Hotels with a Pool in Windsor
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
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
$119 nightly
The price is $135 total per night
$135 total
Jun 21 - Jun 22
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 securing valuables, luggage storage, 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
$106 nightly
The price is $127 total per night
$127 total
Jul 9 - Jul 10
Total with taxes and fees
Caesars Windsor - A Caesars Rewards Destination features a casino, an indoor pool, and a gym. 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, securing valuables, and luggage storage. Additional amenities include a sauna, free WiFi in public areas, and meeting rooms.
Pool
Parking included

Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $95 total per night
$95 total
Jun 15 - Jun 16
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
$73 nightly
The price is $87 total per night
$87 total
Jun 14 - Jun 15
Total with taxes and fees
Comfort Inn & Suites Ambassador Bridge features an indoor pool, a children's pool, and a 24-hour gym. 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. Other amenities at this family-friendly hotel include free WiFi in public areas, laundry facilities, and a TV in a common area.
Pool
Breakfast included

Hampton Inn & Suites by Hilton Windsor
1840 Huron Church Road Windsor ON
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $108 total per night
$108 total
Jun 21 - Jun 22
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 dry cleaning/laundry, concierge services, and luggage storage. 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
$116 nightly
The price is $132 total per night
$132 total
Jun 24 - Jun 25
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 tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this golf hotel 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
$84 nightly
The price is $101 total per night
$101 total
Jun 21 - Jun 22
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 securing valuables, luggage storage, and concierge services. 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
$69 nightly
The price is $82 total per night
$82 total
Jun 11 - Jun 12
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.

Four Points by Sheraton Windsor Downtown
430 Ouellette Ave Windsor ON
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $122 total per night
$122 total
Jun 21 - Jun 22
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 luggage storage and dry cleaning/laundry. Additional amenities include a 24-hour business center, a computer station, and express check-out.

Ivy Rose Motor Inn
2885 Howard Avenue Windsor ON
Free Cancellation
Reserve now, pay when you stay
$48 nightly
The price is $58 total per night
$58 total
Jun 16 - Jun 17
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 vending machine, and a fireplace in the lobby.

Travelodge by Wyndham Windsor
2225 Division Rd Windsor ON
Free Cancellation
Reserve now, pay when you stay
$56 nightly
The price is $67 total per night
$67 total
Jun 19 - Jun 20
Total with taxes and fees
Guests of Travelodge by Wyndham Windsor enjoy free WiFi in public areas, coffee in a common area, and a picnic area. 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 vending machine.

Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East Windsor ON
Free Cancellation
$106 nightly
The price is $127 total per night
$127 total
Jun 21 - Jun 22
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.

SureStay Plus by Best Western Windsor
2530 Ouellette Avenue Windsor ON
Free Cancellation
Reserve now, pay when you stay
$57 nightly
The price is $68 total per night
$68 total
Jul 1 - Jul 2
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.

Towne and Country Motel
2883 Howard Avenue Windsor ON
Free Cancellation
Reserve now, pay when you stay
$50 nightly
The price is $60 total per night
$60 total
Jun 11 - Jun 12
Total with taxes and fees
There's free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing.

Residence & Conference Centre - Windsor
3995 Geraedts Drive Windsor ON
Free Cancellation
Reserve now, pay when you stay
$45 nightly
The price is $51 total per night
$51 total
Jun 16 - Jun 17
Total with taxes and fees
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.
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 | 431 hotels |
|---|---|
Lowest Price | $51 |
Highest Price | $135 |
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
"We love staying here! Park for free and have a great time without ever having to leave the property. Restaurants are all delicious. Staff is very friendly (except the one checking us in may have been in a bad mood that day). Only wish there was more than one store to shop in!"
A verified traveler stayed at Caesars Windsor - A Caesars Rewards Destination
Posted 9 hours ago
More to Explore
- Arcade Hotels in Leamington
- Beach Resorts & in Leamington
- Boutique Hotels in Leamington
- Golf Resorts & in Leamington
- Green Hotels in Leamington
- Hotels with Balconies in Leamington
- Hotels with Bar in Leamington
- Hotels with Free Breakfast in Leamington
- Hotels with an Indoor Pool in Leamington
- Hotels with Kitchenettes in Leamington
- Hotels with Waterslides in Leamington
- Hotels on the Lake in Leamington
- Romantic Getaways & Hotels in Leamington
- Spa Resorts & in Leamington
- Hotels with a Wedding Venue in Leamington
- Winery Hotels in Leamington
- Apartments in Kingsville
- Cottages in Kingsville
- Hotels with Bar in Kingsville
- Kingsville Hotels
- Motels in Kingsville
- Hotels near Olde Walkerville Neighborhood
- Town of Essex Hotels
- Beach Resorts & in Chatham-Kent
- Kid Friendly Hotels in Chatham-Kent
- Gay Friendly Hotels in Chatham-Kent
- Hotels with an Indoor Pool in Chatham-Kent
- Hotels with Kitchenettes in Chatham-Kent
- Luxury Hotels in Chatham-Kent
- Pet Friendly Hotels in Chatham-Kent
- Boutique Hotels in Pelee Island
- Waterpark Hotels & Resorts in Pelee Island
- Apartments in Amherstburg
- B&B in Amherstburg
- Cabin Rentals in Amherstburg
- Cottages in Amherstburg
- Romantic Getaways & Hotels in Amherstburg
- Amherstburg Hotels
- B&B in Colchester
- Motels in Colchester
- Hotels near Caesars Casino
- Hotels near Adventure Bay Family Water Park
- Hotels near Windsor
- Hotels near Sprucewood Shores Estate Winery
- B&B in Harrow
- Cabin Rentals in Harrow
- Cottages in Harrow
- Inns in Harrow
- Sandwich Towne Hotels
- B&B in Tecumseh
- Cottages in Tecumseh
- Tecumseh Hotels
- Motels in Tecumseh
- Kid Friendly Hotels in Sombra
- Historic Hotels in Sombra
- Hotels with Free Parking in Sombra
- Apartments in Belle River
- Condo Rentals in Belle River
- Cottages in Belle River
- Belle River Hotels
- Motels in Belle River
- Hotels near Devonshire Mall
- Walkerville Hotels
- Apartments in LaSalle
- Condo Rentals in LaSalle
- Cottages in LaSalle
- Extended Stay Hotels in LaSalle
- Lasalle Hotels
- Hotels near University of Windsor
- Hotels near Windsor Family Credit Union Centre
- Hotels near Ambassador Golf Club
- Lakeshore Hotels
- Apartments in Cottam
- Cabin Rentals in Cottam
- Cottages in Cottam
- Cottam Hotels
- Motels in Cottam


