O'Leary Holidays

Photo by James Martin
    Plan, book, travel with confidence
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    Better together
    Save up to S$120 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in O'Leary

Briarwood Coastal Cottages & Lodge
Briarwood Coastal Cottages & Lodge
3 out of 5
253 Matthews Lane, Union, PE
The price is S$176 per night from 28 May to 29 May
S$176
per night
28 May - 29 May
8.4/10 Very Good! (188 reviews)
"Very clean. Beautiful grounds. Great views by the water. Would stay again."

Reviewed on 22 May,2024

Briarwood Coastal Cottages & Lodge
Mill River Resort
Mill River Resort
3.5 out of 5
180 Mill River Resort Road, Route 136, Woodstock, PE
Fully refundableReserve now, pay when you stay
The price is S$241 per night from 31 May to 1 Jun
S$241
per night
31 May - 1 Jun
8.4/10 Very Good! (521 reviews)
"Beautiful spot"

Reviewed on 13 May,2024

Mill River Resort
Quiet peaceful getaway
Quiet peaceful getaway
2 out of 5
252 Oliver Rd, Huntley, PE
Quiet peaceful getaway
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 OLeary holiday package cost?
The cheapest OLeary holiday package is , so your dream trip can become a reality — without burning a hole in your pocket. Bundle flights, hotels and car rentals to tailor a package that fits you.
How do I get a cheap travel package to OLeary?
Book everything in the one place with our OLeary holiday packages. You’ll discover deals on hotels, flights and more that’ll keep your hip pocket happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the world to choose from, you’ll have endless opportunities to mix and match as you please.
How far in advance should I book my OLeary holiday?
Travellers are generally able to browse international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it’s still possible to nab a cheap ticket only weeks before your flight.
What does an Expedia OLeary travel package include?
Hotels, flights and rental cars — we have them well covered. With Expedia, you can shape your OLeary package the way you like it. All you have to do is determine exactly what you need. Once you’ve made your booking, you can add on fun things like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking an OLeary travel package?
A travel package can be more affordable than individually booking all you need for your adventure. For example, combine your flights, hotels and rental cars and save a pretty penny. Whatever your holiday plans, you’re sure to find a package within your budget.
Can I choose my airline with an OLeary Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Just choose the carrier you want and put together the perfect OLeary trip.
If I'm not able to travel, can I cancel my OLeary holiday package?
We understand — life can throw you the odd curveball. If you’ve booked an OLeary holiday package and have to amend or cancel it, we can help. We recommend visiting our Customer Service Portal first for information. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it’s been longer than 24 hours, your airline, hotel or car rental company may impose a fee.

Popular places to visit

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