Osborne Village Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Top Hotel Deals

Corporate Stays Stradbrook Apartments

Corporate Stays Stradbrook Apartments

3.5 out of 5
221 Stradbrook Ave, Winnipeg, MB
0.86 km from Osborne Village
Stay at this 3.5-star apartment in Winnipeg. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Canada Life Centre and Polo Park ...
Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
1808 Wellington Ave, Winnipeg, MB
5.27 km from Osborne Village
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 ...
The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection

The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection

4 out of 5
222 Broadway, Winnipeg, MB
1.28 km from Osborne Village
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 ...
Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham

3 out of 5
1999 Wellington Ave, Winnipeg, MB
6.34 km from Osborne Village
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the ...
Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
260 Main Street, Winnipeg, MB
1.67 km from Osborne Village
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 ...
Alt Hotel Winnipeg

Alt Hotel Winnipeg

3 out of 5
310 Donald Street, Winnipeg, MB
1.7 km from Osborne Village
Stay at this 3-star eco-certified hotel in Winnipeg. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
1415 Regent Ave W, Winnipeg, MB
7.64 km from Osborne Village
Stay at this 3-star eco-certified hotel in Winnipeg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview

4 out of 5
1979 Wellington Ave., Winnipeg, MB
6.36 km from Osborne Village
Stay at this 4-star eco-certified hotel in Winnipeg. Enjoy free WiFi, room service, and a fitness center. Our guests praise the restaurant and the helpful staff ...
Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection

3 out of 5
2520 Portage Ave, Winnipeg, MB
8.1 km from Osborne Village
Stay at this 3-star business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Hampton Inn by Hilton Winnipeg Airport/Polo Park

Hampton Inn by Hilton Winnipeg Airport/Polo Park

2.5 out of 5
730 Berry Street, Winnipeg, MB
5.14 km from Osborne Village
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 ...
Mere Hotel

Mere Hotel

3.5 out of 5
333 Waterfront Drive, Winnipeg, MB
2.47 km from Osborne Village
Stay at this 3.5-star business-friendly hotel in Winnipeg. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful ...
Travelodge by Wyndham Winnipeg East

Travelodge by Wyndham Winnipeg East

2 out of 5
20 Alpine Ave, St Annes Road, Winnipeg, MB
4.13 km from Osborne Village
Book a stay at this eco-certified hotel in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown

3.5 out of 5
288 Portage Ave, Winnipeg, MB
1.71 km from Osborne Village
Stay at this 3.5-star eco-certified hotel in Winnipeg. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the ...
Super 8 by Wyndham Winnipeg East MB

Super 8 by Wyndham Winnipeg East MB

2 out of 5
1485 Niakwa Rd East, Winnipeg, MB
7.95 km from Osborne Village
Book a stay at this business-friendly motel in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Fairmont Winnipeg

The Fairmont Winnipeg

4 out of 5
2 Lombard Pl, Winnipeg, MB
1.96 km from Osborne Village
Book a stay at this eco-certified hotel in Winnipeg. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff in our ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines
Wed, Aug 13 - Mon, Aug 25
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$329 Roundtrip, found 1 hour ago
$329
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Wed, Aug 13 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $329 found 1 hour ago
Porter Airlines
Wed, Aug 13 - Mon, Aug 25
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$348 Roundtrip, found 1 hour ago
$348
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Wed, Aug 13 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $348 found 1 hour ago
WestJet
Wed, Aug 13 - Mon, Aug 25
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$353 Roundtrip, found 1 hour ago
$353
Roundtrip
found 1 hour ago
Select WestJet flight, departing Wed, Aug 13 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $353 found 1 hour ago
Air Transat
Wed, Aug 13 - Mon, Aug 25
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$365 Roundtrip, found 1 hour ago
$365
Roundtrip
found 1 hour ago
Select Air Transat flight, departing Wed, Aug 13 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $365 found 1 hour ago
Air Canada
Wed, Aug 13 - Mon, Aug 25
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$467 Roundtrip, found 1 hour ago
$467
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Wed, Aug 13 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $467 found 1 hour ago