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 ![](https://images.trvl-media.com/place/3000481263/8e42c500-0a40-4fda-9e2d-360a5ba78f81.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=553248635740522107&startDate=2026-01-26&endDate=2026-01-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=553248635740522107&startDate=2026-01-27&endDate=2026-01-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635740522107&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635740522107&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Town of Essex hotels with a pool ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/bb822a8d.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) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/f48e759e.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 (1,018 reviews) "Friendly staff at check in Room was nice " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Suzana CA $93 CA $111 total includes taxes & fees Feb 8 - Feb 9 [](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) ![AUGUSTUS TOWER , DELUXE SUITE KING](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/a062ef77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![FORUM TOWER , JUNIOR SUITE KING](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/dadaa461.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) ### Caesars Windsor - A Caesars Rewards Destination [](https://www.expedia.ca/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) City Centre 8.6/10 Excellent (3,215 reviews) "Clean, Friendly staff, nice location " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) mehdi CA $152 CA $211 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Windsor-Hotels-Caesars-Windsor.h2232457.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/98c7174d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/c750a6d3.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) ### 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 (1,068 reviews) "Staff were very friendly, the hotel was bright and extremely clean. Many amenities in the hotel and complimentary items if you have forgotten anything." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer CA $159 CA $191 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Indoor pool, open 8 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/a4395422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/e2f7d706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - indoor](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/d9e5ee14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/20000/19400/19347/36d7c820.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 (1,006 reviews) "Outstanding place to stay with kids food's delicious, affordable breakfast is wonderful. Absolutely recommend this place and the rooms are phenomenal" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Chantele CA $172 CA $200 total includes taxes & fees Feb 1 - Feb 2 [](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/1000000/30000/21500/21423/6ed4f27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/eea1d82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, River View](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/b296a4d6.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/db43765e.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 (1,386 reviews) "Very nice front desk" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TODD CA $148 CA $177 total includes taxes & fees Feb 8 - Feb 9 [](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) ![Desk, blackout drapes, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/980000/970800/970783/8cb389bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/980000/970800/970783/bb2b37c9.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) ### Days Inn by Wyndham Leamington [](https://www.expedia.ca/Windsor-Hotels-Days-Inn-By-Wyndham-Leamington.h970783.Hotel-Information) Leamington 7.8/10 Good (916 reviews) "The rooms were super clean and I struggle to sleep in hotel beds but this bed was so comfy I slept like a baby. Highly recommended this hotel " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Amardip CA $164 CA $187 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Windsor-Hotels-Days-Inn-By-Wyndham-Leamington.h970783.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/98831162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/1ef1363b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/d14faf76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, City View](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/8f2b1cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Windsor Downtown [](https://www.expedia.ca/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information) Downtown Windsor 8.6/10 Excellent (790 reviews) "Amazing stay thank you!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert CA $148 CA $177 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.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) ![Studio, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/122000000/121030000/121026800/121026789/dcdd63ed.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) ![Lobby](https://images.trvl-media.com/lodging/122000000/121030000/121026800/121026789/48261357.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 9.4/10 Exceptional (13 reviews) "New hotel, very clean and staff pleasant, easy checking " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) RUSSELL CA $152 CA $172 total includes taxes & fees Feb 1 - Feb 2 [](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) ![Minibar, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/d248e8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/492c3ef4.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 (1,005 reviews) "Staff,clean room very nice washroom" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John CA $85 CA $102 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information) ![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/58000000/57570000/57563600/57563558/0b264134.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) ![Point of interest](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563558/4b7abfcd.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 (943 reviews) "Very nice place to stay " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Rajesh CA $122 CA $146 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Lakeshore-Hotels-Holiday-Inn-Express-Suites-Lakeshore-Tecumseh.h57563558.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=2026-02-10&endDate=2026-02-11®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 "Welcoming check-in,w/cookies.Comfortable bed,large room w/great river view." [](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 "Amazing staff, live music and total vibe in Arius club. My hisband enjoyed his birthday in Canada 🇨🇦 " [](https://expedia.ca/Windsor-Hotels-Caesars-Windsor.h2232457.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 "Clean room and perfect staff" [](https://expedia.ca/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.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 "Clean and comfortable room. The staff were very friendly and the breakfast was excellent." [](https://expedia.ca/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.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 "Staff is good, but need to clean the microwave, the shower of pool is not working " [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.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 "Great staff." [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.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 "Very nice front desk" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.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 "Clean, spacious room. Quick check in and quiet hotel." [](https://expedia.ca/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.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 "Room was great and very good service " [](https://expedia.ca/Windsor-Hotels-SureStay-Plus-By-Best-Western-Windsor.h2776931.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)