The Best Windsor Hotels with Pools from $77 - Hotels with indoor pools in Windsor

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

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Our top choices for Windsor hotels with a pool

6 restaurants; breakfast, lunch, dinner, and brunch served

FORUM TOWER , JUNIOR SUITE KING | Premium bedding, pillowtop beds, in-room safe, desk

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

City Centre

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

$68 nightly

$81 total

Sep 7 - Sep 8

Total with taxes and fees

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Standard Room, 2 Queen Beds, River View | Premium bedding, pillowtop beds, in-room safe, desk

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.

$97 nightly

$117 total

Sep 4 - Sep 5

Total with taxes and fees

1 bedroom, premium bedding, down comforters, pillowtop beds

3. Best Western Plus Waterfront Hotel

Downtown Windsor

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

$98 nightly

$117 total

Aug 31 - Sep 1

Total with taxes and fees

Studio Suite, 1 King Bed (Water View) | Down comforters, pillowtop beds, in-room safe, desk

4. DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

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

$107 nightly

$128 total

Aug 31 - Sep 1

Total with taxes and fees

Desk, blackout drapes, iron/ironing board, WiFi (free)

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.

$95 nightly

$113 total

Aug 31 - Sep 1

Total with taxes and fees

6. 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

$119 total

Aug 31 - Sep 1

Total with taxes and fees

In-room safe, blackout drapes, iron/ironing board, WiFi (free)

7. Hyatt Place Windsor

South Cameron

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

$110 nightly

$132 total

Aug 31 - Sep 1

Total with taxes and fees

Combined shower/tub, free toiletries, hair dryer, towels

8. 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

$77 total

Sep 23 - Sep 24

Total with taxes and fees

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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

Holiday Inn Express Windsor Waterfront by IHG

Downtown Windsor

$97 nightly

$117 total

Sep 4 - Sep 5

Total with taxes and fees

Hampton Inn & Suites by Hilton Windsor

South Cameron

$95 nightly

$113 total

Aug 31 - Sep 1

Total with taxes and fees

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

$107 nightly

$128 total

Aug 31 - Sep 1

Total with taxes and fees

Hyatt Place Windsor

South Cameron

$110 nightly

$132 total

Aug 31 - Sep 1

Total with taxes and fees

Four Points by Sheraton Windsor Downtown

Downtown Windsor

$99 nightly

$119 total

Aug 31 - Sep 1

Total with taxes and fees

In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Sandwich

$70 nightly

$83 total

Sep 6 - Sep 7

Total with taxes and fees

Comfort Inn & Suites Ambassador Bridge

South Cameron

$65 nightly

$78 total

Sep 13 - Sep 14

Total with taxes and fees

Minibar, desk, blackout drapes, iron/ironing board

Super 8 by Wyndham Windsor/Dougall

Remington Park

$64 nightly

$77 total

Sep 23 - Sep 24

Total with taxes and fees

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

Best Western Plus Waterfront Hotel

10/10 Excellent

"Great views. Clean and had everything I needed."

Super 8 by Wyndham Windsor/Dougall

8/10 Good

"Breakfast was really nice and lots of space in the breakfast room so not standing waiting for people to finish. The pool was great. Super clean and we had a great time."

Comfort Inn & Suites Ambassador Bridge

10/10 Excellent

"Everything very convenient"

Holiday Inn Express Windsor Waterfront by IHG

8/10 Good

"Great location to enjoy the riverfront in Windsor. Helpful staff, a filling breakfast, fun pool for the kids! Too bad there seems to only be 2 elevators and lacking service elevators also. Long waits for elevators. Otherwise a comfortable 2ND stay for our family!"

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent

"Staff friendly and attentive to our requests-Would highly recommend staying on your next trip to Windsor whether to gamble or enjoy the stunning room views and amenities. Iain"

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

8/10 Good

"Good stay. Very limited TV channels, so wouldn't stay here with children again. Pool is clean and maintained."

Travelodge by Wyndham Windsor

8/10 Good

"It was perfect for what we wanted. A comfortable nights sleep before crossing the border the next morning. Would stay there again. The breakfast was the bare minimum so ended up going out somewhere else."

Four Points by Sheraton Windsor Downtown

10/10 Excellent

"Staff were welcoming and helpful. Room was clean and noise from outside was minimal, even being in the core of downtown and right next to the border crossing. Beds wete comfortable, and the only issue was blinds would not close so early morning sun for wakeup. Parking is meh. It is onsite, and the regular rooftop parking is fine if you can get a spot. The underground parking should have notices to keep left. The signage pointing to the hotel implies you would want to park to the right, however parking is extremely limited and very tricky to get out of with a large vehicle if full. Will stay again if coming back to the area."

Residence & Conference Centre - Windsor

10/10 Excellent

"Great"

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 $77 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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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