Title: Book the Best Hotels with POOL in Oakland City in 2025 | Expedia.ca [Hotels in Oakland City](https://expedia.ca/Oakland-City-Hotels.d6283924.Travel-Guide-Hotels)[Vacation Rentals in Oakland City](https://expedia.ca/Oakland-City-Vacation-Rentals.d6283924.Travel-Guide-VacationRentals)[Oakland City Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland-City.d6283924.Car-Rental-Guide)[Oakland City Vacation Packages](https://expedia.ca/Oakland-City.d6283924.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Oakland City, IN from CA $114 ![](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 Oakland City Hotels with a Pool Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6283924&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland City Hotels with a Pool ![Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/130000/126800/126729/b2b982b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/126800/126729/44369ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/130000/126800/126729/d9a9238b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/126800/126729/63837cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garner Hotel Evansville East by IHG Evansville 8.8/10 Excellent (42) "All around great stay " CA $111 CA $128 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Evansville-Hotels-Country-Inn-Suites-By-Radisson.h126729.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/13000000/12730000/12724000/12723915/3b530ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/13000000/12730000/12724000/12723915/0f9af67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12730000/12724000/12723915/307451e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/13000000/12730000/12724000/12723915/a0891356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santas Lodge and Resort Santa Claus 8.0/10 Very good (264) "Super sweet and fun. Older, but we loved it’s location and cute country charm." CA $148 CA $166 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Santa-Claus-Hotels-Santas-Lodge-And-Resort.h12723915.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/116600/116545/82f2c8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/116600/116545/f351d6f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116600/116545/2ba5f829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/120000/116600/116545/903b2800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Inn & Suites Evansville East Evansville 9.2/10 Wonderful (1010) "Great stay as always " CA $131 CA $151 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Evansville-Hotels-Drury-Inn-Suites-Evansville-East.h116545.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802413/09285bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802413/ba547207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802413/034ed580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802413/20c78947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Jasper by IHG Jasper 8.4/10 Very good (493) "Pool was nice whole place was nice" CA $115 CA $129 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Jasper-Hotels-Holiday-Inn-Express-Hotel-Suites-Jasper.h1802413.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/c7b18201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/9b4f4289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/28b78ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/da4210d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Jasper Jasper 9.6/10 Exceptional (254) "The staff was very kind and informative. The hotel was clean and offered a good spread for breakfast. I would definitely recommend this hotel." CA $146 CA $164 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Jasper-Hotels-Hampton-Inn-Jasper.h212287.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/900/838/3be0d8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/900/838/4e59d0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/838/117b9ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/900/838/25b137a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western Jasper Jasper 8.0/10 Very good (683) "Super clean facility great coffee" CA $102 CA $114 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Jasper-Hotels-SureStay-Plus-Hotel-By-Best-Western-Jasper.h838.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246041/a1002c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246041/4c4f290e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246041/f7734028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246041/0a9336cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Ferdinand 8.4/10 Very good (577) "Staff was very friendly and accommodating for our late arrival. " CA $130 CA $145 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Jasper-Hotels-Comfort-Inn.h10246041.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24200/24170/cffef0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/24200/24170/9c88c775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/24200/24170/576528fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/24200/24170/82096c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Pointe Jasper 9.0/10 Wonderful (169) "Room was clean, staff was very friendly, area is okay but walkable" CA $109 CA $122 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Jasper-Hotels-Days-Inn-By-Wyndham-Jasper.h24170.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/890200/890113/3ae36b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/890200/890113/41c6857f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/890200/890113/a35b1542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890200/890113/0f80493b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Ferdinand 7.0/10 Good (645) "this is a great place to stay, especially if you want somewhere close to Holiday world." CA $112 CA $126 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Jasper-Hotels-Quality-Inn-Suites.h890113.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/922000/921978/074c59a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/922000/921978/e128138a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds](https://images.trvl-media.com/lodging/1000000/930000/922000/921978/cd98f321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/922000/921978/52ece6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Evansville North by IHG Evansville 8.4/10 Very good (561) "Great breakfast, great price." CA $138 CA $158 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Evansville-Hotels-Holiday-Inn-Express-Suites-Evansville-North.h921978.