Title: Book the Best Hotels with POOL in Windsor in 2025 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d175567.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d175567.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d175567.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d175567.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Windsor, IL from CA $132 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Windsor Hotels with a Pool Tonight [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-10-09&endDate=2025-10-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Hotels with a Pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3850000/3844200/3844154/fbd2f815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/4000000/3850000/3844200/3844154/13bfbb5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/4000000/3850000/3844200/3844154/2b083d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/4000000/3850000/3844200/3844154/0b6ccae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Mattoon South Mattoon 8.6/10 Excellent (767) "Will stay here again " CA $128 CA $142 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Effingham-Hotels-Quality-Inn-Suites.h3844154.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/10800/10742/0f90f02e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/10800/10742/2738ac9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10800/10742/6986ef65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10800/10742/9d9434fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Pointe Mattoon near University Mattoon 8.4/10 Very good (852) "This was an absolutely perfect stay for my weekend trip! I was so comfortable, I didn’t want to leave! Will definitely stay here again and highly recommend to others" CA $130 CA $146 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Mattoon-Hotels-Baymont-By-Wyndham-Mattoon.h10742.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/480000/474300/474235/886ef0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/474300/474235/ceebf75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/480000/474300/474235/a1454bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/480000/474300/474235/710ae9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Mattoon East Mattoon 8.8/10 Excellent (825) "Very nice stay" CA $118 CA $132 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Effingham-Hotels-Comfort-Suites-Mattoon.h474235.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1860000/1850700/1850633/0d73f4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds (Wet Bar)](https://images.trvl-media.com/lodging/2000000/1860000/1850700/1850633/f13de7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1860000/1850700/1850633/6393c6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1860000/1850700/1850633/34de46a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Mattoon by IHG Mattoon 8.2/10 Very good (739) "Great " CA $140 CA $156 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Effingham-Hotels-Holiday-Inn-Express-Suites-Mattoon.h1850633.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/79000000/78290000/78285200/78285150/b6c1dff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/79000000/78290000/78285200/78285150/ac6b4695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/79000000/78290000/78285200/78285150/ced72bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78290000/78285200/78285150/13600184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Mattoon, Il Mattoon 8.8/10 Excellent (193) "Best accommodations in the area and pet friendly. " CA $182 CA $202 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Mattoon-Hotels-Hilton-Garden-Inn-Mattoon.h78285150.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=2025-10-22&endDate=2025-10-23®ionId=175567&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Clarion Pointe Mattoon near University](//images.trvl-media.com/lodging/1000000/20000/10800/10742/6dee7d6c_y.jpg) ### Clarion Pointe Mattoon near University 10/10 Excellent "This was an absolutely perfect stay for my weekend trip! I was so comfortable, I didn’t want to leave! Will definitely stay here again and highly recommend to others" [](https://expedia.ca/Mattoon-Hotels-Baymont-By-Wyndham-Mattoon.h10742.Hotel-Information) ![Comfort Suites Mattoon East](//images.trvl-media.com/lodging/1000000/480000/474300/474235/6759fc3e_y.jpg) ### Comfort Suites Mattoon East 10/10 Excellent "Clean, quiet, friendly staff. Was there for 3 nights, no complaints, due for various maintenance needs but nothing that effects someone’s stay. Would stay here again. " [](https://expedia.ca/Effingham-Hotels-Comfort-Suites-Mattoon.h474235.Hotel-Information) ![Quality Inn & Suites Mattoon South](//images.trvl-media.com/lodging/4000000/3850000/3844200/3844154/fca91a4d_y.jpg) ### Quality Inn & Suites Mattoon South 10/10 Excellent "Will stay here again " [](https://expedia.ca/Effingham-Hotels-Quality-Inn-Suites.h3844154.Hotel-Information) ![Holiday Inn Express & Suites Mattoon by IHG](//images.trvl-media.com/lodging/2000000/1860000/1850700/1850633/c6bf8414_y.jpg) ### Holiday Inn Express & Suites Mattoon by IHG 10/10 Excellent "Great " [](https://expedia.ca/Effingham-Hotels-Holiday-Inn-Express-Suites-Mattoon.h1850633.Hotel-Information) ![Suite Dreams Hotel](//images.trvl-media.com/lodging/16000000/15350000/15340400/15340340/8c0f564b_y.jpg) ### Suite Dreams Hotel 10/10 Excellent "Easy access to room from parking lot. Plenty of places around for anything you need." [](https://expedia.ca/Effingham-Hotels-Suite-Dreams-Hotel.h15340340.Hotel-Information) ![Best Western Heartland Inn](//images.trvl-media.com/lodging/1000000/50000/42100/42026/e957049a_y.jpg) ### Best Western Heartland Inn 10/10 Excellent "Super firendly staff. Incredibly clean, wonderful amenities microwave fridge and coffee maker in all rooms. Its very quiet good breakfast options and very affordable." [](https://expedia.ca/Mattoon-Hotels-Best-Western-Heartland-Inn.h42026.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Windsor? > [Comfort Suites Mattoon East](https://www.expedia.ca/Effingham-Hotels-Comfort-Suites-Mattoon.h474235.Hotel-Information): Features full, an indoor pool, and free self parking. [Best Western Heartland Inn](https://www.expedia.ca/Mattoon-Hotels-Best-Western-Heartland-Inn.h42026.Hotel-Information): Provides buffet, an indoor pool, and complimentary wired internet access. [Holiday Inn Express & Suites Mattoon by IHG](https://www.expedia.ca/Effingham-Hotels-Holiday-Inn-Express-Suites-Mattoon.h1850633.Hotel-Information): Offers a snack bar/deli, an indoor pool, and free self parking. [Suite Dreams Hotel](https://www.expedia.ca/Effingham-Hotels-Suite-Dreams-Hotel.h15340340.Hotel-Information): Features free self parking, an indoor pool, and complimentary wireless internet access. [Hilton Garden Inn Mattoon, Il](https://www.expedia.ca/Mattoon-Hotels-Hilton-Garden-Inn-Mattoon.h78285150.Hotel-Information): Offers daily, a seasonal outdoor pool, and free self parking. ### What is there to see and do in Windsor? > The picturesque setting of Lake Shelbyville and Lake Shelbyville Beach showcase the area's natural beauty. During your stay, check out sights such as Eagle Creek State Park, Wolf Creek State Park, and Mattoon City Hall. ### When is the best time to book a hotel with a pool in Windsor? > You may want to consider an accommodation with an outdoor swimming pool if you're planning to visit Windsor in the hottest months of July, August, or June when the average temperature is 72°F. 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