Title: Book the Best Hotels with POOL in Montgomery in 2025 | Expedia.ca [Hotels in Montgomery](https://expedia.ca/Montgomery-Hotels.d181159.Travel-Guide-Hotels)[Vacation Rentals in Montgomery](https://expedia.ca/Montgomery-Vacation-Rentals.d181159.Travel-Guide-VacationRentals)[Montgomery Car Rentals](https://expedia.ca/Car-Rentals-In-Montgomery.d181159.Car-Rental-Guide)[Montgomery Vacation Packages](https://expedia.ca/Montgomery.d181159.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 Montgomery, IN from CA $105 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Montgomery Hotels with a Pool Tonight [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=181159&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=181159&startDate=2025-10-09&endDate=2025-10-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=181159&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=181159&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Montgomery Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/c7b18201.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/28b78ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/c975a9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Jasper Jasper 9.6/10 Exceptional (253) "Great clean stay with a decent breakfast included. " CA $145 CA $163 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Jasper-Hotels-Hampton-Inn-Jasper.h212287.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) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/30000/24200/24170/702635f5.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) ### Clarion Pointe Jasper 8.8/10 Excellent (166) "Room was clean, staff was very friendly, area is okay but walkable" CA $114 CA $128 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Jasper-Hotels-Days-Inn-By-Wyndham-Jasper.h24170.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/900/838/25b137a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/838/892b18ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western Jasper Jasper 8.0/10 Very good (680) "Super clean facility great coffee" CA $101 CA $114 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Jasper-Hotels-SureStay-Plus-Hotel-By-Best-Western-Jasper.h838.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/67600/67547/1ee16976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/1000000/70000/67600/67547/3504aae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/70000/67600/67547/9faea126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/67600/67547/c8aa4556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Washington Washington 8.0/10 Very good (638) "It was very nice having a balcony with a view of a lovely pond. Very comfortable rooms and staff are very helpful." CA $133 CA $154 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Vincennes-Hotels-Baymont-By-Wyndham-Washington.h67547.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/49000000/48680000/48676500/48676483/203c89f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/49000000/48680000/48676500/48676483/9784ec13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/49000000/48680000/48676500/48676483/fffcac16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/49000000/48680000/48676500/48676483/7c9e2782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Jasper 9.2/10 Wonderful (519) "Newer hotel in great condition." CA $135 CA $151 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Jasper-Hotels-Comfort-Inn.h48676483.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) ![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) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802413/ba547207.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 (492) "Great place for our short stay. Staff was very friendly and helpful." CA $144 CA $161 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Jasper-Hotels-Holiday-Inn-Express-Hotel-Suites-Jasper.h1802413.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/42600/42563/0b56c8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42600/42563/29fa1732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Mobility Accessible (Communications)](https://images.trvl-media.com/lodging/1000000/50000/42600/42563/0bf3986e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42600/42563/c247e94c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Washington by IHG Washington 8.4/10 Very good (93) "This hotels was very clean and had everything we could ask for. The breakfast was absolutely amazing with a huge variety to choose from. The staff was helpful and friendly. Our only issue was all of the construction that was going on to get to the hotel entrance, but that is no fault of the hotel itself. " CA $146 CA $170 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Vincennes-Hotels-Holiday-Inn-Express-Washington.h42563.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/34000000/33380000/33377900/33377897/f80d2d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/34000000/33380000/33377900/33377897/7e32c5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/34000000/33380000/33377900/33377897/7268a20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/34000000/33380000/33377900/33377897/8e7b5f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Jasper Jasper 9.2/10 Wonderful (376) "Really nice hotel and area" CA $171 CA $191 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Jasper-Hotels-Fairfield-Inn-Suites-Jasper.h33377897.