Oak Bluff Vacations from $1,312

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Your Oak Bluff Vacation

When a getaway to the city is calling, answer it with a Oak Bluff vacation package. The neighborhood of Downtown Winnipeg, which is great for markets, cafes and bars and pubs, makes a wonderful base for your adventures. Fill your trip to Oak Bluff with tours of some of its big-ticket attractions. First stop? Head straight for FortWhyte Alive Center. Whoever you're taking time off with and whatever you want to spend, your dream Oak Bluff vacation is just clicks away with Expedia.

The Latest Oak Bluff vacation packages

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

Canad Inns Destination Centre Windsor Park

3 out of 5
Windsor Park
Price was $1,450, price is now $1,312 per person
$1,312
per person
Dec 22 - Dec 28
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Winnipeg (YWG)
8/10 Very Good! (1,004 reviews)

Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
Transcona
Price was $1,549, price is now $1,333 per person
$1,333
per person
Dec 22 - Dec 28
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Winnipeg (YWG)
8.4/10 Very Good! (1,004 reviews)
Great amenities with the pool, waterslide and restaurants. Far from core of the city. Good for families.

Reviewed on Oct 29, 2026

Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
Price was $1,624, price is now $1,404 per person
$1,404
per person
Dec 22 - Dec 28
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Winnipeg (YWG)
8.4/10 Very Good! (1,756 reviews)
Attendu chambre

Reviewed on Oct 30, 2026

Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
St. James
Price was $1,542, price is now $1,361 per person
$1,361
per person
Dec 22 - Dec 28
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Winnipeg (YWG)
8.4/10 Very Good! (3,298 reviews)

The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview

4 out of 5
Price was $1,662, price is now $1,506 per person
$1,506
per person
Dec 22 - Dec 28
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Winnipeg (YWG)
9.2/10 Wonderful! (1,627 reviews)

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Oak Bluff Hotel Deals

Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
1808 Wellington Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $121 total per night from Nov 29 to Nov 30
$121 total
Nov 29 - Nov 30
Total with taxes and fees
Victoria Inn Hotel and Convention Centre Winnipeg
The Grand Winnipeg Airport Hotel by Lakeview

The Grand Winnipeg Airport Hotel by Lakeview

4 out of 5
1979 Wellington Ave. Winnipeg MB
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $159 total per night from Nov 21 to Nov 22
$159 total
Nov 21 - Nov 22
Total with taxes and fees
The Grand Winnipeg Airport Hotel by Lakeview
Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham

3 out of 5
1999 Wellington Ave Winnipeg MB
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $129 total per night from Nov 14 to Nov 15
$129 total
Nov 14 - Nov 15
Total with taxes and fees
Lakeview Signature, Trademark Collection by Wyndham
See all 710 properties in Oak Bluff
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.

Find the Best Oak Bluff Vacation Packages

Oak Bluff Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Winnipeg James Armstrong Richardson Intl. Airport (YWG)
Max Temp Winter
12ºF
Max Temp Summer
75ºF
Top Sights
Assiniboine Park Zoo, Celebrations Dinner Theatre and Burton Cummings Theatre

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Frequently asked questions

How much does an Oak Bluff vacation package cost?
Offering excellent value package deals from $1,312 on Expedia, you'll be pleasantly surprised at how much a vacation to Oak Bluff costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oak Bluff?
December, January and February are the best times to look for cheap Oak Bluff vacation packages. Traveling in quieter periods means you can typically find better prices on flights and accommodations.
How many days is enough for Oak Bluff?
With a well-planned itinerary, you can easily tick off the most popular Oak Bluff attractions in a handful of days. But if you prefer to discover hidden gems or go on day trips, consider booking your Oak Bluff vacation for longer.
How to find the best Oak Bluff package deals?
Begin your search for an Oak Bluff package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Oak Bluff package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oak Bluff adventure underway.
Is it cheaper to book an Oak Bluff vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Oak Bluff vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Oak Bluff?
If you've got your Oak Bluff vacation dates locked in, book as early as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Oak Bluff vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Oak Bluff vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.