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
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

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, (240 reviews)
"We needed somewhere near family to stay and this place had good reviews so we gave it a try. So happy we did! It was like a resort with the amazing grounds, outdoor pool, chaise lounges and hot tub. Everything was super clean, our bed was comfortable, the plush robes were a nice touch. But surprisingly the best part of this stay was Val - such a warm, hospitable host who seemed to genuinely care about making guests comfortable. Would definitely stay here next time we’re in town."
Canada
Kathleen
The price is AED 288
AED 340 total
includes taxes & fees
8 Sep - 9 Sep
Stay549 - Adults Only Bed and Breakfast
Exterior

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

#2 Swiss Bed Main City, 5* Room, 5.6kms 4m Airport
Winnipeg
The price is AED 105
AED 253 total
includes taxes & fees
19 Aug - 20 Aug
#2 Swiss Bed Main City, 5* Room, 5.6kms 4m Airport
Interior

3. #6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport}

#6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport}
Winnipeg
10.0 out of 10, Exceptional, (19 reviews)
"Stayed for 5 days. Loved it!"
Canada
Patrick
#6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport}
Interior

4. Winnipeg Holiday

Winnipeg Holiday
Winnipeg
9.6 out of 10, Exceptional, (4 reviews)
"Great spot! Well situated to almost anything you may want to do. Clean, with lots of amenities. Very good communication.Would stay again!"
United States
Terry P.
The price is AED 302
AED 470 total
includes taxes & fees
9 Aug - 10 Aug
Winnipeg Holiday
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, (13 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 157
AED 516 total
includes taxes & fees
3 Sep - 4 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

Hampton Inn by Hilton Winnipeg Airport/Polo Park

Hampton Inn by Hilton Winnipeg Airport/Polo Park

10/10 Excellent
"Breakfast was great"
Kenicia 1-night trip
Posted 8 hours ago
Hampton Inn by Hilton Winnipeg Airport/Polo Park

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. #6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport}: 9.9 mi (15.9 km) from the downtown core. No.5 East: 4 rooms. Situated 10.5 mi (16.9 km) from the heart of Headingley. "Modern 2BR Suite with Private Entrance, Workspace, A/C & Parking in Sage Creek": 16 mi (25.8 km) from the heart of downtown. #2 Swiss Bed Main City, 5* Room, 5.6kms 4m Airport: Located 9.9 mi (15.9 km) from the core of Headingley.
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?
If you're looking for some activities to entertain you on your trip, consider visiting John Blumberg Golf Course and John Blumberg Softball Complex. You might put Thunder Rapids Fun Park 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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