Title: Book the Best Hotels with POOL in Town of Essex in 2026 | Expedia.ca [Town of Essex Travel Guide](https://expedia.ca/Town-Of-Essex.dx553248635740522107)[Hotels in Town of Essex](https://expedia.ca/Town-Of-Essex-Hotels.d553248635740522107.Travel-Guide-Hotels)[Vacation Rentals in Town of Essex](https://expedia.ca/Town-Of-Essex-Vacation-Rentals.d553248635740522107.Travel-Guide-VacationRentals)[Flights to Town of Essex](https://expedia.ca/Cheap-Flights-To-Town-Of-Essex.d553248635740522107.Travel-Guide-Flights)[Town of Essex Car Rentals](https://expedia.ca/Car-Rentals-In-Town-Of-Essex.d553248635740522107.Car-Rental-Guide)[Town of Essex Vacation Packages](https://expedia.ca/Town-Of-Essex.d553248635740522107.Destination-Travel-Guides) ![Sadler’s Pond in Essex at Sunset. #nature #naturephotography #photography #photo #flower #pond #sunset #pretty](https://images.trvl-media.com/place/3000481263/8e42c500-0a40-4fda-9e2d-360a5ba78f81.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Bailey Deziel # Find Hotels with a Pool in Town of Essex from CA $104 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Town of Essex Hotels with a Pool Tonight [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635740522107&startDate=2026-01-03&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 4 - Jan 5](https://www.expedia.ca/Hotel-Search?regionId=553248635740522107&startDate=2026-01-04&endDate=2026-01-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635740522107&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635740522107&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Town of Essex hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563558/22d42f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563558/ff47bafe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563558/096fd7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563558/0872bd3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Windsor East - Lakeshore by IHG [](https://www.expedia.ca/Lakeshore-Hotels-Holiday-Inn-Express-Suites-Lakeshore-Tecumseh.h57563558.Hotel-Information) Lakeshore 9.4/10 Exceptional (922) "Great service and great rooms " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) roxana CA $122 CA $146 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Lakeshore-Hotels-Holiday-Inn-Express-Suites-Lakeshore-Tecumseh.h57563558.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/2c89aa34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/7be9fc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/9161ac9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/w5757h3835x0y5-82f9f97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Windsor [](https://www.expedia.ca/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) South Cameron 9.4/10 Exceptional (477) "Clean, great staff, complimentary breakfast" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mahmood CA $144 CA $172 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/9552c1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/04753b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/96f5a3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/167f45b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Waterfront Hotel [](https://www.expedia.ca/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) Downtown Windsor 8.2/10 Very good (1011) "Staff very courteous and room spotless. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) James CA $93 CA $111 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/ff026a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/11463a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast served](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/32c7dc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/152605ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caesars Windsor - A Caesars Rewards Destination [](https://www.expedia.ca/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) City Centre 8.6/10 Excellent (3184) "Good room, lots to do, makes for a nice weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john CA $152 CA $211 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) ![Indoor pool, open 8 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/dcf2bfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/8d8f036f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/9657d59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/2b0e98e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Leamington Hotel & Conference Centre [](https://www.expedia.ca/Windsor-Hotels-Best-Western-Plus-Leamington-Hotel-Conference-Centre.h19347.Hotel-Information) Leamington 8.0/10 Very good (1001) "Staff was courteous and hotel was clean. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jenine CA $163 CA $190 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/Windsor-Hotels-Best-Western-Plus-Leamington-Hotel-Conference-Centre.h19347.Hotel-Information) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/cfdec206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/63f141b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/140a0828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/e74d431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Windsor Waterfront by IHG [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) Downtown Windsor 8.6/10 Excellent (1389) "The best staff the best breakfast the best pool the best gym " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jinan CA $152 CA $182 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/980000/970800/970783/277801e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/980000/970800/970783/af7827be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/970800/970783/df9a3d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Bedrooms, Non Smoking (Efficiency, 2 Queens, 1 King, 2nd Fl) | Private kitchen](https://images.trvl-media.com/lodging/1000000/980000/970800/970783/717d60d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Leamington [](https://www.expedia.ca/Windsor-Hotels-Days-Inn-By-Wyndham-Leamington.h970783.Hotel-Information) Leamington 7.8/10 Good (910) "Clean rooms,friendly staff,good breakfast options " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Palavi CA $161 CA $184 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Windsor-Hotels-Days-Inn-By-Wyndham-Leamington.h970783.