Headingley Holidays

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Your Headingley Holiday

Book a customised Headingley holiday package that includes everything you need and nothing you don't. Great for markets, cycling and cafes, think about basing yourself in the neighbourhood of Downtown Winnipeg. Love to get out and explore? BellMTS Iceplex, Assiniboia Downs and Unicity Mall are just a few of the top places to visit during your trip to Headingley. Your ideal Headingley holiday is just clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Headingley Holiday

Headingley Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Winnipeg James Armstrong Richardson Intl. Airport (YWG)
Population
3,200
Max Temp Winter
-11.11ºC
Max Temp Summer
24ºC
Top Sights
Assiniboine Park Zoo, Celebrations Dinner Theatre and Burton Cummings Theatre

Our pick of the best Headingley Hotel Deals

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

2 out of 5
4400 Portage Avenue Headingley MB
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 25 Jan to 26 Jan
AU$136
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (1,323 reviews)
Clean quiet place. Easy to get to shopping centre.

Reviewed on 16 Jan 2026

Motel 6 Headingley, MB - Winnipeg West
Best Western Plus Winnipeg West

Best Western Plus Winnipeg West

2.5 out of 5
4140 Portage Avenue Headingley MB
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 1 Feb to 2 Feb
AU$210
1 Feb - 2 Feb
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Rooms were nice and clean. Most of the staff were pleasant and good to deal with.

Reviewed on 11 Jan 2026

Best Western Plus Winnipeg West
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
1808 Wellington Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (2,725 reviews)
Yes room was fine heater was a little noisy ran all night.Shuttle service was great and so was Chicago Joes

Reviewed on 16 Jan 2026

Victoria Inn Hotel and Convention Centre Winnipeg
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.