Title: The Best Winchester Hotels with Pools from $75 - Hotels with indoor pools in Winchester, IN | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx6046207)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d6046207.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d6046207.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d6046207.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d6046207.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d6046207.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Winchester Hotels with a Pool Tonight [Mar 9 - Mar 10](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-03-09&endDate=2026-03-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 10 - Mar 11](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-03-10&endDate=2026-03-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6046207&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/77a3466c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/c5613c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/dace20e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/fee1facc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Randolph Inn and Suites [](https://www.expedia.com/Muncie-Hotels-Randolph-Inn-And-Suites.h1778532.Hotel-Information) Winchester 9.0/10 Wonderful (252 reviews) - Indoor swimming delights await at this hotel where guests can splash year-round. $108 nightly $121 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Muncie-Hotels-Randolph-Inn-And-Suites.h1778532.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/cbe3bd0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/fb297db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/4394c4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/b66d8027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Portland by IHG [](https://www.expedia.com/Muncie-Hotels-Holiday-Inn-Express-Suites-Portland.h1880898.Hotel-Information) Portland 9.2/10 Wonderful (359 reviews) - Sleek indoor pool offers refreshing year-round swims in this rural retreat with premium rooms. $86 nightly $96 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Muncie-Hotels-Holiday-Inn-Express-Suites-Portland.h1880898.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/317bd989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/c84ecc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/b30bf8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/6e3a4720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Richmond East [](https://www.expedia.com/Richmond-Hotels-Comfort-Suites.h92418479.Hotel-Information) Richmond 9.4/10 Exceptional (689 reviews) - Serene indoor pool beckons after exploring, while fitness center energizes stays. $91 nightly $102 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Richmond-Hotels-Comfort-Suites.h92418479.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/4f171030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking (Mobility, Bathtub w/Grab Bars) | Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/97f2f944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/10e8caa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/5f1a50ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Richmond I-70 [](https://www.expedia.com/Richmond-Hotels-Comfort-Inn-Richmond-I-70.h4345.Hotel-Information) Richmond 8.4/10 Very Good (1,006 reviews) - Splash into total relaxation at this hotel's indoor pool sanctuary with a bubbling hot tub oasis. $67 nightly $75 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Richmond-Hotels-Comfort-Inn-Richmond-I-70.h4345.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/52900/52875/d38acad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/60000/52900/52875/ec676e7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds | Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/60000/52900/52875/0e3d1ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/60000/52900/52875/11b4a36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn by Marriott Richmond [](https://www.expedia.com/Dayton-Hotels-Fairfield-Inn-By-Marriott-Richmond.h52875.Hotel-Information) New Paris 9.0/10 Wonderful (522 reviews) - Dive into year-round aquatic bliss at this Richmond hotel with an indoor pool and rejuvenating hot tub perfect for every season. $93 nightly $105 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Dayton-Hotels-Fairfield-Inn-By-Marriott-Richmond.h52875.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/260000/251600/251530/451c7d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/260000/251600/251530/8a818798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/260000/251600/251530/724c7e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/260000/251600/251530/d0795775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Richmond Indiana I-70 [](https://www.expedia.com/Richmond-Hotels-Best-Western-Classic-Inn.h251530.Hotel-Information) Richmond 8.4/10 Very Good (1,004 reviews) - Refreshing poolside escapes await at this family-friendly hotel with indoor swimming for all ages. $84 nightly $94 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Richmond-Hotels-Best-Western-Classic-Inn.h251530.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1600000/1590100/1590037/d624271a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1600000/1590100/1590037/d185387c.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/2000000/1600000/1590100/1590037/a50de8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1600000/1590100/1590037/4107f9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Richmond, IN [](https://www.expedia.com/Richmond-Hotels-Hampton-Inn-Suites-Richmond.h1590037.Hotel-Information) Richmond 9.2/10 Wonderful (951 reviews) - Make a splash with year-round swimming at this hotel's refreshing indoor pool oasis. $100 nightly $112 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Richmond-Hotels-Hampton-Inn-Suites-Richmond.h1590037.