Headingley Vacation Packages
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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.
Top Headingley Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Garden City
Leila-McPhillips Triangle
Price was CA $445, price is now CA $353 per person
CA $353
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Winnipeg (YWG)
8/10 Very Good! (1,009 reviews)
Very clean. Accomodating and helpful kind staff. From housekeeping to security to the front desk. Spacious rooms.
Reviewed on Mar 15, 2026
Canad Inns Destination Centre Fort Garry
Fort Garry
Price was CA $886, price is now CA $700 per person
CA $700
per person
May 21 - May 25
found 11 hours ago
Roundtrip flight included
Edmonton (YEG) to Winnipeg (YWG)
8/10 Very Good! (1,218 reviews)
The pool is finally operational. The staff are keeping up the great work. It was a smooth transaction and everything went well. I can’t thank you enough for all the help and the professionalism.
Reviewed on Mar 16, 2026
Headingley Hotel Deals
Motel 6 Headingley, MB - Winnipeg West
4400 Portage Avenue Headingley MB
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Apr 9 to Apr 10
CA $128
CA $144 total
Apr 9 - Apr 10
includes taxes & fees
9.2/10 Wonderful! (1,396 reviews)
Check in: the front desk person was grumpy and disrespectful to other staff members, right in front of me. But as soon as she turned her attention to me, she was all professional. Personally I don’t appreciate this. Every staff member deserves respect. Rooms: I was surprised. It was basic but had ...
Reviewed on Mar 17, 2026
Best Western Plus Winnipeg West
4140 Portage Avenue Headingley MB
The price is CA $174 per night from Apr 9 to Apr 10
CA $174
CA $195 total
Apr 9 - Apr 10
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
Great room and staff. Breakfast was good. Safe well lit parking lot
Reviewed on Mar 16, 2026
Victoria Inn Hotel and Convention Centre Winnipeg
1808 Wellington Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Apr 5 to Apr 6
CA $179
CA $212 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (2,879 reviews)
Overall it was a good stay
Reviewed on Mar 16, 2026
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.
Discover the most popular places to visit in Headingley
Thunder Rapids Fun Park
Bring the kiddos to Thunder Rapids Fun Park and enjoy some excitement at this theme park in Headingley. Stroll along the riverfront or attend a sporting event in the area.
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.
Explore a world of travel with Expedia
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- Assiniboia Downs
- Assiniboine Park
- Assiniboine Park Zoo
- Beaudry Provincial Park
- Bristol Aerospace Limited
- Brooklands Vacations
- Canadian Forces Base Winnipeg
- Corydon Avenue
- Fortwhyte Alive Center
- Glendale Golf and Country Club
- Grant Park Shopping Centre
- Grant's Old Mill Museum
- John Blumberg Softball Complex
- Kid City
- Leo Mol Sculputure Garden
- Little Mountain Park
- Mcphillips Station Casino
- Polo Park
- Prairie Dog Central Railway
- Red River College
- Red River Exhibition Park
- Saint Francois Xavier Vacations
- Speedworld Indoor Kart Track
- The Players Course
- Thunder Rapids Fun Park
- Tuxedo Vacations
- U-Puttz Thrill Zone
- Unicity Mall
- University of Winnipeg
- Visit Birchwood
- Visit Westdale
- Winnipeg Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
