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 from CA $116 ![](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 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=6145346&startDate=2025-10-16&endDate=2025-10-17&adults=2&amenities=POOL&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&amenities=POOL&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&amenities=POOL&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&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/8000000/7460000/7450600/7450581/7514b29f.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) ![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) ### Best Western Plus Winnipeg West Headingley 9.0/10 Wonderful (1009) "Great Breakfast. " CA $165 CA $185 total includes taxes & fees Oct 29 - Oct 30 [](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) ![Lobby](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/94f85259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Headingley, MB - Winnipeg West Headingley 9.0/10 Wonderful (1173) "Nice area and great staff. " CA $120 CA $134 total includes taxes & fees Oct 26 - Oct 27 [](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) ![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) ![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) ![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 Symington Yards 9.2/10 Wonderful (1243) "A great place to stay!" CA $125 CA $148 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winnipeg-Hotels-Super-8-By-Wyndham-Winnipeg-East-MB.h906335.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/23100/23038/c41adf1d.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 Birchwood 8.8/10 Excellent (1238) "Nice hotel with great pool and kids play area. " CA $175 CA $208 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winnipeg-Hotels-Birchwood-Inn.h23038.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) ![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) ### Hilton Garden Inn Winnipeg South Winnipeg 9.0/10 Wonderful (1011) "Great stay" CA $180 CA $212 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Winnipeg-Hotels-Hilton-Garden-Inn-Winnipeg-South.h19546535.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/39000000/38510000/38506500/38506483/7bdef0ec.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) ### Best Western Premier Winnipeg East Transcona 9.0/10 Wonderful (1018) "Will definitely stay here again!!!" CA $155 CA $183 total includes taxes & fees Oct 26 - Oct 27 [](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 (1526) "Great Place to stay " CA $98 CA $116 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Winnipeg-Hotels-Travelodge-By-Wyndham-Winnipeg-East.h862691.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) ![Front of property](https://images.trvl-media.com/lodging/111000000/110520000/110510700/110510684/15ae73b1.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 (152) "Excellent stay, beautiful clean property. " CA $218 CA $260 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winnipeg-Hotels-Sandman-Signature-Winnipeg-Airport.h110510684.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/6000000/5920000/5913600/5913537/53c1233f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/6000000/5920000/5913600/5913537/ca0a4ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/6000000/5920000/5913600/5913537/8a8a61a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5920000/5913600/5913537/eb3b1a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn & Suites by Wyndham Winnipeg Airport Manitoba St. James 7.8/10 Good (1250) "Great breakfast, cost was very affordable " CA $139 CA $164 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Winnipeg-Hotels-Days-Inn-Suites-By-Wyndham-Winnipeg-Airport-Manitoba.h5913537.Hotel-Information) ![Waterslide](https://images.trvl-media.com/lodging/1000000/880000/871500/871487/23a81bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/880000/871500/871487/9c5ff113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/880000/871500/871487/0f3ab87c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/871500/871487/c9bc7983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Pembina Inn & Suites Fort Garry 9.2/10 Wonderful (1008) "Great place to stay in Winnipeg." CA $159 CA $188 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Winnipeg-Hotels-Best-Western-Plus-Pembina-Inn-Suites.h871487.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&amenities=POOL&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) ![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) ![Birchwood Inn, BW Premier Collection](//images.trvl-media.com/lodging/1000000/30000/23100/23038/37594858_y.jpg) ### Birchwood Inn, BW Premier Collection 10/10 Excellent "Clean rooms, nice play area for kids" [](https://expedia.ca/Winnipeg-Hotels-Birchwood-Inn.h23038.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 "Great place to stay with or without a pet ! Clean friendly and safe ! " [](https://expedia.ca/Winnipeg-Hotels-Motel-6-Headingley.h4464039.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 "Nothing unique, just a reasonably prices, comfortable room. " [](https://expedia.ca/Winnipeg-Hotels-Travelodge-By-Wyndham-Winnipeg-East.h862691.Hotel-Information) ## 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)