Oak Bay Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
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    Plan, book, and manage your trip all in one place

Top hotels in Oak Bay

Woodhaven Country Lodge
Woodhaven Country Lodge
4 out of 5
14 Murray Lane, Oak Bay, NB
The price is S$215 per night from 27 Jun to 28 Jun
S$215
27 Jun - 28 Jun
includes taxes & fees
9.6/10 Exceptional! (43 reviews)
"Woodhaven Lodge is amazing! The views are spectacular and David gave us a very warm welcome! We loved the Blue berry pie The hot tub was a nice way to watch a beautiful sunset. The dog friendly atmosphere was so relaxing Zara loved her stay. Easy access to many restaurants and sites. Everything you ..."

Reviewed on 14 Jun, 2025

Woodhaven Country Lodge
Algonquin Resort St Andrews by-the-Sea Autograph Collection
Algonquin Resort St Andrews by-the-Sea Autograph Collection
4 out of 5
184 Adolphus Street, St. Andrews, NB
Fully refundableReserve now, pay when you stay
The price is S$316 per night from 29 Jun to 30 Jun
S$316
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Love the buffet breakfast"

Reviewed on 21 Jun, 2025

Algonquin Resort St Andrews by-the-Sea Autograph Collection
Kennedy House
Kennedy House
3 out of 5
218 Water Street, St. Andrews, NB
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 23 Jun to 24 Jun
S$122
23 Jun - 24 Jun
includes taxes & fees
8.8/10 Excellent! (760 reviews)
"Most helpful staff"

Reviewed on 21 Jun, 2025

Kennedy House
See all 87 properties in Oak Bay
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 Bay holiday package cost?
You'll find cheap prices on Expedia for your Oak Bay escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Oak Bay costs.
What are the cheapest months to go to Oak Bay?
Plan your trip for the low or shoulder season and you're likely to score cheap Oak Bay holiday packages. Remember that school holiday periods and major festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for Oak Bay?
Typically, a handful of days is enough to explore the major attractions during your Oak Bay holiday. But if you want to have some time to relax or take day trips, consider extending your trip.
How to find the best Oak Bay package deals?
Start your search for an Oak Bay package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Oak Bay 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 Bay escape off to a flying start.
Is it cheaper to book an Oak Bay holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging stays and flights separately. Better still, you can customise your Oak Bay escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Oak Bay?
Score incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Oak Bay holiday.
How to plan a trip to Oak Bay?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Oak Bay.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when calculating how much to set aside for your trip to Oak Bay. Then, select a hotel that fits your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Oak Bay. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Oak Bay holiday package.

* 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.