Title: The Best Hotels with a Pool in Highland from $59 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 21 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=8344&startDate=2026-02-21&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 22 - Feb 23](https://www.expedia.com/Hotel-Search?regionId=8344&startDate=2026-02-22&endDate=2026-02-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) In two weeks [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) ![Interior](https://images.trvl-media.com/lodging/1000000/210000/202600/202597/3b6fe12d.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/202600/202597/7eaefc44.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 $117 nightly $130 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Highland-Hotels-Seasons-Inn-Suites-Highland.h202597.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1550000/1544100/1544028/d789f3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1550000/1544100/1544028/9953fcfa.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 (1,001 reviews) "Beautiful property, well managed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RENEE $105 nightly $122 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-OFallon.h1544028.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11500/11487/f5d7898f.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) ![Desk, laptop workspace, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/1000000/20000/11500/11487/0ac814c8.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 7.6/10 Good (568 reviews) "A great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen $56 nightly $62 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Carlyle-Lake-Hotels-SureStay-Hotel-By-Best-Western-Greenville.h11487.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) ![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) ![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) ### 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 $90 nightly $100 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Carlyle-Lake-Hotels-Comfort-Inn-Suites-Greenville-I-70.h2226989.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) ![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) ![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) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2670000/2662200/2662110/ce62cabd.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 (1,001 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 $100 nightly $114 total Feb 22 - Feb 23 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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11100/11071/bad6b55f.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) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/11100/11071/82aaa575.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 (1,006 reviews) "The staff was very friendly and the room looked fantastic " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nash $51 nightly $59 total Mar 1 - Mar 2 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/1000000/450000/446600/446536/7433f47d.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/446600/446536/b28e75cd.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) ### 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 $75 nightly $83 total Feb 22 - Feb 23 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/1000000/50000/42100/42035/277e17ce.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) ![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) ### 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 (1,006 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 $98 nightly $113 total Mar 1 - Mar 2 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) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037681/32212540.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) ### 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 (578 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/1000000/490000/482700/482646/d511e9a0.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/490000/482700/482646/05c66ebb.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 (1,003 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 Feb 28 - Mar 1 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=2026-03-07&endDate=2026-03-08®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 Ocean view 5 stars ![](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 ![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 "Yes!" [](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/hotel very clean. Staff friendly and helpful. Breakfast was excellent-hot, fresh and good variety." [](https://expedia.com/Collinsville-Hotels-Drury-Inn-Suites-St-Louis-OFallon.h1544028.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) ![Holiday Inn Express & Suites - O'Fallon /Shiloh by IHG](https://images.trvl-media.com/lodging/2000000/1040000/1037700/1037681/d635442d_y.jpg) ### Holiday Inn Express & Suites - O'Fallon /Shiloh by IHG 10/10 Excellent "It was very comfortable." [](https://expedia.com/Collinsville-Hotels-Holiday-Inn-Express-Suites-OFallon-Shiloh.h1037681.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 "Yes" [](https://expedia.com/Collinsville-Hotels-Country-Inn-Suites-By-Radisson.h19224.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 "Excellent service" [](https://expedia.com/St-Louis-Hotels-Super-8-By-Wyndham-Troy-ILSt-Louis-Area.h1090603.Hotel-Information) ![La Quinta Inn & Suites by Wyndham O'Fallon, IL - St. Louis](https://images.trvl-media.com/lodging/1000000/210000/201300/201286/c5041840_y.jpg) ### La Quinta Inn & Suites by Wyndham O'Fallon, IL - St. Louis 10/10 Excellent "Nice for price " [](https://expedia.com/Collinsville-Hotels-La-Quinta-Inn-Suites-By-Wyndham-OFallon.h201286.Hotel-Information) ![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 "Room and service amazing as always" [](https://expedia.com/Collinsville-Hotels-Super-8-By-Wyndham-OFallon.h11071.Hotel-Information) ![Sleep Inn O'Fallon near I-64](https://images.trvl-media.com/lodging/1000000/170000/168400/168383/8c254240_y.jpg) ### Sleep Inn O'Fallon near I-64 10/10 Excellent "Clean and quiet. Slept well." [](https://expedia.com/Collinsville-Hotels-Sleep-Inn.h168383.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) - [Saint Rose Hotels ](https://www.expedia.com/Saint-Rose-Hotels.d553248635975847942.Travel-Guide-Hotels) - 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