A rural landscape with a field of tall grass, two grain silos, and a wooden barn under a colorful sky.

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Headingley bed & breakfast

Outdoor spa tub

1. Stay549 - Adults Only Bed and Breakfast

Stay549 - Adults Only Bed and Breakfast
3.0 star property
Winnipeg
9.4 out of 10, Exceptional, (251 reviews)
"Amazing old lady"
Canada
Julius
The price is AED 468
AED 554 total
includes taxes & fees
29 Sep - 30 Sep
Stay549 - Adults Only Bed and Breakfast
Property grounds

2. #1 {5 STAR PRIVATE ROOM} {WINNIPEG JETS} in WOLSELEY,{5kms 4m Airport}

#1 {5 STAR PRIVATE ROOM} {WINNIPEG JETS} in WOLSELEY,{5kms 4m Airport}
Winnipeg
9.4 out of 10, Exceptional, (3 reviews)
"Close to other places to visit."
United States
Edward
The price is AED 154
AED 304 total
includes taxes & fees
27 Sep - 28 Sep
#1 {5 STAR PRIVATE ROOM} {WINNIPEG JETS} in WOLSELEY,{5kms 4m Airport}
Iron/ironing board, WiFi, bed sheets

3. 2 Bed 1 Bath Basement Unit w/ separate entrance.

2 Bed 1 Bath Basement Unit w/ separate entrance.
Fort Garry
The price is AED 307
AED 446 total
includes taxes & fees
20 Oct - 21 Oct
2 Bed 1 Bath Basement Unit w/ separate entrance.
Exterior

4. #2 Swiss Bed Main City, 5* Room, 5.6kms 4m Airport

#2 Swiss Bed Main City, 5* Room, 5.6kms 4m Airport
Winnipeg
8.8 out of 10, Excellent, (3 reviews)
"Just needed a room for two nights. Clean, economical, friendly. Lovely neighborhood. One can walk to get healthy food options."
United States
Christine H.
The price is AED 137
AED 290 total
includes taxes & fees
27 Sep - 28 Sep
#2 Swiss Bed Main City, 5* Room, 5.6kms 4m Airport
Interior

5. Charming and exclusive 2-bedroom basement in Winnipeg with WiFi, AC

Charming and exclusive 2-bedroom basement in Winnipeg with WiFi, AC
Transcona
8.8 out of 10, Excellent, (14 reviews)
"Everything spot on for this place! From location to comfort, cleanliness, privacy, peace and quiet, ease of communication with the host, Olujimi, fully stocked kitchen and very comfortable bed, bathroom complete with tub, also with convenient and effective laundry facilities, as well as driveway parking. "
Canada
Douglas D.
The price is AED 141
AED 497 total
includes taxes & fees
26 Sep - 27 Sep
Charming and exclusive 2-bedroom basement in Winnipeg with WiFi, AC
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

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

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

10/10 Excellent
"Our room was clean and well appointed. This is a historic hotel. You’ll hear the neighbours. The room is small in contrast to a modern hotel. The bed is comfortable and the shower was hot. Those to me are markers of a great room. We enjoyed our stay and our experience at The Fort Garry Hotel."
Brandon 1-night trip
Posted 1 hour ago
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

Frequently asked questions

Searching for B&Bs in Headingley?
If you want to find a place to stay with a small number of rooms and a cozy environment, a B&B might be just the right fit for your trip to Headingley. If you're interested in playing some golf on your trip, John Blumberg Golf Course is a good spot to tee off.
Why choose a B&B versus a traditional hotel?
B&Bs all have a unique charm. Whether it's a garden for guests to admire or a beautiful dining room, the little details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Headingley?
Below are some B&Bs in the area: Stay549 - Adults Only Bed and Breakfast: 6 rooms. 5.2 mi (8.3 km) from the heart of Headingley. Enjoy the private yard and sauna. No.5 East: 4 rooms. 10.5 mi (16.9 km) from the downtown core. #1 {5 STAR PRIVATE ROOM} {WINNIPEG JETS} in WOLSELEY,{5kms 4m Airport}: Situated 9.9 mi (15.9 km) from the heart of Headingley. #6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport}: 9.9 mi (15.9 km) from the heart of downtown.
What's the best time of year to stay at a B&B in Headingley?
When you're dreaming of a trip to Headingley, be sure to take into account the year-round temperatures. 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 is there to do in Headingley?
When you want to explore some things to do in town, Thunder Rapids Fun Park and John Blumberg Golf Course are some notable sights to visit. You might put John Blumberg Softball Complex and Beaudry Provincial Park on your list if you want to see more of the area.
How can I get to and around Headingley?
You can map out your trip in and around Headingley ahead of time with these transportation options. Fly into Winnipeg James Armstrong Richardson Intl. Airport (YWG), which is located 7.9 mi (12.7 km) away from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

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