Title: Book the Best BUSINESS Hotels in South Side in 2025 | Expedia.ca [Vacation Rentals in Billings](https://expedia.ca/Billings-Vacation-Rentals.d583.Travel-Guide-VacationRentals)[Flights to Billings](https://expedia.ca/Cheap-Flights-To-Billings.d583.Travel-Guide-Flights)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635976470230.Car-Rental-Guide)[South Side Vacations](https://expedia.ca/South-Side.d553248635976470230.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/business.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Business Hotels in South Side, MT from CA $94 ![](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 South Side Business Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976470230&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976470230&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976470230&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976470230&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) ## Top South Side Business Hotels ![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/bb61cd51.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) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/890000/889800/889709/4ad4eb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boothill Inn And Suites Billings 9.4/10 Exceptional (1019) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $179 CA $199 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Billings-Hotels-Boothill-Inn-And-Suites.h889709.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/37900/37816/a1e00578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/40000/37900/37816/781bef0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37900/37816/b547b489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37900/37816/8f25d6d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dude Rancher Lodge Downtown Billings 8.6/10 Excellent (1052) "Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gipsey CA $100 CA $113 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Billings-Hotels-Dude-Rancher-Lodge.h37816.Hotel-Information) ![Standard Room, 1 Queen Bed, Accessible](https://images.trvl-media.com/lodging/1000000/30000/26200/26129/4c9b0ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/26200/26129/w2495h1663x2y2-8f54f4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/26200/26129/w2497h1665x0y2-c31ea61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/26200/26129/1dc096a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Billings Billings 7.8/10 Good (1095) "Nice place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $102 CA $116 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Days-Inn-By-Wyndham-Billings.h26129.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459600/459516/db35e6b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/460000/459600/459516/8bf228c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459600/459516/b9907bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459600/459516/bf96f8fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Billings Billings 7.8/10 Good (1545) "Clean room, quiet, good bed, good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip CA $82 CA $94 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Billings-Hotels-Super-8-By-Wyndham-Billings.h459516.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151537/ca447907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151537/07452f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151537/9c8aeb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151537/ca94e721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### avid Hotels Billings West by IHG Billings 9.4/10 Exceptional (273) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $165 CA $184 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Avid-Hotels-Billings-West.h96151537.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/8000/7928/4fe8e929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/8000/7928/bfd76645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8000/7928/175a0707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/8000/7928/0b448572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northern Hotel Downtown Billings 9.6/10 Exceptional (1134) "Always a great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc CA $207 CA $229 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Billings-Hotels-Northern-Hotel.h7928.Hotel-Information) ![Down comforters, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/8000000/7120000/7110900/7110813/b8f324a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7120000/7110900/7110813/e27dfc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/8000000/7120000/7110900/7110813/91e7b121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7120000/7110900/7110813/49cf616e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ledgestone Suites Hotel Billings Billings 9.4/10 Exceptional (1331) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leilani CA $125 CA $140 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Billings-Hotels-Ledgestone-Hotel-Billings.h7110813.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796844/d645595f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Lobby](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796844/4cf7c339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Billings Billings 9.0/10 Wonderful (1213) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry CA $190 CA $210 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Billings-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Billings.h8796844.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64630000/64628500/64628490/7628830c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/65000000/64630000/64628500/64628490/e8859e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/65000000/64630000/64628500/64628490/0c90a6b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite | Living area](https://images.trvl-media.com/lodging/65000000/64630000/64628500/64628490/c4083c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montana Trailhead Inn Billings 8.0/10 Very good (1283) "Great staff and delicious breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $119 CA $134 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Montana-Trailhead-Inn.h64628490.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/892200/892192/b396a42d.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/1000000/900000/892200/892192/f61f3715.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/1000000/900000/892200/892192/7d7b8d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892200/892192/bff8b202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Billings by IHG Billings 8.8/10 Excellent (473) "Rooms were very clean and property was well maintained." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin CA $212 CA $229 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Billings-Hotels-Holiday-Inn-Express-Billings.h892192.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=2025-11-05&endDate=2025-11-06®ionId=553248635976470230&adults=2&travelerType=business_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Ledgestone Suites Hotel Billings](//images.trvl-media.com/lodging/8000000/7120000/7110900/7110813/b8f324a0_y.jpg) ### Ledgestone Suites Hotel Billings 10/10 Excellent "Pillows and mattress were to my liking. Lobby stunk a little but room was very clean and smell free. " [](https://expedia.ca/Billings-Hotels-Ledgestone-Hotel-Billings.h7110813.Hotel-Information) ![Riversage Billings Inn](//images.trvl-media.com/lodging/1000000/60000/50700/50673/0fcfcd43_y.jpg) ### Riversage Billings Inn 10/10 Excellent "Thankful for its location near Billings Clinic" [](https://expedia.ca/Billings-Hotels-Riversage-Billings-Inn.h50673.Hotel-Information) ![Northern Hotel](//images.trvl-media.com/lodging/1000000/10000/8000/7928/4fe8e929_y.jpg) ### Northern Hotel 10/10 Excellent "Always a great place to stay. " [](https://expedia.ca/Billings-Hotels-Northern-Hotel.h7928.Hotel-Information) ![Kelly Inn Billings Montana](//images.trvl-media.com/lodging/1000000/30000/27500/27421/667ce956_y.jpg) ### Kelly Inn Billings Montana 10/10 Excellent "Very clean, and quiet! Great pool & hotub! Great stay!" [](https://expedia.ca/Billings-Hotels-Kelly-Inn-Billings-Montana.h27421.Hotel-Information) ![Days Inn by Wyndham Billings](//images.trvl-media.com/lodging/1000000/30000/26200/26129/4c9b0ccf_y.jpg) ### Days Inn by Wyndham Billings 10/10 Excellent "Great for the price." [](https://expedia.ca/Billings-Hotels-Days-Inn-By-Wyndham-Billings.h26129.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 "The tub was dirty." [](https://expedia.ca/Billings-Hotels-Billings-Hotel-And-Convention-Center.h27953.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 "We had a great stay. The arcade was fun and our swim at the pool was great accept they ran out of towels and told us not to bring ours from the room. We will definitely stay again. " [](https://expedia.ca/Billings-Hotels-Big-Horn-Resort.h1691126.Hotel-Information) ![Best Western Plus Clocktower Inn](//images.trvl-media.com/lodging/1000000/30000/26500/26437/5f852833_y.jpg) ### Best Western Plus Clocktower Inn 10/10 Excellent "Easy check in with very friendly staff! A great location to walk to many restaurants, breweries, and shops and 100% perfect stay if you are attending an event at the Pub Station! Love the breakfast at Stella’s! " [](https://expedia.ca/Billings-Hotels-Best-Western-Plus-Clocktower-Inn.h26437.Hotel-Information) ![Super 8 by Wyndham Billings](//images.trvl-media.com/lodging/1000000/460000/459600/459516/db35e6b1_y.jpg) ### Super 8 by Wyndham Billings 10/10 Excellent "Excellent staff, good breakfast. Nice room, quiet, clean." 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[Van Car Rentals in Billings](https://www.expedia.ca/Van-Car-Rentals-In-Billings.d583-tVan.Car-Rental-Guide-Class) - [Book Hotels in South Side on Expedia.com](https://www.expedia.com/South-Side-Billings-Hotels-Business-Hotel.0-n553248635976470230-0-tBusinessHotel.Travel-Guide-Filter-Hotels)