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 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-19&endDate=2025-10-20&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) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-31&endDate=2025-11-02&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) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6430000/6421600/6421512/6198e27b.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) ![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 (1210) "The property is well located with the city trails and river along with onsite dining" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tim CA $145 CA $172 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winnipeg-Hotels-Mere-Hotel.h6421512.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) ![Reception](https://images.trvl-media.com/lodging/1000000/40000/36600/36513/2de3c414.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) ### Hampton Inn by Hilton Winnipeg Downtown Downtown Winnipeg 9.4/10 Exceptional (473) "Nice hotel in a convenient location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jason CA $187 CA $221 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Winnipeg-Hotels-Hampton-Inn-By-Hilton-Winnipeg-Downtown.h36513.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) ![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) ![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) ### Comfort Inn South Fort Garry 8.6/10 Excellent (1026) "Pet friendly and awesome staff !" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jovette CA $116 CA $137 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/e74d8c5d.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74220000/74213000/74212972/e97ece40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FREE PARKING NY Style Condo in Exchange District Exchange District 10/10 Exceptional (66) "Beautiful condo, tastefully decorated and very comfortable " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Theresa B. CA $94 CA $211 total includes taxes & fees Oct 20 - Oct 21 [](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) ![Interior](https://images.trvl-media.com/lodging/106000000/105630000/105620900/105620817/3194215a.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!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer D. CA $211 CA $371 total includes taxes & fees Oct 19 - Oct 20 [](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) ![Interior](https://images.trvl-media.com/lodging/120000000/119710000/119700500/119700447/24e44a97.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) ![Living area](https://images.trvl-media.com/lodging/120000000/119710000/119700500/119700447/0a917856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House near downtown Winnipeg 6.0/10 (2) "Not as advertised. Stay away. We didn't sleep here, we left after seeing the place and didnt return. Still fully charged without a refund.This space is not where you want to go for a romantic getaway.My female partner arrived at the home. It looked old and unkept on the exterior. She said it felt "ghetto" and it certainly didnt help that a fight was happening at the house next door, where she was separated from it by a small chainlink fence.Once she entered, she smelled stale cigarette smoke, an... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gregg L. CA $94 CA $225 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Winnipeg-Hotels-House-Near-Downtown.h119700447.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) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41060000/41050400/41050373/d90d1f2a.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller 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=2025-11-01&endDate=2025-11-02®ionId=6145346&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Headingley Hotel Reviews ![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 "Property was nice and clean. Great sports lounge downstairs. Staff was friendly. Checkin was super easy. " [](https://expedia.ca/Winnipeg-Hotels-Lakeview-Signature.h460383.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 "Overall very clean but some areas in the bathroom (light fixtures, hairdryer) could be cleaned. Staff go out of their way to be helpful and friendly. Maintenance staff available for repairs if needed but we had no problems. Breakfast staff are continuously cleaning and replenishing food items and area tables. Beautiful tropical pool and hot tub area." [](https://expedia.ca/Winnipeg-Hotels-Travelodge-By-Wyndham-Winnipeg-East.h862691.Hotel-Information) ![The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/40000/34100/34086/84c43415_y.jpg) ### The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel 10/10 Excellent "This is a lovely, vintage hotel from the era of the Royal York or the Banff Springs. It is ideally situated close to the train station and walkable to the riverfront and the Forks Market. Several common areas to curl up on a couch for a cup of tea and relaxing. The Spa is incredible! Staff are helpful and friendly. We hope to come back soon" [](https://expedia.ca/Winnipeg-Hotels-The-Fort-Garry-Hotel.h34086.Hotel-Information) ![Canad Inns Destination Centre Club Regent Casino Hotel](//images.trvl-media.com/lodging/1000000/590000/583700/583630/c7554b08_y.jpg) ### Canad Inns Destination Centre Club Regent Casino Hotel 10/10 Excellent "Enjoyed my second stay at this hotel Very friendly staff" [](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Club-Regent-Casino-Hotel.h583630.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 "Every thing with the hotel was great. Beds and linens and pillows top notch. Too many emails from Expedia " [](https://expedia.ca/Winnipeg-Hotels-Sandman-Hotel-Suites-Winnipeg-Airport.h1835720.Hotel-Information) ![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) ![Motel 6 Headingley, MB - Winnipeg West](//images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/56e2f620_y.jpg) ### Motel 6 Headingley, MB - Winnipeg West 10/10 Excellent "Clean room and comfortable bed." [](https://expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.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) ## 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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[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)