The Best Windsor Hotels with Pools from $75 - 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

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

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

Room Type Assigned on Arrival | 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.

$63 nightly

$75 total

Sep 8 - Sep 9

Total with taxes and fees

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

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.

$101 nightly

$121 total

Sep 7 - Sep 8

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.

$97 nightly

$116 total

Sep 15 - Sep 16

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.

$106 nightly

$126 total

Sep 17 - Sep 18

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.

$94 nightly

$112 total

Sep 20 - Sep 21

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.

$98 nightly

$118 total

Sep 20 - Sep 21

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 30 - Aug 31

Total with taxes and fees

Premium bedding, pillowtop beds, desk, blackout drapes

8. Comfort Inn & Suites Ambassador Bridge

South Cameron

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

$65 nightly

$78 total

Sep 13 - Sep 14

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

$101 nightly

$121 total

Sep 7 - Sep 8

Total with taxes and fees

Hampton Inn & Suites by Hilton Windsor

South Cameron

$94 nightly

$112 total

Sep 20 - Sep 21

Total with taxes and fees

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

$106 nightly

$126 total

Sep 17 - Sep 18

Total with taxes and fees

Hyatt Place Windsor

South Cameron

$110 nightly

$132 total

Aug 30 - Aug 31

Total with taxes and fees

Four Points by Sheraton Windsor Downtown

Downtown Windsor

$98 nightly

$118 total

Sep 20 - Sep 21

Total with taxes and fees

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

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Sandwich

$72 nightly

$87 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

$65 nightly

$78 total

Sep 20 - Sep 21

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

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

8/10 Good

"A nice property and good casino. A bit challenging to get around and signage could be improved."

Best Western Plus Waterfront Hotel

10/10 Excellent

"Good"

Hampton Inn & Suites by Hilton Windsor

10/10 Excellent

"."

Residence & Conference Centre - Windsor

10/10 Excellent

"Very god"

Comfort Inn & Suites Ambassador Bridge

10/10 Excellent

"Very clean very good staff. Very good experience"

Super 8 by Wyndham Windsor/Dougall

10/10 Excellent

"It's always adorable to arrive and find the cleaning lady super nice person I love the hotel, enjoy the pool and there is a supermarket on the side and a gas station one street from the hotel And an ATM TD across the street in case you need to deposit to extend more days Breakfast is not the big deal but it does fill you with a yogurt and a fruit Clean and spacious rooms with outdoor parking to enjoy when it rains"

DoubleTree by Hilton Windsor Hotel & Suites

10/10 Excellent

"Great spot for a quick getaway, just over the border 🙏"

Holiday Inn Express Windsor Waterfront by IHG

8/10 Good

"Rooms cleaned. Only downfall was the parking fee.. it’s unfortunate no free parking at the hotel"

Travelodge by Wyndham Windsor

8/10 Good

"It's fine. You can sleep in a clean bed, shower and have a basic breakfast. No, the TV didn't work. We spent a total of less than 24 hours there over 2 days, and for the price, it did the job. Don't expect 'bougie' and you'll be satisfied."

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 $75 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