Title: Book the Best Hotels with POOL 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 Hotels with a Pool in Headingley ![](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 [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-28&endDate=2025-10-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-29&endDate=2025-10-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Headingley Hotels with a Pool ![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) ![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) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/8000000/7460000/7450600/7450581/f51d1b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Winnipeg West Headingley 9.0/10 Wonderful (1016) "This hotel is excellent, we had a great stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Darren CA $173 CA $194 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Winnipeg-Hotels-Best-Western-Plus-Winnipeg-West.h7450581.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/2e89ed87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/1f441c55.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) ![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 Headingley 9.0/10 Wonderful (1184) "Nice area and great staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Scott CA $102 CA $114 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.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) ![Efficiency, Room, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/1000000/910000/906400/906335/e1d8ef26.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) ![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) ### Super 8 by Wyndham Winnipeg East MB Symington Yards 9.2/10 Wonderful (1254) "A great place to stay!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Audrey CA $124 CA $147 total includes taxes & fees Nov 9 - Nov 10 [](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) ![Exterior](https://images.trvl-media.com/lodging/20000000/19550000/19546600/19546535/6ce0a28f.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) ![Reception](https://images.trvl-media.com/lodging/20000000/19550000/19546600/19546535/7fc545eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winnipeg South Winnipeg 9.0/10 Wonderful (1008) "Great stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Terry CA $163 CA $193 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-Hilton-Garden-Inn-Winnipeg-South.h19546535.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) ![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) ![Standard Room, 2 Queen Beds, Kitchenette](https://images.trvl-media.com/lodging/111000000/110520000/110510700/110510684/7eadf37f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandman Signature Winnipeg Airport Hotel & Suites St. James 9.2/10 Wonderful (166) "Easy check in, friendly staff." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) tanis CA $218 CA $260 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Winnipeg-Hotels-Sandman-Signature-Winnipeg-Airport.h110510684.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) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38510000/38506500/38506483/d7baec13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/39000000/38510000/38506500/38506483/ff76f577.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) ### Best Western Premier Winnipeg East Transcona 9.0/10 Wonderful (1019) "Will definitely stay here again!!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lorraine CA $160 CA $189 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-Best-Western-Premier-Winnipeg-East-Inn-Suites.h38506483.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/6c588c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/870000/862700/862691/2d829fd0.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 St. Vital 8.0/10 Very good (1555) "Great Place to stay " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Suzette CA $101 CA $120 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winnipeg-Hotels-Travelodge-By-Wyndham-Winnipeg-East.h862691.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5430000/5428000/5427901/0a1702b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/6000000/5430000/5428000/5427901/b2d9d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5430000/5428000/5427901/21c03d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/6000000/5430000/5428000/5427901/131da05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canad Inns Destination Centre Windsor Park Windsor Park 7.6/10 Good (992) "Very well kept hotel, great room and services. Will definitely stay again. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jody CA $108 CA $128 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Windsor-Park.h5427901.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/84000000/83190000/83183200/83183173/cc55441a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83190000/83183200/83183173/d19cde18.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) ![Business Double Room, 1 Queen Bed](https://images.trvl-media.com/lodging/84000000/83190000/83183200/83183173/e8639446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay549 Winnipeg 9.4/10 Exceptional (201) "Both the property and the host were amazing!! Definitely recommend staying here! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Katrina CA $125 CA $148 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winnipeg-Hotels-Stay549.h83183173.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/53000/52976/66851e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/1000000/60000/53000/52976/1393c8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/53000/52976/675a69a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Deep soaking bathtub](https://images.trvl-media.com/lodging/1000000/60000/53000/52976/c0e207a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canad Inns Destination Centre Fort Garry Fort Garry 8.0/10 Very good (1099) "nice stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Angel CA $129 CA $153 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Winnipeg-Hotels-Canad-Inns-Destination-Centre-Fort-Garry.h52976.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=2025-11-11&endDate=2025-11-12®ionId=6145346&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Headingley Hotel Reviews ## Frequently asked questions ### What are some accommodations with pools in Headingley? > [Best Western Plus Winnipeg West](https://www.expedia.ca/Winnipeg-Hotels-Best-Western-Plus-Winnipeg-West.h7450581.Hotel-Information): Features a snack bar/deli, an indoor pool, and complimentary wired internet access. [Motel 6 Headingley, MB - Winnipeg West](https://www.expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.Hotel-Information): Offers free self parking, an indoor pool, and complimentary wireless internet access. [Victoria Inn Hotel and Convention Centre Winnipeg](https://www.expedia.ca/Winnipeg-Hotels-Victoria-Inn-Hotel-And-Convention-Centre-Winnipeg.h13226.Hotel-Information): Hotel located near Polo Park. Provides a children's pool, an indoor pool, and free water-park access. [Sandman Hotel & Suites Winnipeg Airport](https://www.expedia.ca/Winnipeg-Hotels-Sandman-Hotel-Suites-Winnipeg-Airport.h1835720.Hotel-Information): Hotel located near Polo Park. Features 2 restaurants, a pool, and free self parking. [Humphry Inn & Suites](https://www.expedia.ca/Winnipeg-Hotels-Humphry-Inn-Suites.h857263.Hotel-Information): Hotel located near Polo Park. Provides a children's pool, an indoor pool, and free self parking. ### What is there to see and do in Headingley? > Make a point to visit attractions like Thunder Rapids Fun Park. During your stay, check out sights such as John Blumberg Softball Complex, John Blumberg Golf Course, and Beaudry Provincial Park. You'll also discover lots of options for coffeehouses in Headingley. ### When is the best time to book a hotel with a pool in Headingley? > Taking into account the local weather in Headingley can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are February and January with an average of 11°F. The snowiest months in Headingley are November, October, January, and April, with each month seeing an average of 6 inches of snowfall. ## 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)