct 28 - Oct 29
Total with taxes and fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
An indoor swimming pool with clear water, a tiled wall, and a bench near the pool.
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.
A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.

2. 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 blue and white tiled walls, a clear pool edge, and two tables with chairs.
A modern hotel lobby with a reception desk, seating area, and a staircase leading to an upper level.
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
Oct 24 - Oct 25
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 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.
A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.
A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.

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.
$112 nightly
$135 total
Oct 11 - Oct 12
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
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 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.

5. 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.
$92 nightly
$110 total
Sep 30 - Oct 1
Total with taxes and fees
Best Western Plus Waterfront Hotel
An indoor swimming pool with clear water, orange lounge chairs, and a modern ceiling design.
A modern lobby with a sofa, chairs, and a reception desk.
A modern hotel room with a sofa, a bed, a desk, and a large window offering a city view.
A modern bar area with a flat-screen TV, bar stools, and shelves stocked with snacks.

6. 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
Oct 5 - Oct 6
Total with taxes and fees
Hyatt Place Windsor
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 breakfast table with toast, muffins, sausages, and scrambled eggs.
A gym with exercise equipment, dumbbells, and a treadmill.

7. 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.
$61 nightly
$73 total
Oct 25 - Oct 26
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
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.
A multi-story hotel with a prominent signage reading "FOUR POINTS BY SHERATON".

8. 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.
$108 nightly
$129 total
Oct 4 - Oct 5
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
A modern restaurant interior with booth seating, pendant lighting, and a counter area.
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.

9. 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 4 - Oct 5
Total with taxes and fees
Holiday Inn & Suites Windsor Ambassador Bridge 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.
$64 nightly
$76 total
Sep 30 - Oct 1
Total with taxes and fees
Super 8 by Wyndham Windsor/Dougall
View all properties

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.
A modern hotel lobby with a reception desk, seating area, and a staircase leading to an upper level.
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
Oct 24 - Oct 25
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 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.
A gym with weightlifting equipment, a bench, and a treadmill.

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 living room with a fireplace, comfortable seating, and large windows.
An indoor swimming pool with clear water, orange lounge chairs, and a modern ceiling design.
A modern lobby with a sofa, chairs, and a reception desk.

Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
$107 nightly
$129 total
Oct 5 - Oct 6
Total with taxes and fees
Hyatt Place Windsor
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.
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.
A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.
A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
$112 nightly
$135 total
Oct 11 - Oct 12
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 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
$64 nightly
$76 total
Sep 30 - Oct 1
Total with taxes and fees
Super 8 by Wyndham Windsor/Dougall
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 breakfast table with toast, muffins, sausages, and scrambled eggs.
A gym with exercise equipment, dumbbells, and a treadmill.

Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
$61 nightly
$73 total
Oct 25 - Oct 26
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
A modern restaurant interior with booth seating, pendant lighting, and a counter area.
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
$68 nightly
$81 total
Oct 4 - Oct 5
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.
View all properties

Top Windsor Hotel Reviews

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent
"I was so pleased when my niece and I got to your hotel we were greeted warmly with bright smiles. Our room was fabulous. It was clean and it was inviting my niece and I had a great girls day. We went to Tom Jones and it was a blast. We plan to come back for other concerts and use the same hotel yours. Your staff is friendly. Breakfast was amazing and the clean environment with a happy faces very attentive. I walked away just overjoyed that my niece and I had a fabulous fabulous time and had a great stay in your hotel. Our room was terrific. Thank you again. Your staff is perfect."
Shelly 1-night trip
Posted 3 hours ago
Holiday Inn Express Windsor Waterfront by IHG
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

10/10 Excellent
"Great location. Beautiful river view from our room. Would definitely stay again. Hotel was undergoing renovations but no issues during our stay."
Monica 2-night trip
Posted 5 hours ago
Best Western Plus Waterfront Hotel
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

8/10 Good
"Very brief stay. The coffee was good"
Jason 1-night trip
Posted 7 hours ago
Comfort Inn & Suites Ambassador Bridge
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

10/10 Excellent
"Clean room and friendly staff."
Maria F 1-night trip
Posted 9 hours ago
DoubleTree by Hilton Windsor Hotel & Suites
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

8/10 Good
"Room clean"
Sheila 1-night trip
Posted 20 hours 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 $71 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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