Title: Book the Best Hotels with POOL in Headingley in 2026 | 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/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Headingley from CA $107 - ![](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 Hotels with a Pool Tonight [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-12-29&endDate=2025-12-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-12-30&endDate=2025-12-31&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Headingley hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/2e89ed87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/699eb0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/1f441c55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/56e2f620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Headingley, MB - Winnipeg West [](https://www.expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.Hotel-Information) Headingley 9.2/10 Wonderful (1290) "Clean rooms, friendly staff, great location" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Grace CA $96 CA $108 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/8000000/7460000/7450600/7450581/f06a9fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7460000/7450600/7450581/312713bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking, Kitchenette (with Sofabed) | Private kitchen](https://images.trvl-media.com/lodging/8000000/7460000/7450600/7450581/5273330b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7460000/7450600/7450581/7514b29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Winnipeg West [](https://www.expedia.ca/Winnipeg-Hotels-Best-Western-Plus-Winnipeg-West.h7450581.Hotel-Information) Headingley 9.0/10 Wonderful (1001) "Clean, great staff, pool is fabulous for kids" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) liz CA $175 CA $196 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Best-Western-Plus-Winnipeg-West.h7450581.Hotel-Information) ![Indoor pool, open 7:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/906400/906335/1f53b81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/910000/906400/906335/bc295e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom, Non Smoking (Efficiency, Jungle theme)](https://images.trvl-media.com/lodging/1000000/910000/906400/906335/b312965b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/910000/906400/906335/1a0017c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Winnipeg East MB [](https://www.expedia.ca/Winnipeg-Hotels-Super-8-By-Wyndham-Winnipeg-East-MB.h906335.Hotel-Information) Symington Yards 9.2/10 Wonderful (1278) "Enjoyed the stay, would recommend!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Alexandra CA $112 CA $133 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Super-8-By-Wyndham-Winnipeg-East-MB.h906335.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/20000000/19550000/19546600/19546535/9ddfe5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible (Mobility & Hearing, Roll-In Shower)](https://images.trvl-media.com/lodging/20000000/19550000/19546600/19546535/266288fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19550000/19546600/19546535/7fc545eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/20000000/19550000/19546600/19546535/d0e162b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winnipeg South [](https://www.expedia.ca/Winnipeg-Hotels-Hilton-Garden-Inn-Winnipeg-South.h19546535.Hotel-Information) Winnipeg 9.0/10 Wonderful (1017) "Always enjoy my stay here!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Susan CA $156 CA $184 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Hilton-Garden-Inn-Winnipeg-South.h19546535.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/84000000/83190000/83183200/83183173/06890f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/84000000/83190000/83183200/83183173/499be292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Queen Room Direct Access to Outdoor Hot Tub & Sauna](https://images.trvl-media.com/lodging/84000000/83190000/83183200/83183173/62f5afe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83190000/83183200/83183173/cadfd29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay549 [](https://www.expedia.ca/Winnipeg-Hotels-Stay549.h83183173.Hotel-Information) Winnipeg 9.4/10 Exceptional (210) "Home away from home comfort A+ cleanliness Best hospitable hosts " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Helen CA $125 CA $148 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Stay549.h83183173.Hotel-Information) ![Indoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/39000000/38510000/38506500/38506483/a46f5e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/39000000/38510000/38506500/38506483/7bdef0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/39000000/38510000/38506500/38506483/3fd4ea9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/39000000/38510000/38506500/38506483/ff76f577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Premier Winnipeg East [](https://www.expedia.ca/Winnipeg-Hotels-Best-Western-Premier-Winnipeg-East-Inn-Suites.h38506483.Hotel-Information) Transcona 9.0/10 Wonderful (1047) "Awesome place to stay - highly recommend!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jay CA $145 CA $172 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Best-Western-Premier-Winnipeg-East-Inn-Suites.h38506483.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/111000000/110520000/110510700/110510684/579569cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/111000000/110520000/110510700/110510684/2c334c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 King Bed with Sofa bed, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/111000000/110520000/110510700/110510684/645f9a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/111000000/110520000/110510700/110510684/e0f50374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandman Signature Winnipeg Airport Hotel & Suites [](https://www.expedia.ca/Winnipeg-Hotels-Sandman-Signature-Winnipeg-Airport.h110510684.Hotel-Information) St. James 9.2/10 Wonderful (255) "Clean room, friendly staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Patlee CA $218 CA $260 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Sandman-Signature-Winnipeg-Airport.h110510684.