Oak Point Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Oak Point

Birchwood Inn, BW Premier Collection

Birchwood Inn, BW Premier Collection

3 out of 5
2520 Portage Ave, Winnipeg, MB
Fully refundableReserve now, pay when you stay
The price is S$192 per night from 7 Sept to 8 Sept
S$192
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,234 reviews)
"Older property but clean and quiet. Easy to get to."

Reviewed on 18 Aug, 2025

Birchwood Inn, BW Premier Collection
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
The price is S$197 per night from 31 Aug to 1 Sept
S$197
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"amazing"

Reviewed on 20 Aug, 2025

The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection
Radisson Hotel Winnipeg Downtown

Radisson Hotel Winnipeg Downtown

3.5 out of 5
288 Portage Ave, Winnipeg, MB
Fully refundableReserve now, pay when you stay
The price is S$136 per night from 1 Sept to 2 Sept
S$136
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"Clean, nice rooms, food breakfast. No complaints."

Reviewed on 17 Aug, 2025

Radisson Hotel Winnipeg Downtown
See all 972 properties in Manitoba
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.

Frequently asked questions

How much does an Oak Point holiday package cost?
You'll find cheap prices on Expedia for your Oak Point getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your holiday to Oak Point costs.
What are the cheapest months to go to Oak Point?
If you're hoping to book a cheap Oak Point holiday package, consider planning a trip in January, February and November. You'll usually find lower prices on accommodation and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Oak Point?
With a well-organised itinerary, you can easily hit the main Oak Point attractions in a handful of days. But if you'd like to explore off the beaten track or go on day tours, think about booking your Oak Point holiday for longer.
How to find the best Oak Point package deals?
Begin your search for an Oak Point package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Oak Point package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oak Point adventure underway.
Is it cheaper to book an Oak Point holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights individually. Better still, you can tailor your Oak Point trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Oak Point?
Secure fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Oak Point getaway.
How to plan a trip to Oak Point?

  1. Choose when to go: Check your calendar and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to visit Oak Point.
  2. Set your budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to Oak Point. Then, select a property that works with your budget, whether that's an affordable option or a lavish retreat.
  3. Decide how long to go for: Now that you know more about Oak Point, you can work out the perfect length of your holiday. Put together a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose an Oak Point holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.