Title: Book the Best HISTORIC Hotels in Headingley in 2025 | Expedia.ca [Headingley Travel Guide](https://expedia.ca/Headingley.dx6145346)[Hotels in Headingley](https://expedia.ca/Headingley-Hotels.d6145346.Travel-Guide-Hotels)[Vacation Rentals in Headingley](https://expedia.ca/Headingley-Vacation-Rentals.d6145346.Travel-Guide-VacationRentals)[Flights to Headingley](https://expedia.ca/Cheap-Flights-To-Headingley.d6145346.Travel-Guide-Flights)[Headingley Car Rentals](https://expedia.ca/Car-Rentals-In-Headingley.d6145346.Car-Rental-Guide)[Headingley Vacation Packages](https://expedia.ca/Headingley.d6145346.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/historic.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Headingley ![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 Headingley Historic Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Headingley Historic Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/36600/36513/a8a83ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/1000000/40000/36600/36513/95d8fc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/40000/36600/36513/2de3c414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Refrigerator & Microwave (Balcony)](https://images.trvl-media.com/lodging/1000000/40000/36600/36513/5fe8f342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Winnipeg Downtown Downtown Winnipeg 9.4/10 Exceptional (462) "Nice hotel in a convenient location. " CA $178 CA $210 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Winnipeg-Hotels-Hampton-Inn-By-Hilton-Winnipeg-Downtown.h36513.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/758039df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/32dcc629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/ad53d8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, minibar, in-room safe](https://images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/e42a42bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mere Hotel Exchange District 9.0/10 Wonderful (1196) "Great place" CA $140 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winnipeg-Hotels-Mere-Hotel.h6421512.Hotel-Information) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/11800/11798/cd1bd9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/11800/11798/b407b6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/11800/11798/fc70b056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11800/11798/bd6febc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn South Fort Garry 8.6/10 Excellent (1027) "Pet friendly and awesome staff !" CA $116 CA $137 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winnipeg-Hotels-Comfort-Inn-South.h11798.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/bd5f7c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/dc91511a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/ac49f347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/e74d8c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FREE PARKING NY Style Condo in Exchange District Exchange District 10/10 Exceptional (65) "Beautiful condo, tastefully decorated and very comfortable " CA $94 CA $211 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winnipeg-Hotels-FREE-PARKING-NY-Style-Condo-In-Exchange-District.h74212972.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/42000000/41060000/41050400/41050373/73146675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41060000/41050400/41050373/12bf16a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, offices](https://images.trvl-media.com/lodging/42000000/41060000/41050400/41050373/e5425762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41060000/41050400/41050373/d90d1f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Designer Loft, Historic Exchange District, Exposed Brick & High Ceilings Exchange District 10/10 Exceptional (60) "Had a great stay at the loft.Very well managed and clean, perfect place to call home for the night. " CA $299 CA $492 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Winnipeg-Hotels-TheLOFTonJAMES-An-Authentic-Industrial-Loft-Experience.h41050373.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/884e89f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/9d469bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/bc029b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/37527ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre Exchange District 10/10 Exceptional (7) "We stayed here for a few days and really enjoyed it. The old time freight elevator at the back entrance was so cool to ride in!" CA $211 CA $369 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Winnipeg-Hotels-Heart-Of-The-City-Cozy-2BR-Loft.h105620817.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119710000/119700500/119700447/292fa9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119710000/119700500/119700447/0a917856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119710000/119700500/119700447/24e44a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119710000/119700500/119700447/697c14b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House near downtown Winnipeg CA $94 CA $225 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Winnipeg-Hotels-House-Near-Downtown.h119700447.