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23100/23038/37594858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/30000/23100/23038/w3837h2402x3y3-bde44ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/1000000/30000/23100/23038/fdb0219b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/23100/23038/w3837h2157x3y3-cee0bee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Birchwood Inn, BW Premier Collection [](https://www.expedia.ca/Winnipeg-Hotels-Birchwood-Inn.h23038.Hotel-Information) Birchwood 8.8/10 Excellent (1200) "Rooms were clean and such a good family friendly environment with the pool/play area!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Haley CA $171 CA $202 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Birchwood-Inn.h23038.Hotel-Information) ![Indoor pool, open 9:30 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/7a847a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 9:30 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/12af28ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/6c588c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/f257c9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winnipeg East [](https://www.expedia.ca/Winnipeg-Hotels-Travelodge-By-Wyndham-Winnipeg-East.h862691.Hotel-Information) St. Vital 8.0/10 Very good (1601) "Beds were comfortable and close to the lobby" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jack CA $90 CA $107 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-Travelodge-By-Wyndham-Winnipeg-East.h862691.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/26800/26715/797ba091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26800/26715/f1aec168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26800/26715/5f1f915e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26800/26715/217eff5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fairmont Winnipeg [](https://www.expedia.ca/Winnipeg-Hotels-The-Fairmont-Winnipeg.h26715.Hotel-Information) Exchange District 8.2/10 Very good (1004) "Clean rooms, good food, Sauna and great staff everywhere. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Chad CA $179 CA $212 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Winnipeg-Hotels-The-Fairmont-Winnipeg.h26715.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=2026-01-13&endDate=2026-01-14®ionId=6145346&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Headingley Hotel Reviews ![Motel 6 Headingley, MB - Winnipeg West](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/56e2f620_y.jpg) ### Motel 6 Headingley, MB - Winnipeg West 10/10 Excellent "Room was clean! staff was great!" [](https://expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.Hotel-Information) ![Super 8 by Wyndham Winnipeg East MB](https://images.trvl-media.com/lodging/1000000/910000/906400/906335/1f53b81c_y.jpg) ### Super 8 by Wyndham Winnipeg East MB 10/10 Excellent "Staff friendly love the shower. Good breakfast. " [](https://expedia.ca/Winnipeg-Hotels-Super-8-By-Wyndham-Winnipeg-East-MB.h906335.Hotel-Information) ![Victoria Inn Hotel and Convention Centre Winnipeg](https://images.trvl-media.com/lodging/1000000/20000/13300/13226/94dbadb8_y.jpg) ### Victoria Inn Hotel and Convention Centre Winnipeg 10/10 Excellent "Short stay, room was set fairly hot, even for winter but was easily corrected. Everything else was good, staff were friendly and helpful. " [](https://expedia.ca/Winnipeg-Hotels-Victoria-Inn-Hotel-And-Convention-Centre-Winnipeg.h13226.Hotel-Information) ![Canad Inns Destination Centre Club Regent Casino Hotel](https://images.trvl-media.com/lodging/1000000/590000/583700/583630/c7554b08_y.jpg) ### Canad Inns Destination Centre Club Regent Casino Hotel 10/10 Excellent "Always enjoy staying here!" [](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Club-Regent-Casino-Hotel.h583630.Hotel-Information) ![Radisson Hotel Winnipeg Downtown](https://images.trvl-media.com/lodging/1000000/530000/524400/524375/9d4fad4b_y.jpg) ### Radisson Hotel Winnipeg Downtown 10/10 Excellent "Excellent " [](https://expedia.ca/Winnipeg-Hotels-Radisson-Hotel-Winnipeg-Downtown.h524375.Hotel-Information) ![Travelodge by Wyndham Winnipeg East](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/12af28ee_y.jpg) ### Travelodge by Wyndham Winnipeg East 10/10 Excellent "Great breakfast. Pet friendly. " [](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](https://images.trvl-media.com/lodging/1000000/40000/34100/34086/8ffbe4a7_y.jpg) ### The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel 10/10 Excellent "Another Excellent stay at the Fort Garry" [](https://expedia.ca/Winnipeg-Hotels-The-Fort-Garry-Hotel.h34086.Hotel-Information) ![Canad Inns Destination Centre Fort Garry](https://images.trvl-media.com/lodging/1000000/60000/53000/52976/66851e8c_y.jpg) ### Canad Inns Destination Centre Fort Garry 10/10 Excellent "Quick and friendly checkin and rooms great." [](https://expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Fort-Garry.h52976.Hotel-Information) ![Sandman Hotel & Suites Winnipeg Airport](https://images.trvl-media.com/lodging/2000000/1840000/1835800/1835720/7c49870a_y.jpg) ### Sandman Hotel & Suites Winnipeg Airport 10/10 Excellent "The room was very clean. We also found the staff very polite and helpful." [](https://expedia.ca/Winnipeg-Hotels-Sandman-Hotel-Suites-Winnipeg-Airport.h1835720.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Headingley? ### What is there to see and do in Headingley? ### When is the best time to book a hotel with a pool in Headingley? ## 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) - 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