Title: The Best Hotels with a Pool in Highland from $58 in 2026 | Expedia.com [Highland Travel Guide](https://expedia.com/Highland.dx8344)[Hotels in Highland](https://expedia.com/Highland-Hotels.d8344.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.com/Highland-Vacation-Rentals.d8344.Travel-Guide-VacationRentals)[Flights to Highland](https://expedia.com/Cheap-Flights-To-Highland.d8344.Travel-Guide-Flights)[Car Rentals in Highland](https://expedia.com/Car-Rentals-In-Highland.d8344.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.com/Highland.d8344.Destination-Travel-Guides) ![City Hall in Highland, Illinois](https://images.trvl-media.com/place/8344/95211250-8e99-4d65-bafe-edab1d5370f5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8344/95211250-8e99-4d65-bafe-edab1d5370f5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Highland Hotels with a Pool Tonight [Feb 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=8344&startDate=2026-02-26&endDate=2026-02-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=8344&startDate=2026-02-27&endDate=2026-02-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=8344&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=8344&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Highland hotels with a pool ![Suite, 1 King Bed, Non Smoking (One-Bedroom, Honeymoon) | Jetted tub](https://images.trvl-media.com/lodging/1000000/210000/202600/202597/2bb7b058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/202600/202597/7eaefc44.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/1000000/210000/202600/202597/2c52f69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/210000/202600/202597/563f3ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seasons Inn & Suites Highland [](https://www.expedia.com/Highland-Hotels-Seasons-Inn-Suites-Highland.h202597.Hotel-Information) Highland 8.0/10 Very Good (630 reviews) "It was amazing and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antonio $87 nightly $97 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Highland-Hotels-Seasons-Inn-Suites-Highland.h202597.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2230000/2227000/2226989/3619bcfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2227000/2226989/fb8eaf50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2227000/2226989/242270a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2230000/2227000/2226989/eedc245f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Greenville I-70 [](https://www.expedia.com/Carlyle-Lake-Hotels-Comfort-Inn-Suites-Greenville-I-70.h2226989.Hotel-Information) Greenville 8.4/10 Very Good (428 reviews) "Great place to stay. Friendly front desk staff, comfortable rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas $93 nightly $103 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Carlyle-Lake-Hotels-Comfort-Inn-Suites-Greenville-I-70.h2226989.Hotel-Information) ![Indoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11500/11487/8628b76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/11500/11487/eaec5d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11500/11487/5018a005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11500/11487/f5d7898f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Hotel by Best Western Greenville [](https://www.expedia.com/Carlyle-Lake-Hotels-SureStay-Hotel-By-Best-Western-Greenville.h11487.Hotel-Information) Greenville 7.4/10 Good (569 reviews) "A great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen $60 nightly $67 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Carlyle-Lake-Hotels-SureStay-Hotel-By-Best-Western-Greenville.h11487.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/2000000/1550000/1544100/1544028/2e5b0061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1550000/1544100/1544028/86bce40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1550000/1544100/1544028/7fef19fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1550000/1544100/1544028/d789f3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Inn & Suites St. Louis O'Fallon, IL [](https://www.expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-OFallon.h1544028.Hotel-Information) O'Fallon 9.6/10 Exceptional (1,000 reviews) "Beautiful property, well managed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RENEE $106 nightly $123 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-OFallon.h1544028.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2670000/2662200/2662110/244ed839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2670000/2662200/2662110/2c407788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed) | Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2670000/2662200/2662110/6e8d1c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed) | Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2670000/2662200/2662110/665cbd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus MidAmerica Hotel [](https://www.expedia.com/Collinsville-Hotels-Best-Western-Plus-MidAmerica-Hotel.h2662110.Hotel-Information) Mascoutah 9.0/10 Wonderful (1,000 reviews) "Very clean room, friendly staff and wonderful hot breakfast! This was our third stay, Highly recommend!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber $102 nightly $116 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Collinsville-Hotels-Best-Western-Plus-MidAmerica-Hotel.h2662110.Hotel-Information) ![Seasonal outdoor pool, open 10 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11100/11071/e59929f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite, 1 King Bed, Non Smoking | Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/11100/11071/055d0e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite, 1 King Bed, Non Smoking | Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/11100/11071/ad5778d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11100/11071/bad6b55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham O'Fallon [](https://www.expedia.com/Collinsville-Hotels-Super-8-By-Wyndham-OFallon.h11071.Hotel-Information) O'Fallon 7.0/10 Good (1,000 reviews) "The staff was very friendly and the room looked fantastic " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nash $50 nightly $58 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Collinsville-Hotels-Super-8-By-Wyndham-OFallon.h11071.