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/122000000/121030000/121026800/121026789/cf1fa9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121030000/121026800/121026789/bc4ff550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121030000/121026800/121026789/a8c8702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/122000000/121030000/121026800/121026789/abe6098b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Towneplace Suites By Marriott Tecumseh Windsor [](https://www.expedia.ca/Tecumseh-Hotels-Towneplace-Suites-By-Marriott-Tecumseh-Windsor.h121026789.Hotel-Information) Tecumseh 8.8/10 Excellent (6) "New hotel, fresh and clean. Rooms had everything you needed and more. Bar was great in the lobby - bartenders were social and fun. Staff was all around great. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $152 CA $172 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Tecumseh-Hotels-Towneplace-Suites-By-Marriott-Tecumseh-Windsor.h121026789.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/55e98bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/cc8ffabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/3fa6c921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/90110cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Windsor/Dougall [](https://www.expedia.ca/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information) Remington Park 8.0/10 Very good (1006) "Clean room. Friendly staff." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Michelle CA $87 CA $104 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/e43558f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/8f9757a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/1625f906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (CAD 24.86 per person)](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/29cfa5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Windsor Hotel & Suites [](https://www.expedia.ca/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) Downtown Windsor 9.2/10 Wonderful (1058) "Perfect location near the water park" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Toujan CA $159 CA $191 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2026-01-17&endDate=2026-01-18®ionId=553248635740522107&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Town of Essex Hotel Reviews ![DoubleTree by Hilton Windsor Hotel & Suites](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/29cfa5f3_y.jpg) ### DoubleTree by Hilton Windsor Hotel & Suites 10/10 Excellent "Super clean with a fast check in and check out, stayed here twice with no complaints! Close walking distance from a lot of main attractions downtown." [](https://expedia.ca/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Caesars Windsor - A Caesars Rewards Destination](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/8112ff17_y.jpg) ### Caesars Windsor - A Caesars Rewards Destination 10/10 Excellent "Room was spotless, staff extremely friendly and helpful. Downriver view room was lovely. We didn't use ammenities much but gym looked good. Pool will be closed Jan 2026 for renovations so they already know update was needed. Spago's restautant was absolutley delicious. quality and quantity. You need reservations, even on a Monday! The bed and linens were SO luxurious. " [](https://expedia.ca/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) ![Holiday Inn & Suites Windsor Ambassador Bridge by IHG](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/0f670362_y.jpg) ### Holiday Inn & Suites Windsor Ambassador Bridge by IHG 10/10 Excellent "Excellent" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) ![Comfort Inn & Suites Ambassador Bridge](https://images.trvl-media.com/lodging/1000000/10000/3700/3660/9276fdc7_y.jpg) ### Comfort Inn & Suites Ambassador Bridge 10/10 Excellent "Room was clean, comfy, staff was helpful and friendly. Would recommend" [](https://expedia.ca/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information) ![Holiday Inn Express Windsor Waterfront by IHG](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/61671e42_y.jpg) ### Holiday Inn Express Windsor Waterfront by IHG 10/10 Excellent "The best staff the best breakfast the best pool the best gym " [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) ![Hampton Inn & Suites by Hilton Windsor](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/c3ff1029_y.jpg) ### Hampton Inn & Suites by Hilton Windsor 10/10 Excellent "Friendly staff, newish renovations and the hotel has easy access to the Ambassador Bridge. Very nice hot breakfast included in the price. " [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![Best Western Plus Waterfront Hotel](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/a3d331c0_y.jpg) ### Best Western Plus Waterfront Hotel 10/10 Excellent "Everything was excellent. Keep up the good work." [](https://expedia.ca/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![SureStay Plus by Best Western Windsor](https://images.trvl-media.com/lodging/3000000/2780000/2777000/2776931/e4f96d60_y.jpg) ### SureStay Plus by Best Western Windsor 10/10 Excellent "Clean and spacious room. " [](https://expedia.ca/Windsor-Hotels-SureStay-Plus-By-Best-Western-Windsor.h2776931.Hotel-Information) ![Four Points by Sheraton Windsor Downtown](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/df069ffe_y.jpg) ### Four Points by Sheraton Windsor Downtown 10/10 Excellent "Cleanliness " [](https://expedia.ca/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Town of Essex? ### What is there to see and do in Town of Essex? ### When is the best time to book a hotel with a pool in Town of Essex? ## Explore a world of travel with Expedia - Lodging - Flights - Other - [Casino Hotels in Chatham-Kent ](https://www.expedia.ca/Chatham-Kent-Hotels-Casino-Hotel.0-0-d6057866-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Chatham-Kent ](https://www.expedia.ca/Chatham-Kent-Hotels-Honeymoon-Hotels.0-0-d6057866-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - 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[Flights from Essex County ](https://www.expedia.ca/lp/flights/553248635976432302/flights-from-essex-county) - [Things to do in Essex County ](https://www.expedia.ca/Things-To-Do-In-Essex-County.d553248635976432302.Travel-Guide-Activities)