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=2025-10-17&endDate=2025-10-18®ionId=6145346&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Headingley Hotel Reviews ![Hampton Inn by Hilton Winnipeg Downtown](//images.trvl-media.com/lodging/1000000/40000/36600/36513/a8a83ea3_y.jpg) ### Hampton Inn by Hilton Winnipeg Downtown 10/10 Excellent "Very nice" [](https://expedia.ca/Winnipeg-Hotels-Hampton-Inn-By-Hilton-Winnipeg-Downtown.h36513.Hotel-Information) ![Radisson Hotel Winnipeg Downtown](//images.trvl-media.com/lodging/1000000/530000/524400/524375/9d4fad4b_y.jpg) ### Radisson Hotel Winnipeg Downtown 10/10 Excellent "Great" [](https://expedia.ca/Winnipeg-Hotels-Radisson-Hotel-Winnipeg-Downtown.h524375.Hotel-Information) ![Travelodge by Wyndham Winnipeg East](//images.trvl-media.com/lodging/1000000/870000/862700/862691/12af28ee_y.jpg) ### Travelodge by Wyndham Winnipeg East 10/10 Excellent "Griendlt" [](https://expedia.ca/Winnipeg-Hotels-Travelodge-By-Wyndham-Winnipeg-East.h862691.Hotel-Information) ![Alt Hotel Winnipeg](//images.trvl-media.com/lodging/11000000/10420000/10417800/10417713/3bbd853b_y.jpg) ### Alt Hotel Winnipeg 10/10 Excellent "Went o a concert, the Alt Hotel was close to the venue." [](https://expedia.ca/Winnipeg-Hotels-Alt-Hotel-Winnipeg.h10417713.Hotel-Information) ![Lakeview Signature, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/470000/460400/460383/59de39cd_y.jpg) ### Lakeview Signature, Trademark Collection by Wyndham 10/10 Excellent "The staff are super friendly and accommodating." [](https://expedia.ca/Winnipeg-Hotels-Lakeview-Signature.h460383.Hotel-Information) ![Humphry Inn & Suites](//images.trvl-media.com/lodging/1000000/860000/857300/857263/b2dc02ef_y.jpg) ### Humphry Inn & Suites 10/10 Excellent "Very friendly and helpful staff " [](https://expedia.ca/Winnipeg-Hotels-Humphry-Inn-Suites.h857263.Hotel-Information) ![The Grand Winnipeg Airport Hotel by Lakeview](//images.trvl-media.com/lodging/8000000/7720000/7719900/7719845/cc015fce_y.jpg) ### The Grand Winnipeg Airport Hotel by Lakeview 10/10 Excellent "It was a bit confusing how to get In to check in but once we figured it out it wasn’t bad. Place was very clean and staff was very nice. " [](https://expedia.ca/Winnipeg-Hotels-The-Grand-Winnipeg-Airport-Hotel-By-Lakeview.h7719845.Hotel-Information) ![Mere Hotel](//images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/758039df_y.jpg) ### Mere Hotel 10/10 Excellent "All good" [](https://expedia.ca/Winnipeg-Hotels-Mere-Hotel.h6421512.Hotel-Information) ![Super 8 by Wyndham Winnipeg East MB](//images.trvl-media.com/lodging/1000000/910000/906400/906335/1f53b81c_y.jpg) ### Super 8 by Wyndham Winnipeg East MB 10/10 Excellent "Staff was pleasant and easy to talk to" [](https://expedia.ca/Winnipeg-Hotels-Super-8-By-Wyndham-Winnipeg-East-MB.h906335.Hotel-Information) ## Frequently asked questions ### What can a history buff expect from a stay in Headingley? > You're already probably planning a visit to sights of historical relevance while on vacation in Headingley. Why not absorb the local color with a visit to the coffeehouses? ### How many historical hotels will I find in Headingley? > In Headingley, there are 3 hotels and other accommodations bookable on Expedia though you won't find many designated historic hotels. ### What are the most important historical places and other sights to visit in Headingley? > Favorite places to visit include John Blumberg Softball Complex, Thunder Rapids Fun Park, and John Blumberg Golf Course. Additionally, you might want to add Beaudry Provincial Park to your agenda. ### What is a historic hotel like in Headingley? > By choosing a historic hotel, you can stay someplace that has a national historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel provided that it's of special interest. Traditional architecture and period features are often preserved in the public spaces and guestrooms of historic hotels in Headingley, giving a real sense of character. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The building and architecture of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value and how it shaped the community. ### Do historic hotels in Headingley have modern facilities? > Hotels include modern conveniences and safety features you've come to expect, but every effort is made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the amenities found in any hotel should be available at a historic hotel. Rest assured that when you choose a historic hotel in Headingley, you won't find a place that's uncomfortable or rundown. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Assiniboia Downs](https://www.expedia.ca/Assiniboia-Downs-Hotels.0-l6229713-0.Travel-Guide-Filter-Hotels) - [Hotels near BellMTS Iceplex](https://www.expedia.ca/BellMTS-Iceplex-Hotels.0-l553248635026762217-0.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Buchanan](https://www.expedia.ca/Buchanan-Winnipeg-Hotels-Hotel-With-Wifi.0-n873292832054661120-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Buchanan](https://www.expedia.ca/Buchanan-Winnipeg-Hotels-Hotels-With-Indoor-Pool.0-n873292832054661120-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Business Hotels in Manitoba](https://www.expedia.ca/Destinations-In-Manitoba-Business-Hotel.0-0-d11148-tBusinessHotel.Hotel-Filter-Destinations) - [Green Hotels in Manitoba](https://www.expedia.ca/Destinations-In-Manitoba-Green-Sustainable.0-0-d11148-tGreenSustainable.Hotel-Filter-Destinations) - 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