Title: Headingley Vacation Packages 2026 from $729 | Expedia.com [Headingley Travel Guide](https://expedia.com/Headingley.dx6145346)[Hotels in Headingley](https://expedia.com/Headingley-Hotels.d6145346.Travel-Guide-Hotels)[Vacation Rentals in Headingley](https://expedia.com/Headingley-Vacation-Rentals.d6145346.Travel-Guide-VacationRentals)[Flights to Headingley](https://expedia.com/Cheap-Flights-To-Headingley.d6145346.Travel-Guide-Flights)[Car Rentals in Headingley](https://expedia.com/Car-Rentals-In-Headingley.d6145346.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Headingley Vacations from $729 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Headingley Vacation When a getaway to the city is calling, answer it with a vacation package to Headingley. The neighborhood of Downtown Winnipeg, which is great for markets, cafes and bars and pubs, makes a fantastic base for your adventures. Fill your itinerary with visits to [Assiniboia Downs](https://www.expedia.com/Assiniboia-Downs-Winnipeg.d6229713.Vacation-Attraction), [BellMTS Iceplex](https://www.expedia.com/BellMTS-Iceplex-Winnipeg.d553248635026762217.Vacation-Attraction) and [Unicity Mall](https://www.expedia.com/Unicity-Mall-Winnipeg.d553248621585428171.Vacation-Attraction), some of the attractions you just have to see during a trip to Headingley. Don't delay visiting this city any longer. The perfect Headingley vacation is a couple of clicks away with Expedia. ## The Latest Headingley vacation packages Price found within the past 48 hours. Click for updated prices. ![Canad Inns Destination Centre Fort Garry](https://images.trvl-media.com/lodging/1000000/60000/53000/52976/66851e8c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Canad Inns Destination Centre Fort Garry Fort Garry $729 per person Mar 18 - Mar 21 found 9 hours ago Roundtrip non-stop flight included Washington (IAD) to Winnipeg (YWG) 8/10 Very Good! (1,105 reviews) everything was great Reviewed on Feb 11, 2026 ![Humphry Inn & Suites](https://images.trvl-media.com/lodging/1000000/860000/857300/857263/b2dc02ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Humphry Inn & Suites Downtown Winnipeg $747 per person Mar 18 - Mar 21 found 9 hours ago Roundtrip non-stop flight included Washington (IAD) to Winnipeg (YWG) 8.2/10 Very Good! (1,479 reviews) Front desk staff was great! Reviewed on Feb 12, 2026 ![Victoria Inn Hotel and Convention Centre Winnipeg](https://images.trvl-media.com/lodging/1000000/20000/13300/13226/94dbadb8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Victoria Inn Hotel and Convention Centre Winnipeg St. James $758 per person Mar 18 - Mar 21 found 9 hours ago Roundtrip non-stop flight included Washington (IAD) to Winnipeg (YWG) 8.4/10 Very Good! (2,464 reviews) Overall great experience. Kids always love the water slide, rooms are clean and well kept, staff is lovely and helpful. Reviewed on Feb 12, 2026 ![The Fairmont Winnipeg Gold Experience](https://images.trvl-media.com/lodging/65000000/64580000/64577200/64577145/77070d90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fairmont Winnipeg Gold Experience Exchange District $980 per person Mar 18 - Mar 21 found 9 hours ago Roundtrip non-stop flight included Washington (IAD) to Winnipeg (YWG) 8.6/10 Excellent! (30 reviews) Enjoyed the Fairmont Gold Experience. Gold Lounge was closed for renovations on our last day, but the hotel took great care of us in the restaurant for breakfast. We will be back. Reviewed on Feb 5, 2025 ![Canad Inns Destination Centre Transcona](https://images.trvl-media.com/lodging/6000000/5430000/5424800/5424791/ade61ad2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Canad Inns Destination Centre Transcona Transcona $738 per person Mar 18 - Mar 21 found 9 hours ago Roundtrip non-stop flight included Washington (IAD) to Winnipeg (YWG) 8.4/10 Very Good! (1,001 reviews) Yhe stay there us always enjoyable Reviewed on Feb 14, 2026 Don't see what you're looking for? See all available trips from Columbus to Headingley [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-15/2026-03-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=YWG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6145346) ### Discover the most popular places to visit in Headingley #### John Blumberg Softball Complex Catch an event at John Blumberg Softball Complex during your trip to Headingley. Stroll along the riverfront or attend a sporting event in the area. [](https://expedia.com/John-Blumberg-Softball-Complex-Headingley.d6255853.Vacation-Attraction) ## Headingley Hotel Deals ![Motel 6 Headingley, MB - Winnipeg West](https://images.trvl-media.com/lodging/5000000/4470000/4464100/4464039/56e2f620_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 Headingley, MB - Winnipeg West 4400 Portage Avenue Headingley MB Fully refundableReserve now, pay when you stay $88 nightly $99 total Mar 2 - Mar 3 Total with taxes and fees 9/10 Wonderful! (1,363 reviews) very clean Reviewed on Feb 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=4464039&PinnedHotelID=4464039&HadPinnedHotel=true®ionId=6145346) ![Best Western Plus Winnipeg West](https://images.trvl-media.com/lodging/8000000/7460000/7450600/7450581/f06a9fda_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Winnipeg West 4140 Portage Avenue Headingley MB Fully refundableReserve now, pay when you stay $135 nightly $151 total Mar 1 - Mar 2 Total with taxes and fees 8.8/10 Excellent! (1,007 reviews) Clean Reviewed on Feb 8, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=7450581&PinnedHotelID=7450581&HadPinnedHotel=true®ionId=6145346) ![Lakeview Signature, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/470000/460400/460383/59de39cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lakeview Signature, Trademark Collection by Wyndham 1999 Wellington Ave Winnipeg MB $118 nightly $140 total Feb 20 - Feb 21 Total with taxes and fees 8.8/10 Excellent! (2,580 reviews) Good staff and clean. And wifi works good Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=460383&PinnedHotelID=460383&HadPinnedHotel=true®ionId=6145346) [See all 568 properties in Headingley](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F16%2F2026&endDate=2%2F17%2F2026®ionId=6145346) 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. ## Find the Best Headingley Vacation Packages ## Headingley Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Canadian dollars | | Closest Airport | Winnipeg James Armstrong Richardson Intl. Airport (YWG) | | Population | 3,200 | | Max Temp Winter | 12ºF | | Max Temp Summer | 75ºF | | Top Sights | [Assiniboine Park Zoo](https://www.expedia.com/Assiniboine-Park-Zoo-Winnipeg.d6229708.Vacation-Attraction), [Celebrations Dinner Theatre](https://www.expedia.com/Celebrations-Dinner-Theatre-Fort-Garry.d553248621532864891.Vacation-Attraction) and [Burton Cummings Theatre](https://www.expedia.com/Burton-Cummings-Theatre-Winnipeg.d6229642.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Headingley vacation package cost? ### What are the cheapest months to go to Headingley? ### How many days is enough for Headingley? ### Is it worth booking a vacation package to Headingley? ### How to find the best Headingley package deals? ### Is it cheaper to book a Headingley vacation as a package? ### When to book a vacation package to Headingley? ### Does Expedia offer Book Now, Pay Later Headingley vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app