The Best Hotels with a Pool in Windsor from ₩117,582 in 2026

Q: What are some hotels with pools in Windsor?

Best Western Plus Waterfront Hotel : Hotel, 8-minute walk from Caesars Casino. Features a sauna, an indoor pool, and LCD televisions. Four Points by Sheraton Windsor Downtown : Hotel steps from Detroit Windsor Tunnel. Offers complimentary wireless internet access, a pool, and a 24-hour fitness center. Holiday Inn & Suites Windsor Ambassador Bridge by IHG : Hotel located near Detroit Windsor Tunnel. Provides complimentary wireless internet access, an indoor pool, and flat-screen televisions.

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Our top choices for Windsor hotels with a pool

Caesars Windsor - A Caesars Rewards Destination

City Centre

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

₩235,007 total

includes taxes & fees

Jun 1 - Jun 2

Hyatt Place Windsor

South Cameron

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

₩210,348 total

includes taxes & fees

Jun 8 - Jun 9

1 bedroom, premium bedding, down comforters, pillowtop beds

Best Western Plus Waterfront Hotel

Downtown Windsor

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

₩147,165 total

includes taxes & fees

Jun 7 - Jun 8

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

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.

₩176,374 total

includes taxes & fees

Jun 14 - Jun 15

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.

₩194,666 total

includes taxes & fees

Jun 3 - Jun 4

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

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

₩203,135 total

includes taxes & fees

Jun 14 - Jun 15

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.

₩165,466 total

includes taxes & fees

Jun 14 - Jun 15

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.

₩164,168 total

includes taxes & fees

Jun 7 - Jun 8

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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

Hampton Inn & Suites by Hilton Windsor

South Cameron

₩165,466 total

includes taxes & fees

Jun 14 - Jun 15

Holiday Inn Express Windsor Waterfront by IHG

Downtown Windsor

₩176,374 total

includes taxes & fees

Jun 14 - Jun 15

Comfort Inn & Suites Ambassador Bridge

South Cameron

₩134,571 total

includes taxes & fees

May 31 - Jun 1

Four Points by Sheraton Windsor Downtown

Downtown Windsor

₩194,666 total

includes taxes & fees

Jun 3 - Jun 4

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Sandwich

₩164,168 total

includes taxes & fees

Jun 7 - Jun 8

DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

₩203,135 total

includes taxes & fees

Jun 14 - Jun 15

Super 8 by Wyndham Windsor/Dougall

Remington Park

₩117,582 total

includes taxes & fees

May 31 - Jun 1

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Top Windsor Hotel Reviews

Caesars Windsor - A Caesars Rewards Destination

8/10 Good

"Our stay was quite brief as we were primarily in town for a show, so we didn't get to experience much of what the property had to offer. Unfortunately, the dining experience fell short of our expectations. I would strongly advise against eating at the burger joint on-site; the portions are extremely small and come with a hefty price tag that just doesn't align with the value. Furthermore, avoid the salad at all costs—it was quite poor. Given the limited dining options and the lack of quality, I would recommend planning your meals elsewhere if you are staying here."

Frequently asked questions

What are some hotels with pools in Windsor?

Best Western Plus Waterfront Hotel: Hotel, 8-minute walk from Caesars Casino. Features a sauna, an indoor pool, and LCD televisions. Four Points by Sheraton Windsor Downtown: Hotel steps from Detroit Windsor Tunnel. Offers complimentary wireless internet access, a pool, and a 24-hour fitness center. Holiday Inn & Suites Windsor Ambassador Bridge by IHG: Hotel located near Detroit Windsor Tunnel. Provides complimentary wireless internet access, an indoor pool, and flat-screen televisions.

What is there to see and do in Windsor?

Explore places like Ford Field and Comerica Park while you're in the area. Make a point to visit attractions like Adventure Bay Family Water Park and Dieppe Gardens. Windsor appeals to visitors with its beautiful river views, array of dining options, and bar scene.

When is the best time to book a hotel with a pool in Windsor?

You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Windsor in the warmest months of July, August, or June when the average temperature is 71°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 30°F.

What's the best way to travel around Windsor?

Knowing the transportation options in Windsor can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, ride aboard one of the trains from Windsor Station. Windsor might not have many public transit options to choose from so consider a car rental to maximize your time.

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Our top choices for Windsor hotels with a pool