O'Leary Vacation Packages
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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.
Top O'Leary Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Hotel on Pownal
Downtown Charlottetown
Price was CA $1,071, price is now CA $888 per person
CA $888
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Charlottetown (YYG)
8.8/10 Excellent! (1,008 reviews)
Very clean, spacious room, friendly staff, conveniently located and good continental breakfast. If I ever come back to Charlottetown this would be where I would stay again for sure.
Reviewed on Apr 6, 2026
Holiday Inn Express & Suites Charlottetown by IHG
Price was CA $1,750, price is now CA $1,465 per person
CA $1,465
per person
Jun 16 - Jun 23
found 7 hours ago
Roundtrip flight included
Ottawa (YOW) to Charlottetown (YYG)
8.8/10 Excellent! (1,000 reviews)
We had a very pleasant stay at this property. The room was clean, comfortable, and well-maintained, which made it easy to relax after a long day. The staff were friendly, professional, and always willing to help, creating a welcoming atmosphere throughout our stay. It’s also a good option for business travelers, as everything was organized and convenient.
However, there were a couple of small drawbacks. The gym was not available due to ongoing repairs, which was a bit disappointing. Additionally, the swimming pool was smaller than expected.
Overall, it was a great experience, and I would still recommend this property to others.
Reviewed on Mar 19, 2026
St Lawrence Motel
Price was CA $1,289, price is now CA $1,089 per person
CA $1,089
per person
Jun 16 - Jun 23
found 7 hours ago
Roundtrip flight included
Ottawa (YOW) to Charlottetown (YYG)
8.6/10 Excellent! (256 reviews)
Not like the pictures. Was clean just older motel. Paid laundry on site was good.
Reviewed on Nov 2, 2025
The Holman Grand Hotel
Downtown Charlottetown
Price was CA $1,511, price is now CA $1,287 per person
CA $1,287
per person
Jun 21 - Jun 25
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown (YYG)
9.4/10 Exceptional! (1,001 reviews)
The RUSTIC GRILLE is very nice. Good cocktails.
The room was very clean and well appointed but I ask for a corner room if you want quiet.
Pool nice and warm and clean.
Reviewed on Mar 16, 2026
O'Leary Hotel Deals
Mill River Resort
180 Mill River Resort Road, Route 136 Woodstock PE
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Apr 14 to Apr 15
CA $189
CA $217 total
Apr 14 - Apr 15
includes taxes & fees
8.6/10 Excellent! (783 reviews)
Great winter experience with the family. Set the resort up well for the young kids!
Reviewed on Mar 22, 2026
Oceanfront PEI Home with Ocean Views, Wraparound Deck & Private Beach
Coleman PE
The Little Yellow Farm House is country living, ocean views, open sky & bonfires
Chrysostome PE
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.
Discover the most popular places to visit in O'Leary
Prince Edward Island Potato Museum
4.5/5(4 reviews)
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.
Explore a world of travel with Expedia
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- Alma Vacations
- Big Tignish Lighthouse
- Bloomfield Provincial Park
- Visit Brae
- Cabot Beach Provincial Park
- Cape Egmont Lighthouse
- Cape Egmont Vacations
- Visit Cape Wolfe
- Cedar Dunes Provincial Park
- County Fair Mall
- Darnley Greens Golf Course
- Green Park Provincial Park
- Green Park Shipbuilding Museum & Yeo House
- Irish Moss Interpretive Centre
- Jacques Cartier Provincial Park
- Kildare Capes Vacations
- Linkletter Provincial Park
- Lot 16 Vacations
- Malpeque Outer Range Lighthouse
- Mill River Golf Course
- Miscouche Vacations
- North Cape Lighthouse
- Prince Edward Island Potato Museum
- Prince Edward Island Sports Hall of Fame and Museum
- Visit Roseville
- Seacow Pond Vacations
- St. Simon and St. Jude Church
- Tignish Vacations
- Tyne Valley Vacations
- Union Corner Provincial Park
- West Point Lighthouse
- West Point Vacations
- Visit West Point
- Wyatt House Museum
- All inclusive Vacation Packages Lot 8
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
