Book Windsor Hotels with Pools from CA $96

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Our top choices for Windsor hotels with a pool

An indoor swimming pool with clear views of a city skyline through large windows.

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

Luxurious indoor pool retreat awaits at this riverside hotel with casino excitement.

CA $110 total

includes taxes & fees

Nov 2 - Nov 3

An indoor swimming pool with blue and white tiled walls, a clear pool edge, and two tables with chairs.

2. 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 $172 total

includes taxes & fees

Nov 1 - Nov 2

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.

3. DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

Float in luxury at this riverside indoor pool with comfortable loungers and city views.

CA $182 total

includes taxes & fees

Nov 2 - Nov 3

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.

4. Best Western Plus Waterfront Hotel

Downtown Windsor

Splash into panoramic riverfront relaxation with indoor pool, sauna, and fitness centre awaiting your arrival.

CA $145 total

includes taxes & fees

Oct 29 - Oct 30

An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and a view of the outside through large windows.

5. 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 $157 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area with tables.

6. Comfort Inn & Suites Ambassador Bridge

South Cameron

Refreshing pool offers ideal retreat after Detroit exploration, with lounges for complete relaxation.

CA $106 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear water, orange lounge chairs, and a modern ceiling design.

7. Hyatt Place Windsor

South Cameron

Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel.

CA $182 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

8. 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 $167 total

includes taxes & fees

Nov 2 - Nov 3

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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

A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

Holiday Inn Express Windsor Waterfront by IHG

Downtown Windsor

CA $172 total

includes taxes & fees

Nov 1 - Nov 2

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

CA $182 total

includes taxes & fees

Nov 2 - Nov 3

A modern lounge area with seating, a fireplace, and a television.

Hampton Inn & Suites by Hilton Windsor

South Cameron

CA $157 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear markings, a sunroof, and a sign indicating shallow water.

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Sandwich

CA $120 total

includes taxes & fees

Nov 1 - Nov 2

Comfort Inn & Suites Ambassador Bridge

South Cameron

CA $106 total

includes taxes & fees

Nov 22 - Nov 23

A modern living room with grey sofas, a stone accent wall, and large windows offering a view of the outdoors.

Super 8 by Wyndham Windsor/Dougall

Remington Park

CA $96 total

includes taxes & fees

Nov 1 - Nov 2

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Find out more about Windsor

Discover top Windsor attractions

Windsor offers a delightful array of experiences that cater to adventurous travellers seeking quality and convenience. Begin your journey with a visit to the grand riverside promenade, perfect for leisurely strolls with stunning views that change with the seasons. Next, immerse yourself in history at the captivating art gallery showcasing local and international artists, where you can spend hours exploring thought-provoking exhibits. For those craving a bit of thrill, why not embark on a guided exploration of the scenic waterways? Kayaking or paddleboarding provides a unique perspective of the area while allowing you to connect with nature. Afterward, unwind in one of the charming local cafés, where you can savor artisanal coffees and freshly baked pastries, perfect for recharging before your next adventure. Don’t forget to indulge in some retail therapy at the boutique shops that line the streets, offering unique finds and handcrafted goods. With plenty of luxurious accommodations nearby, you can easily retreat to a comfortable hotel that perfectly suits your high expectations, ensuring your stay in Windsor is both enjoyable and memorable.

Find the best pool hotels in Windsor

For travellers looking to unwind in Windsor, these hotels feature inviting pool options that provide the perfect setting for relaxation and fun.

Hyatt Place Windsor

Why it's great: Hyatt Place Windsor stands out for its accessible indoor pool, making it a perfect spot for travelers seeking to enjoy some swimming while on vacation. With a traveler review rating of 9 out of 10, this 3-star hotel features a range of amenities that cater to comfort and convenience, including a spacious layout with a sofa bed option in select rooms.
Other amenities: Guests can indulge in a complimentary daily breakfast, which includes a buffet option. The hotel also offers free WiFi, daily housekeeping, and free self-parking, ensuring a straightforward stay. With air conditioning and premium bedding, travelers can relax in style, and pet-friendly accommodations allow for furry companions to join in on the fun.
Neighborhood: South Cameron
Nearby attractions: University of Windsor - 2.5 km, Mic Mac Park Walking Trails Trailhead - 2.5 km, Windsor Sculpture Park - 3.9 km