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=2025-10-28&endDate=2025-10-29®ionId=6283924&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland City Hotel Reviews ![Spark by Hilton Evansville East, IN](//images.trvl-media.com/lodging/1000000/330000/327200/327156/3ebaf175_y.jpg) ### Spark by Hilton Evansville East, IN 10/10 Excellent "I’ve stayed at this property a few times when in town for concerts. Staff is always cordial and easy to work with, checking in/out is always smooth, rooms are always clean and it’s quiet and the price point is always good. Highly recommend if you’re looking for a place to stay." [](https://expedia.ca/Evansville-Hotels-Spark-By-Hilton-Evansville-East.h327156.Hotel-Information) ![Howard Johnson by Wyndham Evansville East](//images.trvl-media.com/lodging/1000000/20000/13800/13772/w3837h2571x3y3-fa715d4f_y.jpg) ### Howard Johnson by Wyndham Evansville East 10/10 Excellent "M" [](https://expedia.ca/Evansville-Hotels-Howard-Johnson-By-Wyndham-Evansville-East.h13772.Hotel-Information) ![Clarion Inn & Suites](//images.trvl-media.com/lodging/1000000/50000/49600/49543/b854330c_y.jpg) ### Clarion Inn & Suites 10/10 Excellent "Love the front desk lady tonight. " [](https://expedia.ca/Evansville-Hotels-Clarion-Inn-Suites.h49543.Hotel-Information) ![Hampton Inn Evansville/Airport](//images.trvl-media.com/lodging/1000000/20000/10200/10106/3300406a_y.jpg) ### Hampton Inn Evansville/Airport 10/10 Excellent "The staff was excellent check in fast and easy, we got a room early, she recommended a restaurant and it was great. Breakfast at the hotel had a good variety and very clean, great coffee! " [](https://expedia.ca/Evansville-Hotels-Hampton-Inn-EvansvilleAirport.h10106.Hotel-Information) ![Hampton Inn Evansville](//images.trvl-media.com/lodging/1000000/20000/15400/15372/6afca36a_y.jpg) ### Hampton Inn Evansville 10/10 Excellent "The staff is amazing. I feel like i am a VIP at a Hilton in Chicago. Simply wonderful. Everyone here seems happy to be here. Give them all a bonus. 😉" [](https://expedia.ca/Evansville-Hotels-Hampton-Inn-Evansville.h15372.Hotel-Information) ![Drury Inn & Suites Evansville East](//images.trvl-media.com/lodging/1000000/120000/116600/116545/2ba5f829_y.jpg) ### Drury Inn & Suites Evansville East 10/10 Excellent "Kid friendly " [](https://expedia.ca/Evansville-Hotels-Drury-Inn-Suites-Evansville-East.h116545.Hotel-Information) ![Garner Hotel Evansville East by IHG](//images.trvl-media.com/lodging/1000000/130000/126800/126729/ebc9971a_y.jpg) ### Garner Hotel Evansville East by IHG 10/10 Excellent "Staff was very welcoming and assisted with our room needs very promptly with providing extra pillows and an ice bucket. Thank you so much for making it a great stay." [](https://expedia.ca/Evansville-Hotels-Country-Inn-Suites-By-Radisson.h126729.Hotel-Information) ![Holiday Inn Express & Suites Evansville North by IHG](//images.trvl-media.com/lodging/1000000/930000/922000/921978/8b82e65b_y.jpg) ### Holiday Inn Express & Suites Evansville North by IHG 10/10 Excellent "Great breakfast, great price." [](https://expedia.ca/Evansville-Hotels-Holiday-Inn-Express-Suites-Evansville-North.h921978.Hotel-Information) ![Comfort Inn & Suites Evansville Airport](//images.trvl-media.com/lodging/1000000/50000/40500/40405/4020e7b5_y.jpg) ### Comfort Inn & Suites Evansville Airport 10/10 Excellent "Spacious room, clean, everything worked. Bed comfortable. Only downside, bathroom was clean but quite small. Would stay here anytime we’re in the area. Price was great! Great value for the money. " [](https://expedia.ca/Evansville-Hotels-Comfort-Inn-Suites-Evansville-Airport.h40405.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Oakland City? > [Oakland Courtyard](https://www.expedia.ca/Oakland-City-Hotels-Oakland-Courtyard.h117625584.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [Golf Course Views: Oakland City Retreat](https://www.expedia.ca/Oakland-City-Hotels-Golf-Course-Views-Oakland-City-Retreat.h112275739.Hotel-Information): Provides daily, a seasonal outdoor pool, and free self parking. [Half-mi to Oakland City Golf Club: Sleek Apartment](https://www.expedia.ca/Oakland-City-Hotels-Half-Mi-To-Oakland-City-Golf-Club-Sleek-Apartment.h112275729.Hotel-Information): Features continental, an outdoor pool, and free self parking. [Quiet Oakland City Studio: Walk Downtown!](https://www.expedia.ca/Oakland-City-Hotels-1-Mi-To-Oakland-City-University-Quiet-Studio.h112275732.Hotel-Information): Offers buffet, a pool, and free self parking. [Walk to Oakland City University: Modern Apartment!](https://www.expedia.ca/Oakland-City-Hotels-Walk-To-Oakland-City-University-Modern-Apartment.h112275728.Hotel-Information): Features a snack bar/deli, an indoor pool, and buffet. ### What is there to see and do in Oakland City? > The picturesque setting of Wabash Erie Canal Park showcases the area's natural beauty. Discover sights such as Oakland City University during your stay. ### When is the best time to book a hotel with a pool in Oakland City? > You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Oakland City in the hottest months of July, August, or June when the average temperature is 74°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 38°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Huntingburg](https://www.expedia.ca/3Star-Huntingburg-Hotels.s30-0-d7718.Travel-Guide-Filter-Hotels) - [Holiday Park Resorts in Boonville](https://www.expedia.ca/Boonville-Holiday-Parks.d3000435768-aaHolidayParks.Travel-Guide-Accommodation) - [Cheap Hotels in Boonville](https://www.expedia.ca/Boonville-Hotels-Cheap-Hotels.0-0-d3000435768-tCheapHotels.Travel-Guide-Filter-Hotels) - [Boonville Hotels](https://www.expedia.ca/Boonville-Hotels.d3000435768.Travel-Guide-Hotels) - [Motels in Boonville](https://www.expedia.ca/Boonville-Motels.d3000435768-aaMotels.Travel-Guide-Accommodation) - [Apartments in Chandler](https://www.expedia.ca/Chandler-Apartments.d553248634983531977-aaApartments.Travel-Guide-Accommodation) - 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