Title: Book the Best Hotels with POOL in Highwood in 2025 | Expedia.ca [Hotels in Highwood](https://expedia.ca/Highwood-Hotels.d115190.Travel-Guide-Hotels)[Vacation Rentals in Highwood](https://expedia.ca/Highwood-Vacation-Rentals.d115190.Travel-Guide-VacationRentals)[Highwood Car Rentals](https://expedia.ca/Car-Rentals-In-Highwood.d115190.Car-Rental-Guide)[Highwood Vacation Packages](https://expedia.ca/Highwood.d115190.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/f2636ab6e196d52ecb4914781112e2c5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tara Jabbari # Find Hotels with a Pool in Highwood, IL from CA $117 ![](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 Highwood Hotels with a Pool Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-10-19&endDate=2025-10-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-10-20&endDate=2025-10-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highwood Hotels with a Pool ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/d1f9a35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/f05bae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/51b2dfd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/4f7b7985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Gurnee Gurnee 9.0/10 Wonderful (1014) "Clean rooms, complementary breakfast, great staff and perfect location for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Happy CA $124 CA $139 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/d646d69a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/923836ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/7164f74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/ae462a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago North Shore/Evanston Downtown Evanston 8.8/10 Excellent (1009) "Staff was amazing & hotel was very clean + convenient to train." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Malik CA $154 CA $177 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-North-ShoreEvanston.h791825.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/a445ac7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/733b41ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/70ab378e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee Gurnee 8.0/10 Very good (1367) "The staff was very friendly and helpful. Everything was clean and the breakfast was nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta CA $105 CA $117 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/67bf31d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/45813cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/2dcdee3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/89248e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Grayslake near Libertyville North Grayslake 8.4/10 Very good (1031) "Overall nice stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erlinda CA $126 CA $139 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Grayslake-Hotels-Comfort-Suites.h2363522.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1180000/1172200/1172162/a77587bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/2000000/1180000/1172200/1172162/3e2cf48f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1172200/1172162/76d9d19b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1180000/1172200/1172162/06dc519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Zion by IHG Zion 8.8/10 Excellent (157) "The hotel was really clean and the beds were comfortable. I will stay here again next time I'm in town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $143 CA $159 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Zion-Hotels-Country-Inn-Suites-By-Radisson.h1172162.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/19400/19324/d29884e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/19400/19324/fb17726b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/19400/19324/1b6e19fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/20000/19400/19324/c99b6dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Gurnee near Six Flags Gurnee 7.8/10 Good (1015) "It was great. Got a good night sleep" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $118 CA $132 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-Comfort-Inn-Gurnee-Near-Six-Flags.h19324.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/200/104/4fadef35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/200/104/577a9914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/200/104/ca54fd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/200/104/4de37bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Chicago - Gurnee Gurnee 8.4/10 Very good (1003) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daisy CA $130 CA $145 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-Gurnee.h104.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6600/6545/48bc466d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/6600/6545/b44ba019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/6600/6545/585e65d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6600/6545/8dd24dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove Wood Dale 8.2/10 Very good (1040) "Clean room, courteous staff, many screens tv in bar/lounge area to watch sports. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) konrad CA $123 CA $137 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/70000000/69690000/69681200/69681167/c4c9782e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69690000/69681200/69681167/d9d83a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69690000/69681200/69681167/63079b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/70000000/69690000/69681200/69681167/45559f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### avid hotel Chicago O’Hare – Des Plaines by IHG O'Hare 9.2/10 Wonderful (1778) "Great place to stay for a quick weekend trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander CA $133 CA $152 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-Avid-Hotels-Chicago-OHare-Des-Plaines.h69681167.