Title: Book the Best Hotels with POOL in Shepherd in 2025 | Expedia.ca [Hotels in Shepherd](https://expedia.ca/Shepherd-Hotels.d3000445886.Travel-Guide-Hotels)[Vacation Rentals in Shepherd](https://expedia.ca/Shepherd-Vacation-Rentals.d3000445886.Travel-Guide-VacationRentals)[Shepherd Car Rentals](https://expedia.ca/Car-Rentals-In-Shepherd.d3000445886.Car-Rental-Guide)[Shepherd Vacation Packages](https://expedia.ca/Shepherd.d3000445886.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) # Find Hotels with a Pool in Shepherd, MT from CA $134 - ![](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 Shepherd Hotels with a Pool Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2025-11-04&endDate=2025-11-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2025-11-05&endDate=2025-11-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shepherd Hotels with a Pool ![Room amenity](https://images.trvl-media.com/lodging/1000000/890000/889800/889709/72cb7e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/890000/889800/889709/930a351f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/889800/889709/cf5bd445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/890000/889800/889709/2094873d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boothill Inn And Suites Billings 9.4/10 Exceptional (1040) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $179 CA $198 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Billings-Hotels-Boothill-Inn-And-Suites.h889709.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/27500/27421/df10ad47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/27500/27421/c4e965c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/27500/27421/667ce956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/27500/27421/bac50799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kelly Inn Billings Montana Billings 8.6/10 Excellent (1780) "Very clean, and quiet! Great pool & hotub! Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonna CA $137 CA $153 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Billings-Hotels-Kelly-Inn-Billings-Montana.h27421.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/26500/26437/w3837h2557x3y3-2080995e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26500/26437/w3837h2560x3y0-1f1bdafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26500/26437/5f852833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and lunch served, American cuisine](https://images.trvl-media.com/lodging/1000000/30000/26500/26437/606ca923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Clocktower Inn North Park 8.8/10 Excellent (1001) "Great downtown location with a fabulous breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andi CA $168 CA $187 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Billings-Hotels-Best-Western-Plus-Clocktower-Inn.h26437.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/800/749/e5ec115b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/800/749/1463465d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/800/749/be642834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/800/749/87dab518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Billings 8.4/10 Very good (1025) "As always, super friendly, clean and a pleasure to stay at. Love the breakfast and large hot tub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $119 CA $134 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Billings-Hotels-Quality-Inn.h749.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/113000000/112740000/112736100/112736041/0141b7e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112740000/112736100/112736041/cea17ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/113000000/112740000/112736100/112736041/ddadd226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112740000/112736100/112736041/7d03d2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Billings Billings 9.6/10 Exceptional (288) "Fantastic place to stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $169 CA $188 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Billings-Hotels-Hyatt-Place-Billings.h112736041.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691126/a41c232e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691126/eb6aacac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691126/e40a0177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691126/a6888bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Horn Resort, an Ascend Collection Hotel Billings 7.6/10 Good (1000) "Great room and facilities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $129 CA $145 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Billings-Hotels-Big-Horn-Resort.h1691126.Hotel-Information) ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1610000/1608100/1608100/w3837h2557x3y3-23c005b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1610000/1608100/1608100/8f383a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking, Jetted Tub (with Sofabed)](https://images.trvl-media.com/lodging/2000000/1610000/1608100/1608100/585e3b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1608100/1608100/w3840h2557x0y3-0cb7248b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Kelly Inn & Suites Billings 9.2/10 Wonderful (1000) "The room was clean, the staff friendly and helpful, and the breakfast was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $204 CA $226 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Billings-Hotels-Best-Western-Plus-Kelly-Inn-Suites.h1608100.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/910000/908500/908497/58248fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/910000/908500/908497/c305707a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/910000/908500/908497/186b5dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/908500/908497/5e5bad01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Billings, MT Billings 8.4/10 Very good (1013) "Awesome place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $190 CA $211 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Billings-Hotels-Country-Inn-Suites-By-Radisson.h908497.