Oak Bay Vacations from $805

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The Latest Oak Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Dominion Hill Country Inn

Dominion Hill Country Inn

3 out of 5
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fredericton (YFC)
9.6/10 Exceptional! (338 reviews)
Dominion Hill is a very special place. The property is meticulously maintained and sits on a hill, well back from the road, with magnificent water views. The staff throughout is friendly and helpful, and customer service is clearly a top priority. Highly recommend this property.

Reviewed on Aug 2, 2025

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Oak Bay Hotel Deals

Woodhaven Country Lodge

Woodhaven Country Lodge

4 out of 5
14 Murray Lane, Oak Bay, NB
9.6/10 Exceptional! (47 reviews)
"So far everything has Ben great. Lovely host, great dinner at the restaurant, friendly service. We are quitepleased"

Reviewed on Jun 27, 2025

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Woodhaven Country Lodge
Creekside Hideaway -Oak Bay, NB

Creekside Hideaway -Oak Bay, NB

Oak Bay
$225 nightly
The price is $229 total per night from Sep 11 to Sep 12
$229 total
Sep 11 - Sep 12
Total includes taxes and fees
Oak Bay, New Brunswick Review
"If you appreciate Frank Lloyd Wright’s mid-century modern light, bright and airy architectural style, this is the place for you. From the moment you arrive, this large and stylish mid-century modern home in Oak Bay, New Brunswick makes a striking impression.The house is spacious and one with nature. ..."

Reviewed on May 30, 2025

Creekside Hideaway -Oak Bay, NB
Nestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!

Nestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!

Oak Bay
9.4/10 Exceptional! (3 reviews)
"Cute place with a nice outside sitting area"

Reviewed on Aug 1, 2025

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Nestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!
See all 85 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.

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Frequently asked questions

How much does an Oak Bay vacation package cost?
You'll find cheap prices from $805 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 vacation to Oak Bay costs.
What are the cheapest months to go to Oak Bay?
You can generally find lower rates and greater availability in November, December and January. Check out our cheap Oak Bay vacation packages and you could land some great off-season discounts.
How many days is enough for Oak Bay?
Usually, a handful of days is enough to check out the major attractions during your Oak Bay vacation. However, if you'd like to have time to kick back or take day tours, think about 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 vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights separately. Better still, you can customize 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 vacation 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 vacation.
Does Expedia offer Book Now, Pay Later Oak Bay vacation packages?
Secure your perfect trip to Oak Bay with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for your next payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.