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 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

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 hotel room with a large bed, a desk, a TV, and a view of a city skyline.
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.
CA $63
CA $101 total
includes taxes & fees
Oct 12 - Oct 13
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 spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.
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 centre awaiting your arrival.
CA $126
CA $151 total
includes taxes & fees
Sep 20 - Sep 21
Best Western Plus Waterfront Hotel
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.

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.
CA $139
CA $166 total
includes taxes & fees
Sep 20 - Sep 21
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 bathroom with a large mirror, dual sinks, a toilet, and a glass shower enclosure.
A modern hotel lobby with a wooden ceiling, round tables, sofas, and a fireplace.
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.
CA $130
CA $156 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites by Hilton Windsor
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.
A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.
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.

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.
CA $147
CA $176 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Windsor Hotel & Suites
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.
CA $137
CA $164 total
includes taxes & fees
Sep 16 - Sep 17
Four Points by Sheraton Windsor Downtown
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.

7. Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
  • Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel.
CA $152
CA $182 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Windsor
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 breakfast table with toast, muffins, sausages, and scrambled eggs.
A gym with exercise equipment, dumbbells, and a treadmill.

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.
CA $88
CA $105 total
includes taxes & fees
Oct 4 - Oct 5
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.
CA $89
CA $106 total
includes taxes & fees
Sep 20 - Sep 21
Super 8 by Wyndham Windsor/Dougall
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
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.
A hotel room with a desk, chair, television, and a sofa.

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.
CA $91
CA $112 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
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.

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
CA $139
CA $166 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Windsor Waterfront by IHG
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.
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
CA $130
CA $156 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites by Hilton Windsor
An indoor swimming pool with a city view, lounge chairs, and a tiled deck.
A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.
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.

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
CA $147
CA $176 total
includes taxes & fees
Sep 20 - Sep 21
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
CA $152
CA $182 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Windsor
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 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
CA $88
CA $105 total
includes taxes & fees
Oct 4 - Oct 5
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 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
CA $89
CA $106 total
includes taxes & fees
Sep 20 - Sep 21
Super 8 by Wyndham Windsor/Dougall
An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.
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.
A hotel room with a desk, chair, television, and a sofa.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
CA $91
CA $112 total
includes taxes & fees
Oct 11 - Oct 12
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

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

10/10 Excellent
"Front clerk was very friendly. Nice touch they give you cookies upon check-in. Lovely river view, and very comfortable bed."
Rodney 1-night trip
Posted 6 hours ago
Best Western Plus Waterfront Hotel
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

8/10 Good
"-"
Humberto 3-night trip
Posted 11 hours ago
Travelodge by Wyndham Windsor
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

10/10 Excellent
"Good value"
Seyed Mohammadehsan 2-night trip
Posted 13 hours ago
Comfort Inn & Suites Ambassador Bridge
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

10/10 Excellent
"Great room. Helpful and friendly staff."
Matthew 1-night trip
Posted 14 hours ago
Hampton Inn & Suites by Hilton Windsor
Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

10/10 Excellent
"Pleasantly surprised"
Katherine 1-night trip
Posted 15 hours ago
Super 8 by Wyndham Windsor/Dougall
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

8/10 Good
"Though we had a view of the Detroit River & shoreline, we were aligned with the air conditioning system:("
Leisa 1-night trip
Posted 2 days ago
Holiday Inn Express Windsor Waterfront by IHG
SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

10/10 Excellent
"We will definitely come back here."
Maria 1-night trip
Posted 3 days 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
"Nice place and a resinable rate."
Brian 1-night trip
Posted 4 days ago
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

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 $101 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.
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.
How can I save on a hotel in Windsor with Expedia?
Before booking your Windsor hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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