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/40000000/39520000/39519200/39519115/7a8a1df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free rollaway beds, bed sheets](https://images.trvl-media.com/lodging/40000000/39520000/39519200/39519115/bd9ec368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/40000000/39520000/39519200/39519115/69de65da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39520000/39519200/39519115/30ca30a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn Newberry - Crane Bloomfield 9.0/10 Wonderful (111) "This was the cleanest hotel I have been in. Everything in the room was very clean. The staff were friendly, and very helpful. We definitely plan to stay there again. We asked for handicapped room, and the shower was very safe which meant a lot to my husband and me." CA $175 CA $196 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Odon-Hotels-Sleep-Inn-Newberry-Crane.h39519115.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9970/a416f8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/10000/9970/b4ae51e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/10000/9970/023ea93d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/10000/9970/e192fef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Jasper Jasper 7.0/10 Good (583) "Ease of checkin/checkout. Friendly manager. " CA $94 CA $105 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Jasper-Hotels-Super-8-By-Wyndham-Jasper.h9970.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=2025-10-22&endDate=2025-10-23®ionId=181159&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Montgomery Hotel Reviews ![SureStay Plus Hotel by Best Western Jasper](//images.trvl-media.com/lodging/1000000/10000/900/838/3be0d8b8_y.jpg) ### SureStay Plus Hotel by Best Western Jasper 10/10 Excellent "Nice for what it is." [](https://expedia.ca/Jasper-Hotels-SureStay-Plus-Hotel-By-Best-Western-Jasper.h838.Hotel-Information) ![Baymont by Wyndham Washington](//images.trvl-media.com/lodging/1000000/70000/67600/67547/330ac4ce_y.jpg) ### Baymont by Wyndham Washington 10/10 Excellent "It was very nice having a balcony with a view of a lovely pond. Very comfortable rooms and staff are very helpful." [](https://expedia.ca/Vincennes-Hotels-Baymont-By-Wyndham-Washington.h67547.Hotel-Information) ![Clarion Pointe](//images.trvl-media.com/lodging/1000000/30000/24200/24170/702635f5_y.jpg) ### Clarion Pointe 10/10 Excellent "Room was clean, staff was very friendly, area is okay but walkable" [](https://expedia.ca/Jasper-Hotels-Days-Inn-By-Wyndham-Jasper.h24170.Hotel-Information) ![Holiday Inn Express Hotel & Suites Jasper by IHG](//images.trvl-media.com/lodging/2000000/1810000/1802500/1802413/ba547207_y.jpg) ### Holiday Inn Express Hotel & Suites Jasper by IHG 10/10 Excellent "Easy to get to" [](https://expedia.ca/Jasper-Hotels-Holiday-Inn-Express-Hotel-Suites-Jasper.h1802413.Hotel-Information) ![Holiday Inn Express Washington by IHG](//images.trvl-media.com/lodging/1000000/50000/42600/42563/29fa1732_y.jpg) ### Holiday Inn Express Washington by IHG 10/10 Excellent "No thanks" [](https://expedia.ca/Vincennes-Hotels-Holiday-Inn-Express-Washington.h42563.Hotel-Information) ![Hampton Inn Jasper](//images.trvl-media.com/lodging/1000000/220000/212300/212287/c975a9f6_y.jpg) ### Hampton Inn Jasper 10/10 Excellent "Every staff member was incredibly kind and helpful. The room was clean and overall it was a lovely experience!" [](https://expedia.ca/Jasper-Hotels-Hampton-Inn-Jasper.h212287.Hotel-Information) ![Super 8 by Wyndham Jasper](//images.trvl-media.com/lodging/1000000/10000/10000/9970/e192fef8_y.jpg) ### Super 8 by Wyndham Jasper 10/10 Excellent "Ease of checkin/checkout. Friendly manager. " [](https://expedia.ca/Jasper-Hotels-Super-8-By-Wyndham-Jasper.h9970.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Montgomery? > [Comfort Inn](https://www.expedia.ca/Jasper-Hotels-Comfort-Inn.h48676483.Hotel-Information): Features a snack bar/deli, an indoor pool, and buffet. [Fairfield Inn & Suites Jasper](https://www.expedia.ca/Jasper-Hotels-Fairfield-Inn-Suites-Jasper.h33377897.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [Baymont by Wyndham Washington](https://www.expedia.ca/Vincennes-Hotels-Baymont-By-Wyndham-Washington.h67547.Hotel-Information): Provides buffet, a pool, and free self parking. [Clarion Pointe](https://www.expedia.ca/Jasper-Hotels-Days-Inn-By-Wyndham-Jasper.h24170.Hotel-Information): Features daily, a seasonal outdoor pool, and free self parking. [SureStay Plus Hotel by Best Western Jasper](https://www.expedia.ca/Jasper-Hotels-SureStay-Plus-Hotel-By-Best-Western-Jasper.h838.Hotel-Information): Offers a snack bar/deli, an indoor pool, and free self parking. ### What is there to see and do in Montgomery? > Discover sights such as Dubois County Museum during your stay. ### When is the best time to book a hotel with a pool in Montgomery? > You may want to consider a place to stay with an outdoor swimming pool if you will be visiting Montgomery 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 37°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Bruceville Hotels](https://www.expedia.ca/Bruceville-Hotels.d553248634983376007.Travel-Guide-Hotels) - [B&B in Crane](https://www.expedia.ca/Crane-Bed-And-Breakfast.d553248634983294553-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Crane](https://www.expedia.ca/Crane-Cabins.d553248634983294553-aaCabins.Travel-Guide-Accommodation) - [Cheap Hotels in Crane](https://www.expedia.ca/Crane-Hotels-Cheap-Hotels.0-0-d553248634983294553-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Crane](https://www.expedia.ca/Crane-Hotels-Luxury-Hotel.0-0-d553248634983294553-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Crane Hotels](https://www.expedia.ca/Crane-Hotels.d553248634983294553.Travel-Guide-Hotels) - [Motels in Crane](https://www.expedia.ca/Crane-Motels.d553248634983294553-aaMotels.Travel-Guide-Accommodation) - 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