Find Family Hotels in Headingley

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Check availability on Headingley Family Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Headingley Family Hotels

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

Motel 6 Headingley, MB - Winnipeg West

2.0 star property
Headingley
9.2 out of 10, Wonderful, (1242)
"Clean rooms, friendly staff, great location"
Canada
Grace
The price is SAR 274
SAR 307 total
includes taxes & fees
22 Dec - 23 Dec
Motel 6 Headingley, MB - Winnipeg West
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

4.0 star property
Downtown Winnipeg
9.2 out of 10, Wonderful, (1004)
"Great bar/restaurant, very nice rooms, and staff were friendly and accommodating."
Canada
Pietro
The price is SAR 432
SAR 511 total
includes taxes & fees
1 Jan - 2 January 2026
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
Premium bedding, pillowtop beds, desk, blackout drapes
Comfort Inn South

Comfort Inn South

2.5 star property
Fort Garry
8.6 out of 10, Excellent, (1039)
"Very nice room and convently located "
Canada
Greg
The price is SAR 288
SAR 341 total
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn South
Cafe
Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham

3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (2418)
"Convenience of having full amenities and able to be right at the airport. Great place to stay. "
Canada
Todd
The price is SAR 409
SAR 484 total
includes taxes & fees
6 Dec - 7 Dec
Lakeview Signature, Trademark Collection by Wyndham
Indoor pool, open 7:00 AM to 11:00 PM, sun loungers
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, (1275)
"Was good would stay there again"
Canada
Edward William
The price is SAR 302
SAR 357 total
includes taxes & fees
4 Jan - 5 January 2026
Super 8 by Wyndham Winnipeg East MB
Exterior
Hampton Inn by Hilton Winnipeg Downtown

Hampton Inn by Hilton Winnipeg Downtown

2.5 star property
Downtown Winnipeg
9.4 out of 10, Exceptional, (524)
"Amazing staff and very nice rooms"
Canada
Monique
The price is SAR 428
SAR 506 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn by Hilton Winnipeg Downtown
Premium bedding, pillowtop beds, desk, blackout drapes
Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown

3.5 star property
Downtown Winnipeg
8.2 out of 10, Very Good, (1144)
"Clean room, great location"
Canada
Robert
The price is SAR 290
SAR 343 total
includes taxes & fees
21 Dec - 22 Dec
Radisson Hotel Winnipeg Downtown
Breakfast, lunch, dinner served; American cuisine
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, (43)
"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 SAR 309
SAR 366 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn & Suites Winnipeg Downtown by IHG
Front of property - evening/night
Humphry Inn & Suites

Humphry Inn & Suites

2.5 star property
Downtown Winnipeg
8.4 out of 10, Very Good, (1527)
"Another good stay at the Humphry. Nice hotel in a nice location. "
Canada
Liam
The price is SAR 366
SAR 433 total
includes taxes & fees
19 Dec - 20 Dec
Humphry Inn & Suites
Exterior
Hilton Garden Inn Winnipeg South

Hilton Garden Inn Winnipeg South

3.0 star property
Winnipeg
9.0 out of 10, Wonderful, (1000)
"Rooms were spacious and clean, staff was very friendly."
Canada
Rob
The price is SAR 432
SAR 511 total
includes taxes & fees
4 Jan - 5 January 2026
Hilton Garden Inn Winnipeg South
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
"Great staff, clean rooms!"
Mike 1-night trip
Posted 1 day ago
Birchwood Inn, BW Premier Collection

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Frequently asked questions

What's Headingley like for family-friendly vacations?
If you've been thinking about a trip with your kids, the welcoming destination of Headingley is a good choice. The horseback riding, museums, and festivals are just some of the things that make this a good place for family vacations. Fly into Winnipeg James Armstrong Richardson Intl. Airport (YWG), which is located 7.9 mi (12.7 km) from the city center.
When's the best time to book a family-friendly vacation in Headingley?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are February and January with an average of 11°F. The snowiest months in Headingley are November, October, January, and April, with each month seeing an average of 6 inches of snowfall.
What's there to see and do with your family in Headingley?
Thunder Rapids Fun Park, John Blumberg Softball Complex, and Unicity Mall are interesting attractions you and your family will enjoy exploring while you are staying in Headingley. Make sure you have lots of time for activities like Assiniboine Park Zoo and Outlet Collection Winnipeg.