Osborne Village Vacations from $498

Book a Hotel + Flight or Car together to unlock savings

Your Osborne Village Vacation

Book a customized vacation package to Osborne Village and get ready to experience its dining, bars and pubs and festivals. However you want to spend your stay in this cultural neighborhood, you'll find tons of opportunities for both adventure and relaxation. Kick off your trip to Osborne Village by heading to nearby attractions such as University of Winnipeg, Polo Park and Canada Life Centre. Whatever your dream Osborne Village vacation looks like, you can make it a reality with Expedia.

The Latest Osborne Village Vacation Packages

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

Canad Inns Destination Centre Polo Park

3 out of 5
Polo Park
Price was $590, price is now $498 per person
$498
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Winnipeg (YWG)
7.8/10 Good! (1,003 reviews)
Posted pool hours and extra

Reviewed on Aug 25, 2025

Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
Price was $644, price is now $525 per person
$525
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Winnipeg (YWG)
8.2/10 Very Good! (1,338 reviews)
Very nice Hotel, Rooms were excellent. Close walk to good Dining.

Reviewed on Aug 28, 2025

Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Transcona
Price was $660, price is now $539 per person
$539
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Winnipeg (YWG)
9/10 Wonderful! (1,263 reviews)
Nice place to stay, I feel safe here and everyone is professional and pleasant and the rooms were good

Reviewed on Aug 30, 2025

Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
Fort Garry
Price was $622, price is now $517 per person
$517
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Winnipeg (YWG)
7.8/10 Good! (1,059 reviews)
Very quiet. Appreciated that a keycard was required to get to our floor. Added an extra level of security.

Reviewed on Aug 29, 2025

Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
Transcona
Price was $607, price is now $508 per person
$508
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Winnipeg (YWG)
8.2/10 Very Good! (1,013 reviews)
What a joy this place is. Would definitely stay here again. Staff is amazing, polite, friendly, helpful. Inn is clean, organized, quiet. Pool was amazing. They even were able to check us in early even though we would have been happy to wait till it was time.

Reviewed on Aug 28, 2025

Where to stay in Osborne Village

Find the best Osborne Village areas and neighborhoods for the activities you enjoy most. Learn more about Osborne Village
Default Image

Downtown Winnipeg

3 out of top 10 points of interest in this area
4/5(173 area reviews)

Downtown Winnipeg boasts major attractions like the Exchange District, Central Park, and The Forks, with shopping at Winnipeg Square and Canada Life Centre. Enjoy performances at Manitoba Centennial Centre, explore the Waterfront District, and savor diverse dining options in Broadway-Assiniboine.

Find hotels in Downtown Winnipeg

Osborne Village Hotel Deals

NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!

NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!

Winnipeg
Get rates
NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!
Mere Hotel

Mere Hotel

3.5 out of 5
333 Waterfront Drive, Winnipeg, MB
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $139 total per night from Sep 28 to Sep 29
$139 total
Sep 28 - Sep 29
Total with taxes and fees
Mere Hotel
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
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $155 total per night from Sep 7 to Sep 8
$155 total
Sep 7 - Sep 8
Total with taxes and fees
The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection
See all 479 properties in Osborne Village
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Osborne Village

Canadian Museum for Human Rights

Canadian Museum for Human Rights

You can spend an afternoon browsing the exhibits at Canadian Museum for Human Rights in Winnipeg. Stroll along the riverfront or attend a sporting event in the area.

Canadian Museum for Human Rights

The McKim Courtyard

You can learn about the history of Winnipeg when you stop by The McKim Courtyard. Experience the area's acclaimed theater scene and fascinating museums.

The McKim Courtyard

Polo Park

You can browse for the perfect souvenirs at Polo Park during your trip to Winnipeg. Stroll along the riverfront or attend a sporting event in the area.

Polo Park

Things to do

Plaza Premium Lounge Winnipeg Richardson Int' Airport

Plaza Premium Lounge Winnipeg Richardson International Airport (YWG)

$52
per adult
80% of travellers recommend
Plaza Premium Lounge Winnipeg Richardson International Airport (YWG)
See all activities in Winnipeg
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.