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Check availability on Headingley Family-Friendly Hotels

Our top choices for Headingley family-friendly hotels

Iron/ironing board, free WiFi, bed sheets
Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West
2.0 star property
Headingley
9.2 out of 10, Wonderful, (1274)
"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
Bar (on property)
Inn At The Forks

Inn At The Forks

Inn At The Forks
3.5 star property
Downtown Winnipeg
9.0 out of 10, Wonderful, (1003)
"Hotel is a wonderful area. Clean rooms, and very comfortable beds! "
Canada
Hannah
The price is 3.610.388 ₫
4.271.089 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Inn At The Forks
Restaurant
Alt Hotel Winnipeg

Alt Hotel Winnipeg

Alt Hotel Winnipeg
3.0 star property
Downtown Winnipeg
9.0 out of 10, Wonderful, (1142)
"Great stay!"
Canada
Brendan
The price is 2.655.902 ₫
3.141.989 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Alt Hotel Winnipeg
Breakfast, lunch, dinner served; American cuisine
Holiday Inn & Suites Winnipeg Downtown by IHG

Holiday Inn & Suites Winnipeg Downtown by IHG

Holiday Inn & Suites Winnipeg Downtown by IHG
3.0 star property
Downtown Winnipeg
7.4 out of 10, Good, (48)
"Easy parking and access, clean and comfortable room, staff was pleasant and helpful, restaurant on site, food was very good, pool and hot tub a bonus. An excellent choice for a place to stay downtown. I would definitely stay here again."
Canada
Mary Jane
The price is 2.273.758 ₫
2.689.855 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn & Suites Winnipeg Downtown by IHG
Cocktail bar
Four Points by Sheraton Winnipeg South

Four Points by Sheraton Winnipeg South

Four Points by Sheraton Winnipeg South
3.0 star property
Fort Garry
8.4 out of 10, Very good, (1003)
"it was a clean hotel and staff where friendly "
Canada
kevin
The price is 3.069.573 ₫
3.631.304 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Four Points by Sheraton Winnipeg South
Lobby
Mere Hotel

Mere Hotel

Mere Hotel
3.5 star property
Exchange District
9.0 out of 10, Wonderful, (1246)
"Great stay"
Canada
Lindsay
The price is 2.846.285 ₫
3.367.155 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Mere Hotel
2 restaurants, breakfast, lunch, dinner served; Italian cuisine
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

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, (1005)
"Great bar/restaurant, very nice rooms, and staff were friendly and accommodating."
Canada
Pietro
The price is 3.068.830 ₫
3.630.426 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
Premium bedding, pillow-top beds, desk, blackout curtains
Radisson Hotel Winnipeg Downtown

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
Exterior
Hampton Inn by Hilton Winnipeg Downtown

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 2.647.236 ₫
3.131.681 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn by Hilton Winnipeg Downtown
Lobby
Norwood Hotel

Norwood Hotel

Norwood Hotel
3.0 star property
Norwood East
8.4 out of 10, Very good, (980)
"Beautiful modern hotel, friendly staff, great restaurants and very convenient if visiting St. Boniface Hospital"
Canada
Brock
The price is 2.846.974 ₫
3.367.969 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Norwood Hotel
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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Top Headingley Hotel Reviews

Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection

10/10 Excellent
"Rooms renovated recently and very clean. "
jeff 1-night trip
Posted 8 days ago
Birchwood Inn, BW Premier Collection

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.