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/721ffeaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/6b0eb58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/a6278989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/50830505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Gurnee Gurnee 7.6/10 Good (1010) "Very nice new looking hotel always enjoy my stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tabitha CA $125 CA $140 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Gurnee-Convention-Center.h13356.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=2025-11-02&endDate=2025-11-03®ionId=115190&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Highwood Hotel Reviews ![Comfort Suites Chicago O'Hare Airport](//images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4_y.jpg) ### Comfort Suites Chicago O'Hare Airport 10/10 Excellent "Nice!" [](https://expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information) ![Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](//images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac_y.jpg) ### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG 10/10 Excellent "Room was clean and beautiful very comfy bed enjoyed my stay definitely staying again " [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![Loews Chicago O'Hare Hotel](//images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/53df98b5_y.jpg) ### Loews Chicago O'Hare Hotel 10/10 Excellent "Very nice hotel, spacious room." [](https://expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) ![Hyatt Place Chicago/O'Hare Airport](//images.trvl-media.com/lodging/1000000/30000/23000/22991/9622d90a_y.jpg) ### Hyatt Place Chicago/O'Hare Airport 10/10 Excellent "Easy to walk to other locations. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoOHare-Airport.h22991.Hotel-Information) ![DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](//images.trvl-media.com/lodging/1000000/10000/6600/6545/8dd24dc8_y.jpg) ### DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove 10/10 Excellent "Absolutely loved it, me and my boyfriend were duly pleased to stay here, and the girl named china at the front desk was so nice to us, definitely would go back, thank you ~ Zacharyelliahs " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information) ![Hyatt Regency O'Hare Chicago](//images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg) ### Hyatt Regency O'Hare Chicago 10/10 Excellent "The room was great, it was a suite and one of the doors was closed off but one call to the front desk and someone was sent to open it!" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Holiday Inn Chicago O'Hare Area by IHG](//images.trvl-media.com/lodging/1000000/10000/2400/2332/26487f9a_y.jpg) ### Holiday Inn Chicago O'Hare Area by IHG 10/10 Excellent "Like a 5 star, the best front desk team." [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-OHare.h2332.Hotel-Information) ![Hyatt Regency Deerfield](//images.trvl-media.com/lodging/1000000/30000/21800/21767/26a8e15a_y.jpg) ### Hyatt Regency Deerfield 10/10 Excellent "Staff was very friendly " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Deerfield.h21767.Hotel-Information) ![Wyndham Garden Schaumburg Chicago Northwest](//images.trvl-media.com/lodging/1000000/30000/22500/22451/556a232c_y.jpg) ### Wyndham Garden Schaumburg Chicago Northwest 10/10 Excellent "The price for the hotel was amazing, great value, and overall I was well pleased with the hotel and the room. Also, the staff both in the evening and morning were 5 stars plus, very friendly and attentive. What was a concern to me was while walking in the hallways the wallpaper appeared worn out and what was not cool was our bathroom door had the paint pealing off of it \[I tried to convince my wife and son that it was actually a part of a design on the door\]." [](https://expedia.ca/Chicago-Hotels-Wyndham-Garden-Schaumburg-Chicago-Northwest.h22451.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Highwood? > [Hyatt Regency O'Hare Chicago](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information): Hotel, 7-minute walk from Allstate Arena. Provides complimentary wireless internet access, an indoor pool, and Smart TVs. [Hilton Chicago O'Hare Airport](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information): Hotel, 4-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. [Holiday Inn Chicago O'Hare – Rosemont by IHG](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information): Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli. [Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](https://www.expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information): Hotel located near Allstate Arena. Provides daily, an indoor pool, and free self parking. [Holiday Inn Chicago North-Evanston by IHG](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-North-Evanston.h5356.Hotel-Information): Offers a snack bar/deli, an indoor pool, and free self parking. ### What is there to see and do in Highwood? > Explore places like Naval Base Great Lakes and Six Flags Great America while you're in the area. Enjoy a stroll along the shore at Loyola Beach and North Shore Beach Park. ### When is the best time to book a hotel with a pool in Highwood? > You may want to consider a place to stay that has an outdoor pool if you plan to visit Highwood in the warmest months of July, August, or September when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 30°F. ### What's the best way to travel around Highwood? > Knowing the transportation options in Highwood can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Highwood Station or Highland Park Fort Sheridan Station. 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