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Check availability on Headingley Family-Friendly Hotels

Our top choices for Headingley family-friendly hotels

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West
2.0 star property
Headingley
9.2 out of 10, Wonderful, (1275)
"Clean rooms, friendly staff, great location"
Canada
Grace
The price is 1.948.744 ₫
2.182.616 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Motel 6 Headingley, MB - Winnipeg West

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
4.0 star property
Downtown Winnipeg
9.2 out of 10, Wonderful, (1006)
"Great bar/restaurant, very nice rooms, and staff were friendly and accommodating."
Canada
Pietro
The price is 3.069.573 ₫
3.631.304 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

Comfort Inn South

Comfort Inn South
2.5 star property
Fort Garry
8.6 out of 10, Excellent, (1050)
"Thank was great and a bonus for pet friendly , will come back "
Canada
Bianca
The price is 1.874.417 ₫
2.217.435 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn South

Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South
3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (1007)
"Always enjoy my stay here!"
Canada
Susan
The price is 2.976.903 ₫
3.521.677 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Winnipeg South

Super 8 by Wyndham Winnipeg East MB

Super 8 by Wyndham Winnipeg East MB
2.0 star property
Symington Yards
9.2 out of 10, Wonderful, (1268)
"Enjoyed the stay, would recommend!"
Canada
Alexandra
The price is 2.143.829 ₫
2.536.150 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Winnipeg East MB

Alt Hotel Winnipeg

Alt Hotel Winnipeg
3.0 star property
Downtown Winnipeg
9.0 out of 10, Wonderful, (1144)
"Great stay!"
Canada
Brendan
The price is 2.655.902 ₫
3.141.989 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Alt Hotel Winnipeg

Hampton Inn by Hilton Winnipeg Downtown

Hampton Inn by Hilton Winnipeg Downtown
2.5 star property
Downtown Winnipeg
9.4 out of 10, Exceptional, (543)
"Great rooms, great staff "
Canada
Mira
The price is 2.647.877 ₫
3.132.438 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn by Hilton Winnipeg Downtown

Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East
2.0 star property
St. Vital
8.0 out of 10, Very good, (1583)
"Always a good stay … friendly staff "
Canada
burke
The price is 1.689.077 ₫
1.998.179 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Travelodge by Wyndham Winnipeg East

Mere Hotel

Mere Hotel
3.5 star property
Exchange District
9.0 out of 10, Wonderful, (1246)
"Great stay"
Canada
Lindsay
The price is 2.846.974 ₫
3.367.969 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Mere Hotel

Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown
3.5 star property
Downtown Winnipeg
8.4 out of 10, Very good, (1161)
"Awesome stay, I will be back next time I am in Winnipeg"
Canada
Tyler
The price is 2.390.312 ₫
2.827.739 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Radisson Hotel Winnipeg Downtown
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.

Top Headingley Hotel Reviews

Frequently asked questions

What's Headingley like for family-friendly holidays?
If you've been thinking about a trip with your children, the welcoming destination of Headingley is a good choice. The horse riding, museums and festivals are just some of the things that make this a good destination for family holidays. Fly into Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.), which is located 7.9 mi (12.7 km) from the city centre.
When's the best time to book a family-friendly holiday in Headingley?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are February and January, with an average of -12°C. The snowiest months in Headingley are November, October, January and April, with each month seeing an average of 14 cm of snowfall.
What's there to see and do with your family in Headingley?
Thunder Rapids Fun Park, John Blumberg Softball Complex and BellMTS Iceplex are interesting attractions that you and your family will enjoy exploring while you are staying in Headingley. Make sure that you have lots of time for activities such as Unicity Mall and Assiniboine Park Zoo.