Holiday Inn Express Windsor Waterfront by IHG

Why it's great: Holiday Inn Express Windsor Waterfront is an excellent choice for those wanting to enjoy a refreshing pool experience during their stay. With a strong traveler review rating of 9 out of 10, this budget-friendly hotel features an indoor pool complemented by sun loungers, creating an ideal atmosphere for relaxation after a day of exploring. Guests will appreciate the stunning river views and the comfort of premium bedding in the premium suites.
Other amenities: In addition to its fantastic pool, the hotel offers complimentary breakfast to kickstart the day, along with free toiletries and daily housekeeping for added convenience. For those interested in outdoor activities, the hotel has onsite golf facilities. The hotel also provides WiFi access, ensuring travelers can stay connected, and offers free services for children, making it a comfortable stay for families.
Neighborhood: Downtown Windsor
Nearby attractions: Windsor Riverfront - 0.2 km, Windsor Community Museum - 0.3 km

Four Points by Sheraton Windsor Downtown

Why it's great: Four Points by Sheraton Windsor Downtown is an inviting option for those who prioritize pool access, featuring an indoor pool for a refreshing swim. With a review rating of 9 out of 10, this 3-star hotel combines comfort with convenience, offering a relaxing environment for travelers looking to unwind after a busy day.
Other amenities: Beyond the pool, travelers can enjoy daily housekeeping and complimentary toiletries for a comfortable stay. The hotel features a garden area, ideal for leisurely strolls, and offers free WiFi access. Families will appreciate the availability of cribs and child-friendly breakfast options. The option for connecting rooms and suites adds flexibility for larger groups or families.
Neighborhood: Downtown Windsor
Nearby attractions: Windsor Riverfront - 0.4 km, Chrysler Theatre - 0.4 km, Ontario Travel Information Centre - Windsor - 0.4 km

Super 8 by Wyndham Windsor/Dougall

Why it's great: Super 8 by Wyndham Windsor/Dougall offers a cozy stay with various amenities, even without a dedicated pool feature. With a review rating of 8 out of 10, this budget-friendly option provides a welcoming atmosphere for travelers seeking a simple getaway with essential comforts.
Other amenities: The hotel offers complimentary breakfast daily, along with free WiFi to keep travelers connected. Additional features include daily housekeeping and free toiletries for added convenience. With free parking available for RVs, buses, and trucks, this hotel caters to a variety of travellers. The garden area provides a pleasant outdoor space to relax, while pet-friendly accommodations ensure that furry friends are welcome.
Neighborhood: Remington Park
Nearby attractions: Devonshire Mall - 2.5 km

Top Windsor Hotel Reviews

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent

"This Caesars property is one of the best I have stayed at. The rooms are large and clean. Good amenities in the casino. We went on Sunday evening so food options were limited but Tim Horton’s was good. Really impressed with the gaming floor. A lot of slot machine options. Piece of advice. if your staying overnight use the Valet for parking. The walk from self park is FAR and the Valet drop-off has its own elevator that is right next to the Hotel Check-in. Will stay here again when in the area."

Travelodge by Wyndham Windsor

10/10 Excellent

"The rooms were clean, and the in-room jacuzzi was a nice bonus! Breakfast had a decent selection, including cereal, yogurt, bagels, toast, donuts, muffins, and a pancake machine. The price was very reasonable, and parking was decent. Staff was friendly and helpful. Overall, it was a good stay for the price, and I would definitely stay here again!"

Holiday Inn Express Windsor Waterfront by IHG

8/10 Good

"The hotel was in a great location and the room was in great shape. The only reason I gave it a 4 instead of a 5 was the room was really warm. When we arrived the room was set at 72 we lowered the temp to 67 to cool it off but it never did. We got into the room late close to 11 pm and changed the temperature right away in the morning the room was still 71. I know not a huge deal just made it hard to sleep as it felt hot all night."

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 $96 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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Check availability on Windsor Hotels with a Pool

Our top choices for Windsor hotels with a pool

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

2. Holiday Inn Express Windsor Waterfront by IHG