
Headingley Vacations from $1,197
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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, BellMTS Iceplex and Unicity Mall, 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

Canad Inns Destination Centre Garden City
Reviewed on Sep 19, 2025


Victoria Inn Hotel and Convention Centre Winnipeg
Reviewed on Sep 22, 2025


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.
Headingley Hotel Deals

Best Western Plus Winnipeg West
Reviewed on Sep 14, 2025

Motel 6 Headingley, MB - Winnipeg West
Reviewed on Sep 14, 2025

Humphry Inn & Suites
Reviewed on Sep 19, 2025