Photo by Bailey Deziel

Find Hotels with a Pool in Town of Essex

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Town of Essex Hotels with a Pool

Our top choices for Town of Essex hotels with a pool

1 bedroom, premium bedding, down comforters, pillowtop beds
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.2 out of 10, Very Good, (1016)
"Lovely view Friendly staff and very clean rooms "
Canada
Tracy
The price is ₩99,412
₩119,076 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Waterfront Hotel
Indoor pool
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination
4.0 star property
City Centre
8.6 out of 10, Excellent, (3166)
"Great location, rooms were very comfortable and clean, staff were extremely helpful."
Canada
lita
The price is ₩162,278
₩224,506 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Caesars Windsor - A Caesars Rewards Destination
Indoor pool
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
2.5 star property
Lakeshore
9.4 out of 10, Exceptional, (902)
"Great stay, clean, staff are wonderful!"
Canada
Emilio
The price is ₩143,780
₩172,225 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Indoor pool, sun loungers
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1045)
"Excellent stay, service and staff. "
Canada
Luigia
The price is ₩170,690
₩204,451 total
includes taxes & fees
Dec 28 - Dec 29
DoubleTree by Hilton Windsor Hotel & Suites
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
2.5 star property
Downtown Windsor
8.6 out of 10, Excellent, (1379)
"We stayed here before, everything was as expected! "
Canada
Robert
The price is ₩163,093
₩195,352 total
includes taxes & fees
Dec 18 - Dec 19
Holiday Inn Express Windsor Waterfront by IHG
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
Days Inn by Wyndham Leamington

Days Inn by Wyndham Leamington

Days Inn by Wyndham Leamington
2.5 star property
Leamington
7.8 out of 10, Good, (908)
"Clean rooms,friendly staff,good breakfast options "
Canada
Palavi
The price is ₩181,291
₩207,283 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Days Inn by Wyndham Leamington
Indoor pool
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
2.5 star property
South Cameron
8.8 out of 10, Excellent, (1016)
"Friendly front staff and easy check-in. Hotel clean and good breakfast 🍳"
Canada
Giulio
The price is ₩136,483
₩163,478 total
includes taxes & fees
Dec 30 - Dec 31
Hampton Inn & Suites by Hilton Windsor
Indoor pool
Hyatt Place Windsor

Hyatt Place Windsor

Hyatt Place Windsor
3.0 star property
South Cameron
9.4 out of 10, Exceptional, (455)
"The room was great! Beautiful place to stay"
Canada
Jamie
The price is ₩153,585
₩183,964 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hyatt Place Windsor
Indoor pool
Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
3.0 star property
Downtown Windsor
8.6 out of 10, Excellent, (776)
"Very kind staff and a seamless check in / check out. Wish the in-hotel restaurant was open more regularly though! "
Canada
Kaela
The price is ₩158,694
₩190,084 total
includes taxes & fees
Dec 19 - Dec 20
Four Points by Sheraton Windsor Downtown
Indoor pool, open 8 AM to 10:00 PM, sun loungers
Best Western Plus Leamington Hotel & Conference Centre

Best Western Plus Leamington Hotel & Conference Centre

Best Western Plus Leamington Hotel & Conference Centre
3.0 star property
Leamington
8.0 out of 10, Very Good, (1001)
"We had a great stay "
Canada
Jake
The price is ₩174,681
₩203,503 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Leamington Hotel & Conference Centre
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.
View all properties

Top Town of Essex Hotel Reviews

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

10/10 Excellent
"Very clean room, staff very helpfull"
GORDON 1-night trip
Posted 7 days ago
Caesars Windsor - A Caesars Rewards Destination

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Town of Essex?
Best Western Plus Waterfront Hotel: Hotel, 8-minute walk from Caesars Casino. Provides a sauna, an indoor pool, and LCD televisions. Caesars Windsor - A Caesars Rewards Destination: Hotel steps from Caesars Casino. Features 6 restaurants, an indoor pool, and 4 bars. DoubleTree by Hilton Windsor Hotel & Suites: Hotel, 7-minute walk from Caesars Casino. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access. Holiday Inn Express Windsor Waterfront by IHG: Hotel, 4-minute walk from Caesars Casino. Features buffet, an indoor pool, and complimentary wireless internet access. Comfort Inn & Suites Ambassador Bridge: Hotel located near Detroit Windsor Tunnel. Provides buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Town of Essex?
Explore places like Ford Field while you're in the area. Make a point to visit attractions like Lake Erie and Serenity Lavender Farm.
When is the best time to book a hotel with a pool in Town of Essex?
You may want to think about an accommodation with an outdoor swimming pool if you will be visiting Town of Essex in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 30°F.