Search Deals onHeadingley Vacation Packages
Headingley Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Humphry Inn & Suites
Price was $357, price is now $295 per person
$295
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Canada Life Centre and Forks Market are located nearby.
Sandman Hotel & Suites Winnipeg Airport
Price was $546, price is now $419 per person
$419
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Polo Park and Assiniboine Park Zoo are located nearby.
Just had enough time to get a bit of sleep. Ask for a wake up call. But did not get one, but I had the alarm clock so no worries there. Shuttle was on time. Made the flight with a hour to spare.
Thanks
Pat
Reviewed on Aug 5, 2026
Canad Inns Destination Centre Transcona
Price was $467, price is now $379 per person
$379
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Club Regent Casino and Forks Market are located nearby.
Staff was friendly and rooms clean. Some of the vending machines did not work
Reviewed on Aug 7, 2026
Travelodge by Wyndham Winnipeg East
Price was $455, price is now $380 per person
$380
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
Book a stay at this golf hotel in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Forks Market and Canada Life Centre are located nearby.
Inn At The Forks
Price was $812, price is now $679 per person
$679
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
Book a stay at this spa hotel in Winnipeg. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Forks Market and Canada Life Centre are located nearby.
Lovely hotel near downtown city center- great park and walking path adjacent to hotel. Good restaurant on site with room service.
Reviewed on Aug 5, 2026
Country Inn & Suites by Radisson, Winnipeg, MB
Price was $547, price is now $458 per person
$458
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Polo Park and Assiniboine Park Zoo are located nearby.
Room was dirty and out dated parking lot was awful
Reviewed on Jul 31, 2026
Canad Inns Destination Centre Windsor Park
Price was $452, price is now $379 per person
$379
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Club Regent Casino and Forks Market are located nearby.
Excellent front desk staff , very accommodating and helpful. When asked to changed rooms, diligently assisted to meet my needs, pleasant and helpful,
It was unfortunate that the hot tub was out of order , would be great to see it working next time :)
Reviewed on Aug 6, 2026
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
Price was $678, price is now $577 per person
$577
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Winnipeg (YWG)
Book a stay at this spa hotel in Winnipeg. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Forks Market and Canada Life Centre are located nearby.
Beautiful hotel the best in Winnipeg! I can’t wait to spend the night again next time I’m there
Reviewed on Aug 6, 2026
Headingley Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Oct 6 - Fri, Oct 23
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$129 Roundtrip, found 5 hours ago
$129
Roundtrip
found 5 hours ago
Sun, Aug 30 - Sun, Sep 13
YEG
Edmonton Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Tue, Sep 29 - Sat, Oct 17
YVR
Vancouver Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago
Tue, Sep 29 - Sat, Oct 17
YXX
Abbotsford Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Thunder Rapids Fun Park Vacations
- John Blumberg Golf Course Vacations
- John Blumberg Softball Complex Vacations
- Canada Life Centre Vacations
- University of Manitoba Vacations
- RBC Convention Centre Winnipeg Vacations
- Outlet Collection Winnipeg Vacations
- Princess Auto Stadium Vacations
- St. Boniface Hospital Vacations
- Forks Market Vacations
- Polo Park Vacations
- Assiniboine Park Zoo Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
