
O'Leary Vacations from $1,310
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your OLeary Vacation
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 customized OLeary vacation 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 organizing your ultimate vacation to OLeary today.
The Latest O'Leary vacation packages

The Harbour House
Reviewed on Nov 8, 2025

The Hotel on Pownal
Reviewed on Jan 18, 2026

The Sydney Boutique Inn
Reviewed on Jan 10, 2026

The Great George
Reviewed on Jan 13, 2026

Discover the most popular places to visit in O'Leary
Prince Edward Island Potato Museum
You can spend an afternoon browsing the exhibits at Prince Edward Island Potato Museum during your travels in O'Leary. Discover the restaurants in this family-friendly area, or seek out the golf courses.
O'Leary Hotel Deals

Mill River Resort
Great service!
Reviewed on Jan 14, 2026

Crooked Cottage on Kildare Capes
A wonderful piece of heaven—so quiet and relaxing. All the amenities anyone could ask for. We enjoyed a delicious homemade lobster dinner because everything was provided that we’d need. Will definitely come back to stay!
Reviewed on Oct 7, 2025

Riverside Landing Cottage
New and clean, nice location, big hot tub, kayaks were fun, lovely deck right at the riverside.
Reviewed on Sep 5, 2025
Find the Best O'Leary Vacation Packages
OLeary Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Max Temp Winter | 25ºF |
Max Temp Summer | 70ºF |
Top Sights | Cedar Dunes Provincial Park, West Point Lighthouse and Mill River Golf Course |



















