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Headingley Vacation Packages

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Headingley Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Garden City

Canad Inns Destination Centre Garden City

3 out of 5
Price was $672, price is now $597 per person
$597
per person
Jul 7 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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 Canada Life Centre and Polo Park are located nearby.
Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
Price was $834, price is now $708 per person
$708
per person
Jul 7 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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 Canada Life Centre and Transcona Golf Club are located nearby.
Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Price was $741, price is now $634 per person
$634
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Polo Park are located nearby.
Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
Price was $733, price is now $635 per person
$635
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Winnipeg (YWG)
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby.
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
Price was $752, price is now $674 per person
$674
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Winnipeg (YWG)
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free water park access, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby.
Inn At The Forks

Inn At The Forks

3.5 out of 5
Price was $1,461, price is now $1,322 per person
$1,322
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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 Canada Life Centre and Polo Park are located nearby.
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Price was $810, price is now $753 per person
$753
per person
Jul 9 - Jul 12
found 5 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Club Regent Casino are located nearby.
Canad Inns Destination Centre Windsor Park

Canad Inns Destination Centre Windsor Park

3 out of 5
Price was $745, price is now $692 per person
$692
per person
Jul 9 - Jul 12
found 9 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Canada Life Centre and Polo Park are located nearby.

Headingley Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Garden City

Canad Inns Destination Centre Garden City

3 out of 5
Leila-McPhillips Triangle
Price was $672, price is now $597 per person
$597
per person
Jul 7 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
Transcona
Price was $834, price is now $708 per person
$708
per person
Jul 7 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
Price was $741, price is now $634 per person
$634
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Winnipeg (YWG)
Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
Fort Garry
Price was $733, price is now $635 per person
$635
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Winnipeg (YWG)

Headingley Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

2 out of 5
Price was $1,048, price is now $1,038 per person
$1,038
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Inn At The Forks

Inn At The Forks

3.5 out of 5
Downtown Winnipeg
Price was $1,230, price is now $1,155 per person
$1,155
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
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 out of 5
Downtown Winnipeg
Price was $1,179, price is now $1,116 per person
$1,116
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Alt Hotel Winnipeg

Alt Hotel Winnipeg

3 out of 5
Downtown Winnipeg
Price was $1,079, price is now $1,045 per person
$1,045
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

WestJet
Wed, Jun 10 - Sun, Jun 14
YVR
Vancouver Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Jun 10 from Vancouver Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Jun 14, priced at $167 found 2 days ago
Flair Airlines
Thu, May 7 - Mon, May 11
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$185 Roundtrip, found 3 hours ago
$185
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Thu, May 7 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, May 11, priced at $185 found 3 hours ago
Porter Airlines
Fri, May 15 - Wed, May 20
YHM
John C. Munro Hamilton Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$210 Roundtrip, found 2 days ago
$210
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Fri, May 15 from John C. Munro Hamilton Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, May 20, priced at $210 found 2 days ago
Air Canada
Thu, Jul 9 - Mon, Jul 13
YKF
Region of Waterloo Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$246 Roundtrip, found 13 hours ago
$246
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Thu, Jul 9 from Region of Waterloo Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jul 13, priced at $246 found 13 hours ago