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.
Sunflower Guest Suites
Price was CA $666, price is now CA $529 per person
CA $529
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown (YYG)
8.6/10 Excellent! (73 reviews)
Quaint property and room nicely furnished with electric fireplace and lovely bathroom. Bed very comfortable
Reviewed on Aug. 24, 2025
Traveller's Inn
Price was CA $1,327, price is now CA $966 per person
CA $966
per person
Nov 7 - Nov 11
found 5 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Charlottetown (YYG)
7.6/10 Good! (518 reviews)
Staff was friendly. Room was clean with nice amenities. Would stay there again.
Reviewed on Sep. 1, 2025
The Great George
Downtown Charlottetown
Price was CA $1,504, price is now CA $1,164 per person
CA $1,164
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown (YYG)
9.6/10 Exceptional! (1,014 reviews)
The first room we were given on the first floor was missing a window blind, so that's not good.
Our bathroom was in need of upgrade.
Staff was great.
Breakfast was also very good.
Overall we were happy
Reviewed on Aug. 28, 2025
Fairholm Boutique Inns
Downtown Charlottetown
Price was CA $1,141, price is now CA $927 per person
CA $927
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown (YYG)
9.2/10 Wonderful! (585 reviews)
Main part of bed and breakfast looked lovely. We were in another building - the room was spacious but not as quaint as we’d expected. Staff were so very helpful and friendly
Reviewed on Sep. 2, 2025
The Harbour House
Downtown Charlottetown
Price was CA $1,076, price is now CA $886 per person
CA $886
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown (YYG)
9.4/10 Exceptional! (1,000 reviews)
We were pleasantly surprised with the spaciousness and the friendly staff.
They also served a beautiful breakfast.
Very clean and comfortable, safe and conveniently located.
Reviewed on Sep. 3, 2025
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 $249 per night from Sep 6 to Sep 7
CA $249
CA $286 total
Sep 6 - Sep 7
includes taxes & fees
Sunset View
Coleman
The price is CA $225 per night from Sep 5 to Sep 6
CA $225
CA $426 total
Sep 5 - Sep 6
includes taxes & fees
Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley
Tyne Valley
The price is CA $165 per night from Sep 16 to Sep 17
CA $165
CA $382 total
Sep 16 - Sep 17
includes taxes & fees
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.
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Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.