Title: Book the Best HISTORIC 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in South Side, MT from CA $203 ![](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 Historic Hotels Tonight [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) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976470230&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) 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) 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) ## Top South Side Historic Hotels ![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) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/8000/7928/e92dc2b6.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 $206 CA $228 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Billings-Hotels-Northern-Hotel.h7928.Hotel-Information) ![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) ![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) ![Standard Room, 2 Double Beds, Non Smoking, Refrigerator](https://images.trvl-media.com/lodging/1000000/30000/26500/26437/w3840h2556x0y4-9f555533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Clocktower Inn North Park 8.8/10 Excellent (1002) "Great downtown location with a fabulous breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andi CA $189 CA $210 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Billings-Hotels-Best-Western-Plus-Clocktower-Inn.h26437.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26200/26156/c31222da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/26200/26156/fecc9ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/30000/26200/26156/cff16f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26200/26156/b6e21c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Billings North Park 8.2/10 Very good (1002) "A wonderful place to stay all around " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karla CA $182 CA $203 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Billings-Hotels-DoubleTree-By-Hilton-Hotel-Billings.h26156.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=2025-11-06&endDate=2025-11-07®ionId=553248635976470230&adults=2&specialized_stays_group_explore=historic_property&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." [](https://expedia.ca/Billings-Hotels-Super-8-By-Wyndham-Billings.h459516.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to South Side? > A visit to the sights with historical relevance in South Side is likely number one on your sightseeing list. And while you're here, why not also explore all of the sights in the area? ### How many historical hotels are there in South Side? > In South Side, you'll find 4 hotels and other accommodations bookable on Expedia but not many designated as historic hotels. ### What are the must-see historical sites and other places in South Side? > South Side is notable for landmarks like Billings Depot. Additionally, you might want to add Western Heritage Center to your agenda. ### What is a historic hotel like in South Side? > Guests who book a historic hotel can spend a night or two in a building that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be turned into a historic hotel provided that it's of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of historic hotels in South Side, bringing the history to life. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and actual building of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value as well as how it shaped the community. ### Do historic hotels in South Side have modern facilities? > Hotels include modern conveniences and safety features you've come to expect, while every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, free WiFi, and the amenities found in a hotel will be available in a historic hotel. 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