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 $773, price is now CA $667 per person
CA $667
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Charlottetown (YYG)
8.6/10 Excellent! (1,002 reviews)
Staff was friendly. Hotel was a little dated but tidy.
Reviewed on Feb 23, 2026
The Holman Grand Hotel
Downtown Charlottetown
Price was CA $1,598, price is now CA $1,329 per person
CA $1,329
per person
May 11 - May 16
found 15 hours ago
Roundtrip flight included
Ottawa (YOW) to Charlottetown (YYG)
9.4/10 Exceptional! (1,004 reviews)
Staff were great. Room was comfortable,clean. Spent time in the hot tub and pool on a snowy night.
Reviewed on Feb 24, 2026
Rodd Charlottetown
Downtown Charlottetown
Price was CA $931, price is now CA $774 per person
CA $774
per person
Apr 11 - Apr 16
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown (YYG)
8.8/10 Excellent! (1,001 reviews)
Easy check-in. Clean rooms. Very friendly staff.
Reviewed on Feb 22, 2026
Holiday Inn Express & Suites Charlottetown by IHG
Price was CA $1,120, price is now CA $966 per person
CA $966
per person
May 11 - May 16
found 15 hours ago
Roundtrip flight included
Ottawa (YOW) to Charlottetown (YYG)
8.8/10 Excellent! (1,001 reviews)
nice staff, beautiful rooms, breakfast wasnt the greatest but if you dont mind the taste its protein i guess lol
Reviewed on Feb 8, 2026
Canadas Best Value Inn & Suites Charlottetown
Price was CA $893, price is now CA $787 per person
CA $787
per person
May 11 - May 16
found 15 hours ago
Roundtrip flight included
Ottawa (YOW) to Charlottetown (YYG)
8/10 Very Good! (1,239 reviews)
The staff were fantastic. The hotel is close to everything and the in house pub even had slot machines! It was a great trip.
Reviewed on Feb 24, 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 $229 per night from Mar 29 to Mar 30
CA $229
CA $263 total
Mar 29 - Mar 30
includes taxes & fees
8.6/10 Excellent! (774 reviews)
Room was good, the staff was lovely. The restaurant had challenges, waited close to an hour for our food and it was extremely basic for the cost and wait. We borrowed skis but had zero instruction on how to even get them on. A child from another family was injured on the skis so I think to offer ...
Reviewed on Feb 19, 2026
Ocean Privacy on a secluded beachfront cottage on 16 acres of land!!!
Coleman PE
Large pet friendly retreat with tons of room for large groups.
Tignish 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
- Auto Rent Rental Cars in 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.
