Hotels with a Pool in Windsor
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Featured Windsor Hotels with Pool

Best Western Plus Leamington Hotel & Conference Centre
566 Bevel Line Rd Leamington ON
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $137 total per night
$137 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Best Western Plus Leamington Hotel & Conference Centre have access to an indoor pool, a gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this golf hotel include a conference center, a 24-hour business center, and coffee/tea in a common area.
Pool
Pet friendly

Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
$127 nightly
The price is $152 total per night
$152 total
Dec 14 - Dec 15
Total with taxes and fees
Guests staying at Caesars Windsor - A Caesars Rewards Destination enjoy access to a casino, an indoor pool, and a sauna. Onsite parking is available, both free self and paid valet parking (CAD 25.00 per day)—also useful is limo/town car service. The front desk is staffed 24/7 to help with concierge services, luggage storage, and securing valuables. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Parking included

Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $80 total per night
$80 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Best Western Plus Waterfront Hotel, guests enjoy features like an indoor pool, a gym, and a sauna. Self parking is offered for CAD 19.00 per day. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and luggage storage. Additional amenities include free WiFi in public areas, express check-out, and a fireplace in the lobby.
Pool
Pet friendly

Comfort Inn & Suites Ambassador Bridge
2330 Huron Church Rd Windsor ON
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $77 total per night
$77 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Comfort Inn & Suites Ambassador Bridge enjoy features like a 24-hour gym, free WiFi in public areas, and laundry facilities. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. This smoke-free hotel also has a TV in a common area.
Breakfast included
Pet friendly

Hampton Inn & Suites by Hilton Windsor
1840 Huron Church Road Windsor ON
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $110 total per night
$110 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Hampton Inn & Suites by Hilton Windsor, guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Multilingual staff at the 24-hour front desk can assist with luggage storage, dry cleaning/laundry, and concierge services. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Breakfast included

Days Inn by Wyndham Leamington
201 Erie St N Leamington ON
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $142 total per night
$142 total
Dec 14 - Dec 15
Total with taxes and fees
At Days Inn by Wyndham Leamington, guests enjoy an indoor pool, a gym, and a sauna. There's free parking, and an airport shuttle (available 24 hours) for CAD 65. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and tours or tickets. Additional amenities include free WiFi in public areas, a 24-hour business center, and a meeting room.
Pool
Breakfast included

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
1855 Huron Church Road Windsor ON
Free Cancellation
$85 nightly
The price is $102 total per night
$102 total
Dec 24 - Dec 25
Total with taxes and fees
At Holiday Inn & Suites Windsor Ambassador Bridge by IHG, guests enjoy an indoor pool, a gym, and free WiFi in public areas. Self parking is offered for CAD 12.50 per night. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and securing valuables. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Pet friendly

Super 8 by Wyndham Windsor/Dougall
2498 Dougall Avenue Windsor ON
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $74 total per night
$74 total
Dec 14 - Dec 15
Total with taxes and fees
Super 8 by Wyndham Windsor/Dougall features a gym, free WiFi in public areas, and a business center. Free parking is available if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, laundry facilities, and a garden.
Pool
Breakfast included

Four Points by Sheraton Windsor Downtown
430 Ouellette Ave Windsor ON
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $128 total per night
$128 total
Dec 14 - Dec 15
Total with taxes and fees
Guests staying at Four Points by Sheraton Windsor Downtown enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for CAD 17.50 per night. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include a 24-hour business center, a computer station, and express check-out.
Pool
Pet friendly

Ivy Rose Motor Inn
2885 Howard Avenue Windsor ON
Free Cancellation
Reserve now, pay when you stay
$49 nightly
The price is $58 total per night
$58 total
Dec 14 - Dec 15
Total with taxes and fees
At Ivy Rose Motor Inn, guests enjoy features like a business center, coffee in a common area, and barbecue grills. Free parking is available if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this golf motel include a picnic area, a fireplace in the lobby, and a vending machine.
Parking included
Free WiFi

Travelodge by Wyndham Windsor
2225 Division Rd Windsor ON
Free Cancellation
Reserve now, pay when you stay
$51 nightly
The price is $61 total per night
$61 total
Dec 17 - Dec 18
Total with taxes and fees
Guests of Travelodge by Wyndham Windsor enjoy free WiFi in public areas, coffee in a common area, and a vending machine. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a fireplace in the lobby and a picnic area.
Breakfast included
Parking included

Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East Windsor ON
Free Cancellation
$115 nightly
The price is $138 total per night
$138 total
Dec 20 - Dec 21
Total with taxes and fees
Guests of Holiday Inn Express Windsor Waterfront by IHG have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is available for CAD 19 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage and securing valuables. Additional amenities include a 24-hour business center, a computer station, and express check-out.
Pool
Breakfast included

SureStay Plus by Best Western Windsor
2530 Ouellette Avenue Windsor ON
Free Cancellation
Reserve now, pay when you stay
$56 nightly
The price is $67 total per night
$67 total
Dec 24 - Dec 25
Total with taxes and fees
Renovated in 2024, SureStay Plus by Best Western Windsor offers a 24-hour gym, WiFi in public areas, and meeting rooms. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include conference space, coffee/tea in a common area, and express check-out.
Breakfast included
Parking included

Towne and Country Motel
2883 Howard Avenue Windsor ON
At Towne and Country Motel, guests have access to a business center and laundry facilities. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Parking included
Free WiFi

Residence & Conference Centre - Windsor
3995 Geraedts Drive Windsor ON
Residence & Conference Centre - Windsor features free WiFi in public areas, meeting rooms, and conference space. A stay here includes free parking. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Additional amenities include express check-in, express check-out, and a terrace.
Kitchen
Parking included
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.
Windsor hotels essential information
Accommodation | 393 hotels |
|---|---|
Lowest Price | $58 |
Highest Price | $152 |
Popular hotels | Best Western Plus Leamington Hotel & Conference Centre, Caesars Windsor - A Caesars Rewards Destination, Best Western Plus Waterfront Hotel, Comfort Inn & Suites Ambassador Bridge, Hampton Inn & Suites by Hilton Windsor, Days Inn by Wyndham Leamington, Holiday Inn & Suites Windsor Ambassador Bridge by IHG, Super 8 by Wyndham Windsor/Dougall, Four Points by Sheraton Windsor Downtown, Ivy Rose Motor Inn, Travelodge by Wyndham Windsor, Holiday Inn Express Windsor Waterfront by IHG, SureStay Plus by Best Western Windsor, Towne and Country Motel, Residence & Conference Centre - Windsor |
Recent Hotels with Pool Reviews

Caesars Windsor - A Caesars Rewards Destination
5/5 Excellent
"Very clean room, staff very helpfull"
A verified traveler stayed at Caesars Windsor - A Caesars Rewards Destination
Posted 1 day ago
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