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/42100/42035/277e17ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42035/8cf4bdc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/50000/42100/42035/e281e57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42035/e26024c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Inn & Suites St. Louis Collinsville [](https://www.expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-Collinsville.h42035.Hotel-Information) Eastport 9.6/10 Exceptional (1,000 reviews) "The hotel is in a great area and the dinner bar at night is great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenny $100 nightly $115 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-Collinsville.h42035.Hotel-Information) ![Indoor pool, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037681/82b7806f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037681/4fc5a468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037681/37336392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037681/36543f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites O'Fallon/Shiloh by IHG [](https://www.expedia.com/Collinsville-Hotels-Holiday-Inn-Express-Suites-OFallon-Shiloh.h1037681.Hotel-Information) O'Fallon 8.4/10 Very Good (581 reviews) "Great room and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph $99 nightly $110 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Collinsville-Hotels-Holiday-Inn-Express-Suites-OFallon-Shiloh.h1037681.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/450000/446600/446536/7433f47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/446600/446536/dc813dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/450000/446600/446536/03c2a370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/1000000/450000/446600/446536/fb87bf41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Troy Hotel [](https://www.expedia.com/St-Louis-Hotels-Best-Western-Troy-Hotel.h446536.Hotel-Information) Troy 8.2/10 Very Good (937 reviews) "Room was clean, staff was friendly, no complaints." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen $79 nightly $88 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/St-Louis-Hotels-Best-Western-Troy-Hotel.h446536.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/490000/482700/482646/d511e9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/490000/482700/482646/26e6192d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/490000/482700/482646/55f436d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/490000/482700/482646/bff94104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn St Louis - Troy, IL [](https://www.expedia.com/St-Louis-Hotels-Red-Roof-Inn-St-Louis-Troy.h482646.Hotel-Information) Troy 7.8/10 Good (1,002 reviews) "Very nice stay clean room and very friendly staff the parking was well lighted so it felt safe convenient right off the highway will definitely stay here again and pet friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fay $68 nightly $75 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/St-Louis-Hotels-Red-Roof-Inn-St-Louis-Troy.h482646.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.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14®ionId=8344&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Highland Breakfast included Hot tub 4 stars 5 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_8344) ## Top Highland Hotel Reviews ![Super 8 by Wyndham O'Fallon](https://images.trvl-media.com/lodging/1000000/20000/11100/11071/055d0e3b_y.jpg) ### Super 8 by Wyndham O'Fallon 10/10 Excellent "Yes" [](https://expedia.com/Collinsville-Hotels-Super-8-By-Wyndham-OFallon.h11071.Hotel-Information) ![Quality Inn O'Fallon IL - St. Louis](https://images.trvl-media.com/lodging/1000000/70000/64700/64675/8890354b_y.jpg) ### Quality Inn O'Fallon IL - St. Louis 10/10 Excellent "Best stuff " [](https://expedia.com/Collinsville-Hotels-Quality-Inn-OFallon-I-64.h64675.Hotel-Information) ![Drury Inn & Suites St. Louis O'Fallon, IL](https://images.trvl-media.com/lodging/2000000/1550000/1544100/1544028/d2bc121f_y.jpg) ### Drury Inn & Suites St. Louis O'Fallon, IL 10/10 Excellent "Room was completely clean and organized. The staff was very friendly and helpful! No disturbances throughout the night!" [](https://expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-OFallon.h1544028.Hotel-Information) ![Super 8 by Wyndham Troy IL/St. Louis Area](https://images.trvl-media.com/lodging/2000000/1100000/1090700/1090603/6781e11c_y.jpg) ### Super 8 by Wyndham Troy IL/St. Louis Area 10/10 Excellent "Great for the price" [](https://expedia.com/St-Louis-Hotels-Super-8-By-Wyndham-Troy-ILSt-Louis-Area.h1090603.Hotel-Information) ![Drury Inn & Suites St. Louis Collinsville](https://images.trvl-media.com/lodging/1000000/50000/42100/42035/fff178d6_y.jpg) ### Drury Inn & Suites St. Louis Collinsville 10/10 Excellent "Wonderful! Love staying at a Drury. " [](https://expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-Collinsville.h42035.Hotel-Information) ![Country Inn & Suites by Radisson, Fairview Heights, IL](https://images.trvl-media.com/lodging/1000000/20000/19300/19224/54968ac9_y.jpg) ### Country Inn & Suites by Radisson, Fairview Heights, IL 10/10 Excellent "The rooms were very clean. You can do laundry, exercise, swim, and many other things. And it's surrounded by restaurants and places to shop. It's Central to everything. This is an amazing place to stay!" [](https://expedia.com/Collinsville-Hotels-Country-Inn-Suites-By-Radisson.h19224.Hotel-Information) ![Comfort Suites Fairview Heights - St. Louis](https://images.trvl-media.com/lodging/2000000/1420000/1418700/1418658/21638aec_y.jpg) ### Comfort Suites Fairview Heights - St. Louis 10/10 Excellent "Yes" [](https://expedia.com/Collinsville-Hotels-Comfort-Suites-Fairview-Heights.h1418658.Hotel-Information) ![Drury Inn & Suites St. Louis Fairview Heights](https://images.trvl-media.com/lodging/1000000/50000/41900/41802/c56c0460_y.jpg) ### Drury Inn & Suites St. Louis Fairview Heights 10/10 Excellent "Guest services, it was quiet and the food was great." [](https://expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-Fairview-Heights.h41802.Hotel-Information) ![Days Inn by Wyndham Collinsville/St. Louis](https://images.trvl-media.com/lodging/1000000/50000/42100/42033/e64aa27b_y.jpg) ### Days Inn by Wyndham Collinsville/St. Louis 10/10 Excellent "Room was fine! So was maid service!" [](https://expedia.com/Collinsville-Hotels-Days-Inn-By-Wyndham-Collinsville.h42033.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Highland? ### What is there to see and do in Highland? ### When is the best time to book a hotel with a pool in Highland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Korte Recreation Center ](https://www.expedia.com/Korte-Recreation-Center-Hotels.0-l553248621532655950-0.Travel-Guide-Filter-Hotels) - [Hotels near Silver Lake Park ](https://www.expedia.com/Silver-Lake-Park-Hotels.0-l553248621532655951-0.Travel-Guide-Filter-Hotels) - [Pierron Hotels ](https://www.expedia.com/Pierron-Hotels.d3000346513.Travel-Guide-Hotels) - [4 Star Hotels in Pierron ](https://www.expedia.com/4Star-Pierron-Hotels.s40-0-d3000346513.Travel-Guide-Filter-Hotels) - [St. Jacob Hotels ](https://www.expedia.com/St-Jacob-Hotels.d553248634983329878.Travel-Guide-Hotels) - 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