O'Leary Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by James Martin

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 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

    Packages with flights are ATOL protected

Your OLeary Holiday

The small-town feel and friendly locals are just the start of the things OLeary has on offer. Experience the very best of this city the way you want with a customised OLeary holiday package. Want to start exploring your surroundings? Mill River Golf Course, Prince Edward Island Potato Museum and Bloomfield Provincial Park are a few of the top-rated places to visit during a trip to OLeary. Check out Expedia's extensive range of travel options and start organising your ultimate holiday to OLeary today.

OLeary Essential Information

Language
English
Currency
Canadian dollars
Max Temp Winter
-3.89ºC
Max Temp Summer
21ºC
Top Sights
Cedar Dunes Provincial Park, West Point Lighthouse and Mill River Golf Course

Top hotels in O'Leary

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
8.4/10 Very Good! (723 reviews)
"Generally great, only issue was the bartender would not serve me after sitting at your bar for 20 min. Did not even acknowledge I was sitting there. Front desk staff was great, room was great"

Reviewed on 25 Aug 2025

Get rates
Mill River Resort
Sunset View

Sunset View

Coleman, PE
The price is £234 per night from 27 Aug to 28 Aug
£234
27 Aug - 28 Aug
includes taxes & fees
8/10 Very Good! (3 reviews)
"Nice vintage olde farm house. Bed was comfortable and bathroom yet small is clean and does its job. Very quiet road with 5 mins walk to beach across the road. Wifi is great and quick. Wish it had a bbq for cooking and a smart tv for down time"

Reviewed on 4 Aug 2025

Sunset View
BH Beach House

BH Beach House

Saint Louis, PE
9.6/10 Exceptional! (4 reviews)
Family Vacation
"Spacious home, pet friendly, great hot tub and easy access with 14 stairs down to nice beach."

Reviewed on 1 Aug 2025

Get rates
BH Beach House
See all 49 properties in O'Leary
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an OLeary travel package cost?
Starting from as little as , you can customize your OLeary package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my OLeary travel package?
Plans can change in the blink of an eye, so yes. You may be able to cancel or change your OLeary travel package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may impose a charge. Need more information? Visit our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to O'Leary?
Bundling your flight and hotel with Expedia won't just save precious time — it'll save you a tidy sum too. An O'Leary travel package makes it easy to create your dream adventure. With more than 550 airlines around the world to pick from, finding flights that fit your busy schedule won't be a hassle. Not only that, we've got over 1,000,000 hotels globally to pick from. Now that's choice! Whatever your budget, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later O'Leary holidays?
We sure do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in instalments. Simply choose the payment plan that suits you best during checkout and take away the stress of budgeting for your next trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip across multiple transactions.
  • Low deposit holidays: When you come across an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your escape.

How far in advance should I book my OLeary holiday?
It all depends on the airline, but you can generally look up international airfares on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky travellers will sometimes score a cheaper ticket just weeks prior to departure dates.
What does an Expedia OLeary travel package include?
It all boils down to what kind of getaway you're thinking about. OLeary travel deals can include hotels, flights and car rentals. You can mix and match to create the travel package that suits your style and budget. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking an OLeary travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up terrific discounts. You're not limited to hotels, however. Book with us and take your pick of beachfront villas, cabins in the mountains and even glamping tents!
Can I choose my airline with an OLeary Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're the boss! We have more than 550 partner airlines across the globe, so you have lots of choice when creating your OLeary escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.