Search Deals onHillside Beach Vacation Packages
Hillside Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel
Price was $905, price is now $863 per person
$863
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Canada Life Centre and Polo Park are located nearby.
Humphry Inn & Suites
Price was $1,538, price is now $1,434 per person
$1,434
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Transcona
Price was $1,500, price is now $1,400 per person
$1,400
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip 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.
Victoria Inn Hotel and Convention Centre Winnipeg
Price was $922, price is now $864 per person
$864
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Everything was good, the pool time with my daughter, the food. The only down thing about is that I got put onto a room facing the international airport. The plane was a bit too loud for me, over all the hotel experience was great as always.
Reviewed on Oct 12, 2026
Canad Inns Destination Centre Garden City
Price was $1,438, price is now $1,366 per person
$1,366
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip 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 Windsor Park
Price was $1,453, price is now $1,384 per person
$1,384
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Inn At The Forks
Price was $1,541, price is now $1,468 per person
$1,468
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip 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
Price was $1,534, price is now $1,464 per person
$1,464
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Hillside Beach Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Hillside Beach Vacation Packages 5-7 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.
Sat, Nov 28 - Fri, Dec 11
YVR
Vancouver Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$219 Roundtrip, found 1 hour ago
$219
Roundtrip
found 1 hour ago
Wed, Oct 28 - Fri, Oct 30
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$241 Roundtrip, found 1 hour ago
$241
Roundtrip
found 1 hour ago
Mon, Nov 2 - Wed, Nov 4
YEG
Edmonton Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$315 Roundtrip, found 4 days ago
$315
Roundtrip
found 4 days ago
Tue, Dec 15 - Thu, Dec 24
YOW
Macdonald-Cartier Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$383 Roundtrip, found 1 hour ago
$383
Roundtrip
found 1 hour ago
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