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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Headingley from CA $137 ![](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 Headingley Historic Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Headingley Historic Hotels ![Lobby](https://images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/758039df.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/32dcc629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mere Hotel Exchange District 9.0/10 Wonderful (1209) "The property is well located with the city trails and river along with onsite dining" CA $145 CA $172 total includes taxes & fees Oct 19 - Oct 20 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11800/11798/bd6febc1.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) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/11800/11798/37d293c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn South Fort Garry 8.6/10 Excellent (1024) "Pet friendly and awesome staff !" CA $116 CA $137 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winnipeg-Hotels-Comfort-Inn-South.h11798.Hotel-Information) ![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) ![View from room](https://images.trvl-media.com/lodging/1000000/40000/36600/36513/12158c4a.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 (473) "Nice hotel in a convenient location. " CA $184 CA $217 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-Hampton-Inn-By-Hilton-Winnipeg-Downtown.h36513.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) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119710000/119700500/119700447/2022a993.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 10/10 Exceptional (1) "It was fine Washroom was too small But it was clean" CA $94 CA $225 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Winnipeg-Hotels-House-Near-Downtown.h119700447.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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/e74d8c5d.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) ### 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 Oct 21 - Oct 22 [](https://www.expedia.ca/Winnipeg-Hotels-FREE-PARKING-NY-Style-Condo-In-Exchange-District.h74212972.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) ![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) ![Interior](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/9d469bbc.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 $371 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Winnipeg-Hotels-Heart-Of-The-City-Cozy-2BR-Loft.h105620817.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) ![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) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/42000000/41060000/41050400/41050373/74212a99.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) "This is a wonderful, beautifully decorated, one-of-a-kind condo in a great location. And the hosts are generous, and easily accessible. Highly recommend staying here. " CA $299 CA $495 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winnipeg-Hotels-TheLOFTonJAMES-An-Authentic-Industrial-Loft-Experience.h41050373.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=2025-10-30&endDate=2025-10-31®ionId=6145346&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Headingley Hotel Reviews ![Victoria Inn Hotel and Convention Centre Winnipeg](//images.trvl-media.com/lodging/1000000/20000/13300/13226/94dbadb8_y.jpg) ### Victoria Inn Hotel and Convention Centre Winnipeg 10/10 Excellent "Excellent " [](https://expedia.ca/Winnipeg-Hotels-Victoria-Inn-Hotel-And-Convention-Centre-Winnipeg.h13226.Hotel-Information) ![Best Western Plus Winnipeg West](//images.trvl-media.com/lodging/8000000/7460000/7450600/7450581/f06a9fda_y.jpg) ### Best Western Plus Winnipeg West 10/10 Excellent "Great Breakfast. " [](https://expedia.ca/Winnipeg-Hotels-Best-Western-Plus-Winnipeg-West.h7450581.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 "Great airport accessibility and good on site restaurant. Oversized room. Good value. " [](https://expedia.ca/Winnipeg-Hotels-The-Grand-Winnipeg-Airport-Hotel-By-Lakeview.h7719845.Hotel-Information) ![Alt Hotel Winnipeg](//images.trvl-media.com/lodging/11000000/10420000/10417800/10417713/3bbd853b_y.jpg) ### Alt Hotel Winnipeg 10/10 Excellent "Rooms were very homely and washroom was really nice and clean too" [](https://expedia.ca/Winnipeg-Hotels-Alt-Hotel-Winnipeg.h10417713.Hotel-Information) ![Canad Inns Destination Centre Transcona](//images.trvl-media.com/lodging/6000000/5430000/5424800/5424791/ade61ad2_y.jpg) ### Canad Inns Destination Centre Transcona 10/10 Excellent "Everything was great! Super friendly staff" [](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Transcona.h5424791.Hotel-Information) ![Humphry Inn & Suites](//images.trvl-media.com/lodging/1000000/860000/857300/857263/b2dc02ef_y.jpg) ### Humphry Inn & Suites 10/10 Excellent "Great" [](https://expedia.ca/Winnipeg-Hotels-Humphry-Inn-Suites.h857263.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 service, clean suites and centrally located!" [](https://expedia.ca/Winnipeg-Hotels-Radisson-Hotel-Winnipeg-Downtown.h524375.Hotel-Information) ![Sandman Hotel & Suites Winnipeg Airport](//images.trvl-media.com/lodging/2000000/1840000/1835800/1835720/7c49870a_y.jpg) ### Sandman Hotel & Suites Winnipeg Airport 10/10 Excellent "Good" [](https://expedia.ca/Winnipeg-Hotels-Sandman-Hotel-Suites-Winnipeg-Airport.h1835720.Hotel-Information) ![Mere Hotel](//images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/758039df_y.jpg) ### Mere Hotel 10/10 Excellent "A modern nice hotel right by the river!" [](https://expedia.ca/Winnipeg-Hotels-Mere-Hotel.h6421512.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. 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[John Blumberg Softball Complex](https://www.expedia.ca/John-Blumberg-Softball-Complex-Headingley.d6255853.Vacation-Attraction) - [Thunder Rapids Fun Park](https://www.expedia.ca/Thunder-Rapids-Fun-Park-Headingley.d553248621561234992.Vacation-Attraction) - [Car rentals near Winnipeg](https://www.expedia.ca/Car-Rentals-In-Winnipeg.d6141041.Car-Rental-Guide)