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796844/c34053ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796844/9162cc31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796844/d645595f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796844/11c4c984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Billings Billings 9.0/10 Wonderful (1229) "Quiet hotel great atmosphere!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerri CA $152 CA $170 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Billings-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Billings.h8796844.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608129/7dded8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds, Non Smoking, Refrigerator & Microwave (Larger Room)](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608129/7b0dfd55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608129/5a81daa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608129/0d9e66b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western Billings Billings 8.8/10 Excellent (1000) "Breakfast was great and the workers are very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nate CA $144 CA $161 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Billings-Hotels-SureStay-Plus-Hotel-By-Best-Western-Billings.h1608129.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=2025-11-19&endDate=2025-11-20®ionId=3000445886&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Shepherd Hotel Reviews ![Kelly Inn Billings Montana](//images.trvl-media.com/lodging/1000000/30000/27500/27421/667ce956_y.jpg) ### Kelly Inn Billings Montana 10/10 Excellent "Great" [](https://expedia.ca/Billings-Hotels-Kelly-Inn-Billings-Montana.h27421.Hotel-Information) ![Billings Hotel and Convention Center](//images.trvl-media.com/lodging/1000000/30000/28000/27953/1745d3d6_y.jpg) ### Billings Hotel and Convention Center 10/10 Excellent "Clean room and nice amenities." [](https://expedia.ca/Billings-Hotels-Billings-Hotel-And-Convention-Center.h27953.Hotel-Information) ![SureStay Plus Hotel by Best Western Billings](//images.trvl-media.com/lodging/2000000/1610000/1608200/1608129/0d9e66b8_y.jpg) ### SureStay Plus Hotel by Best Western Billings 10/10 Excellent "Check in was fast. Staff was friendly." [](https://expedia.ca/Billings-Hotels-SureStay-Plus-Hotel-By-Best-Western-Billings.h1608129.Hotel-Information) ![Big Horn Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1700000/1691200/1691126/a41c232e_y.jpg) ### Big Horn Resort, an Ascend Collection Hotel 10/10 Excellent "👍" [](https://expedia.ca/Billings-Hotels-Big-Horn-Resort.h1691126.Hotel-Information) ![Boothill Inn And Suites](//images.trvl-media.com/lodging/1000000/890000/889800/889709/cf5bd445_y.jpg) ### Boothill Inn And Suites 10/10 Excellent "Rooms clean and bed was comfortable. Breakfast was good and a variety. Airport shuttle was easy and fast." [](https://expedia.ca/Billings-Hotels-Boothill-Inn-And-Suites.h889709.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/10000/800/749/e5ec115b_y.jpg) ### Quality Inn 10/10 Excellent "As always, super friendly, clean and a pleasure to stay at. Love the breakfast and large hot tub." [](https://expedia.ca/Billings-Hotels-Quality-Inn.h749.Hotel-Information) ![Howard Johnson by Wyndham Billings](//images.trvl-media.com/lodging/1000000/10000/5300/5217/e2287f23_y.jpg) ### Howard Johnson by Wyndham Billings 10/10 Excellent "Clean but old.." [](https://expedia.ca/Billings-Hotels-Howard-Johnson-By-Wyndham-Billings.h5217.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Shepherd? > [Kelly Inn Billings Montana](https://www.expedia.ca/Billings-Hotels-Kelly-Inn-Billings-Montana.h27421.Hotel-Information): Features daily, an indoor pool, and free self parking. [Woodspring Suites Billings](https://www.expedia.ca/Billings-Hotels-Woodspring-Suites-Billings.h106414287.Hotel-Information): Provides a snack bar/deli, an indoor pool, and buffet. [Hyatt Place Billings](https://www.expedia.ca/Billings-Hotels-Hyatt-Place-Billings.h112736041.Hotel-Information): Offers a sauna, an indoor pool, and cooked-to-order. [Days Inn by Wyndham Billings](https://www.expedia.ca/Billings-Hotels-Days-Inn-By-Wyndham-Billings.h26129.Hotel-Information): Provides a snack bar/deli, an indoor pool, and free self parking. [Super 8 by Wyndham Billings](https://www.expedia.ca/Billings-Hotels-Super-8-By-Wyndham-Billings.h459516.Hotel-Information): Offers 2 hot tubs, an indoor pool, and a snack bar/deli. ### What is there to see and do in Shepherd? > Spend some time experiencing the great outdoors at Yellowstone River. During your stay, check out sights such as Lake Elmo State Park, MetraPark, and First Interstate Arena. ### When is the best time to book a hotel with a pool in Shepherd? > You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Shepherd in the warmest months of July, August, or June when the average temp is 69°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of February, December, or January when the average temperature is 27°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Billings](https://www.expedia.ca/4Star-Billings-Hotels.s40-0-d583.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Billings](https://www.expedia.ca/5Star-Billings-Hotels.s50-0-d583.Travel-Guide-Filter-Hotels) - [Ballantine Hotels](https://www.expedia.ca/Ballantine-Hotels.d553248634983099000.Travel-Guide-Hotels) - [Farmstay in Billings](https://www.expedia.ca/Billings-Agritourism.d583-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Billings](https://www.expedia.ca/Billings-Apart-Hotels.d583-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Billings](https://www.expedia.ca/Billings-Bed-And-Breakfast.d583-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Billings](https://www.expedia.ca/Billings-Cabins.d583-aaCabins.Travel-Guide-Accommodation) - 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