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Featured Guest Houses in Headingley

Winnipeg Holiday

Winnipeg Holiday

3.5 out of 5
146 Maryland St Winnipeg MB
The price is CA $80 per night
CA $80
CA $134 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Stay at this guesthouse in Winnipeg. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Canada Life Centre and Polo Park are located nearby.
Parking included
Free WiFi
Nordic Style | Trendy & Central

Nordic Style | Trendy & Central

Winnipeg MB
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Stay at this guesthouse in Winnipeg. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Canada Life Centre and Polo Park are located nearby.
Air conditioning
Parking available
*Trendy Home | Free Parking | 7 min to Downtown*

*Trendy Home | Free Parking | 7 min to Downtown*

Winnipeg MB
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Stay at this guesthouse in Winnipeg. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Canada Life Centre and Polo Park are located nearby.
Free WiFi
Air conditioning
Hojo House Winnipeg

Hojo House Winnipeg

3.5 out of 5
528 Buchanan Blvd Winnipeg MB
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Stay at this guesthouse in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Polo Park and Unicity Mall are located nearby.
Breakfast included
Parking included
*Friendly South | Free Parking | 15 min Downtown*

*Friendly South | Free Parking | 15 min Downtown*

Winnipeg MB
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Stay at this guesthouse in Winnipeg. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Canada Life Centre and Polo Park are located nearby.
Free WiFi
Air conditioning
The Modern Spot

The Modern Spot

3 out of 5
175 Westgrove Way Winnipeg MB
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Stay at this guesthouse in Winnipeg. Enjoy free WiFi, free parking, and a garden. Popular attractions Polo Park and Unicity Mall are located nearby.
Parking included
Free WiFi
Lux Host Ltd.

Lux Host Ltd.

2 out of 5
11 Buttonwood Bay Winnipeg MB
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Stay at this guesthouse in Winnipeg. Enjoy free WiFi, laundry facilities, and in-room washers/dryers. Popular attractions Canada Life Centre and Polo Park are located nearby.
Free WiFi
Laundry
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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 trending hotels in Headingley

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

4400 Portage Avenue Headingley MB
The price is CA $102 per night from Jan 11 to Jan 12
CA $102
CA $114 total
Jan 11 - Jan 12, 2026
includes taxes & fees
9/10 Wonderful! (1,287 reviews)

Headingley Guest Houses essential information

Accommodation
7 Guest Houses
Lowest Price
CA $114
Highest Price
CA $207
Popular accommodation
Winnipeg Holiday, Nordic Style | Trendy & Central, *Trendy Home | Free Parking | 7 min to Downtown*, Hojo House Winnipeg, *Friendly South | Free Parking | 15 min Downtown*, The Modern Spot, Lux Host Ltd.

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