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/a6b18ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/f09c6c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking | Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/c0429424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/923e3846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Muncie Near University [](https://www.expedia.com/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.Hotel-Information) Muncie 8.4/10 Very Good (758 reviews) - Dive into aquatic bliss year-round at this Muncie retreat featuring a climate-controlled indoor pool near Ball State University. $72 nightly $80 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/55000000/54480000/54478800/54478734/8d8cc874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/55000000/54480000/54478800/54478734/74af65f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54480000/54478800/54478734/032fab8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/55000000/54480000/54478800/54478734/be18ab9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Richmond [](https://www.expedia.com/Richmond-Hotels-Home2-Suites-By-Hilton-Richmond.h54478734.Hotel-Information) Richmond 9.2/10 Wonderful (417 reviews) - Dive into aquatic bliss year-round at this Richmond hotel's immaculate indoor pool, where relaxation flows no matter the weather. $114 nightly $128 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Richmond-Hotels-Home2-Suites-By-Hilton-Richmond.h54478734.Hotel-Information) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25900/25869/ef980608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/25900/25869/bca78e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25900/25869/1598bc49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard 2 Queens Non Smoking | Desk, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/25900/25869/bb5ec1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn and Conference Center [](https://www.expedia.com/Richmond-Hotels-Quality-Inn-And-Conference-Center.h25869.Hotel-Information) Richmond 6.6/10 (1,000 reviews) - Immerse in a refreshing indoor pool retreat with loungers and umbrellas at this welcoming hotel with 24-hour fitness access. $51 nightly $57 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Richmond-Hotels-Quality-Inn-And-Conference-Center.h25869.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=2026-03-23&endDate=2026-03-24®ionId=6046207&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Winchester Breakfast included 4 stars Hot tub 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_6046207) ## Top Winchester Hotel Reviews ![Randolph Inn and Suites](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/c5613c1c_y.jpg) ### Randolph Inn and Suites 8/10 Good "It’s was good for the money! Would stay again! " [](https://expedia.com/Muncie-Hotels-Randolph-Inn-And-Suites.h1778532.Hotel-Information) ![Baymont by Wyndham Richmond I-70](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/97f2f944_y.jpg) ### Baymont by Wyndham Richmond I-70 6/10 Okay "The bed linens and towels seemed quite fresh. The room was a bit grimy --I didn't really want to touch the greasy light switches. Staff were courteous but with poor personal presentation (non-professional and grungy looking clothing, etc. --management should provide company shirts and slacks, informal is ok but should look clean and fresh from desk clerks to kitchen staff). Overall, just barely ok for a very basic night's stay but the price should be about $15-20 less per night to reflect quality fairly." [](https://expedia.com/Richmond-Hotels-Comfort-Inn-Richmond-I-70.h4345.Hotel-Information) ![Motel 6 Richmond, IN](https://images.trvl-media.com/lodging/1000000/60000/50200/50102/7046bbba_y.jpg) ### Motel 6 Richmond, IN 10/10 Excellent "Friendlu staff" [](https://expedia.com/Richmond-Hotels-Motel-6-Richmond.h50102.Hotel-Information) ![Best Western Plus Richmond Indiana I-70](https://images.trvl-media.com/lodging/1000000/260000/251600/251530/8a818798_y.jpg) ### Best Western Plus Richmond Indiana I-70 8/10 Good "Clean room. Pet fee was reasonable.." [](https://expedia.com/Richmond-Hotels-Best-Western-Classic-Inn.h251530.Hotel-Information) ![Comfort Inn & Suites Muncie Near University](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/eec57f36_y.jpg) ### Comfort Inn & Suites Muncie Near University 10/10 Excellent "Excellent water pressure! Great variety for breakfast, lots of easy grab and go things. Super convenient when visiting Ball State." [](https://expedia.com/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.Hotel-Information) ![Muncie Place Hotel & Suites](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/e0a75b6c_y.jpg) ### Muncie Place Hotel & Suites 4/10 Poor "This hotel was really horrible. The staff were VERY kind and helpful, but the property condition was one of the worst I’ve ever been to. The first room we were in had no hot water and the hotel knew about it. They moved us. Both room we were in were not clean. One had fries under a chair and a vape on the floor and the other looked like it hadn’t seen a broom ever. The sheets were dingy and stained. The beds were extremely uncomfortable. It was not a great experience. There are other hotels in the area that cost the same for way better facilities." [](https://expedia.com/Muncie-Hotels-Holiday-Inn-Express-Hotel-Suites-Muncie.h67438.Hotel-Information) ![Fairfield Inn by Marriott Muncie](https://images.trvl-media.com/lodging/1000000/20000/14300/14243/9762721b_y.jpg) ### Fairfield Inn by Marriott Muncie 10/10 Excellent "Staff was good and rooms were good and nice" [](https://expedia.com/Muncie-Hotels-Fairfield-Inn-By-Marriott-Muncie.h14243.Hotel-Information) ![Best Western Muncie](https://images.trvl-media.com/lodging/1000000/130000/124400/124346/a4f6e538_y.jpg) ### Best Western Muncie 4/10 Poor "Sent me to a dirty or still occupied room first. The room I ended up with was hot, stuffy, and generally uncomfortable (bed included)." [](https://expedia.com/Muncie-Hotels-Best-Western-Muncie.h124346.Hotel-Information) ![Hampton Inn & Suites Muncie](https://images.trvl-media.com/lodging/3000000/2050000/2041500/2041430/cdcb7601_y.jpg) ### Hampton Inn & Suites Muncie 10/10 Excellent "Everything was clean, the the was pleasant and helpful." [](https://expedia.com/Muncie-Hotels-Hampton-Inn-Suites-Muncie.h2041430.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winchester? ### What is there to see and do in Winchester? ### When is the best time to book a hotel with a pool in Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Historic Shopping & Dining District of Winchester ](https://www.expedia.com/Historic-Shopping-Dining-District-Of-Winchester-Hotels.0-l553248621532658844-0.Travel-Guide-Filter-Hotels) - [Hotels near Randolph County Courthouse ](https://www.expedia.com/Randolph-County-Courthouse-Hotels.0-l553248621582419856-0.Travel-Guide-Filter-Hotels) - [Hotels near Winchester Golf Club ](https://www.expedia.com/Winchester-Golf-Club-Hotels.0-l553248621582419855-0.Travel-Guide-Filter-Hotels) - [Hotels near Winchester Speedway ](https://www.expedia.com/Winchester-Speedway-Hotels.0-l6289044-0.Travel-Guide-Filter-Hotels) - 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