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Oak Bluff Vacation Packages

Build your package with 2 more options

Oak Bluff Flight + Hotel Packages

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

Canad Inns Destination Centre Transcona

3 out of 5
Price was $826, price is now $783 per person
$783
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Sandman Signature Winnipeg Airport Hotel & Suites

Sandman Signature Winnipeg Airport Hotel & Suites

4 out of 5
Price was $1,442, price is now $1,275 per person
$1,275
per person
Oct 22 - Oct 26
found 1 hour ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Canada Life Centre and Outlet Collection Winnipeg are located nearby.
Room seemed small and could hear people next to our room very easily.

Reviewed on Sep 21, 2026

Sandman Hotel & Suites Winnipeg Airport

Sandman Hotel & Suites Winnipeg Airport

3 out of 5
Price was $896, price is now $827 per person
$827
per person
Oct 21 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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 Canada Life Centre and Outlet Collection Winnipeg are located nearby.

Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
Price was $867, price is now $806 per person
$806
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop 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 Canada Life Centre and Outlet Collection Winnipeg are located nearby.
Great hotel.

Reviewed on Sep 21, 2026

Norwood Hotel

Norwood Hotel

3 out of 5
Price was $854, price is now $802 per person
$802
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Outlet Collection Winnipeg are located nearby.

Canad Inns Destination Centre Polo Park

Canad Inns Destination Centre Polo Park

3 out of 5
Price was $834, price is now $791 per person
$791
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Outlet Collection Winnipeg are located nearby.
Room is very cleaned. Location is good. Great security staff. Saw them avoiding unnecessary people entering the hotel rooms with 24/7 monitoring the hotel. The only draw back was they were busy on the day of check in and when I got there and hour early and was told that I can't check in early and my room will be ready at 4pm. When I returned at 4 but the room was not ready and had to wait another 20 minutes.

Reviewed on Sep 21, 2026

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
Price was $949, price is now $906 per person
$906
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop 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 Outlet Collection Winnipeg are located nearby.

Country Inn & Suites by Radisson, Winnipeg, MB

Country Inn & Suites by Radisson, Winnipeg, MB

2.5 out of 5
Price was $847, price is now $810 per person
$810
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Canada Life Centre and Outlet Collection Winnipeg are located nearby.
Rooms were clean,A lot of fresh towels,parking was assessable breakfast was a good variety.

Reviewed on Sep 20, 2026

Oak Bluff Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sandman Hotel & Suites Winnipeg Airport

Sandman Hotel & Suites Winnipeg Airport

3 out of 5
St. James
Price was $896, price is now $827 per person
$827
per person
Oct 21 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Sandman Signature Winnipeg Airport Hotel & Suites

Sandman Signature Winnipeg Airport Hotel & Suites

4 out of 5
St. James
Price was $1,442, price is now $1,275 per person
$1,275
per person
Oct 22 - Oct 26
found 1 hour ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview

4 out of 5
Price was $976, price is now $939 per person
$939
per person
Oct 21 - Oct 24
found 14 hours 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.

Flair Airlines
Sat, Oct 3 - Tue, Oct 20
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$135 Roundtrip, found 6 hours ago
$135
Roundtrip
found 6 hours ago
Select Flair Airlines flight, departing Sat, Oct 3 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Tue, Oct 20, priced at $135 found 6 hours ago
WestJet
Tue, Oct 6 - Tue, Oct 6
YYC
Calgary Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$186 Roundtrip, found 5 days ago
$186
Roundtrip
found 5 days ago
Select WestJet flight, departing Tue, Oct 6 from Calgary Intl. to Winnipeg James Armstrong Richardson Intl., returning Tue, Oct 6, priced at $186 found 5 days ago
Flair Airlines
Fri, Oct 2 - Sun, Oct 11
YVR
Vancouver Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$231 Roundtrip, found 7 hours ago
$231
Roundtrip
found 7 hours ago
Select Flair Airlines flight, departing Fri, Oct 2 from Vancouver Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Oct 11, priced at $231 found 7 hours ago
WestJet
Sat, Oct 31 - Mon, Nov 2
YEG
Edmonton Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$233 Roundtrip, found 3 days ago
$233
Roundtrip
found 3 days ago
Select WestJet flight, departing Sat, Oct 31 from Edmonton Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Nov 2, priced at $233 found 3 days ago