Search Deals onO'Leary Vacation Packages
O'Leary Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Cliffside Inn
Price was $714, price is now $662 per person
$662
per person
Oct 8 - Oct 11
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this beach B&B in Little Sands. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rossignol Estate Winery and Northumberland Provincial Park are located nearby.
Loin de tout
Reviewed on Aug 25, 2026

The Hotel on Pownal
Price was $1,728, price is now $1,268 per person
$1,268
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this business-friendly hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.

The Arts Hotel
Price was $1,720, price is now $1,334 per person
$1,334
per person
Oct 16 - Oct 23
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Stay at this hotel in Charlottetown. Enjoy free WiFi, a 24-hour front desk, and rainfall showerheads. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.

What a View Cheticamp
Price was $1,517, price is now $1,194 per person
$1,194
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this beach cottage in Chéticamp Island. Enjoy free WiFi, free parking, and furnished patios. Popular attractions Gallery La Bella Mona Lisa and Centre de la Mi-Carême are located nearby.
The caravans are dated and missing some cutlery. The bunk beds for an adult required the addition of the other two bunk bed mattresses to make it comfortable.
Agree the view is great.
Power was out for a couple of hours, not problem A suggestion would be to include a candle and lighter for candle and gas stove in the caravans.
Reviewed on Aug 28, 2026

Island Sunset Resort
Price was $1,835, price is now $1,450 per person
$1,450
per person
Oct 16 - Oct 23
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Stay at this hotel in Belle Cote. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Margaree Harbour Range Rear Lighthouse and MacKinnons Beach are located nearby.
Property was adequate. No instructions for fireplace. Ran out of toilet paper.
Reviewed on Aug 29, 2026

Hampton Inn & Suites Charlottetown
Price was $1,458, price is now $1,199 per person
$1,199
per person
Oct 16 - Oct 23
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this business-friendly hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
This property is spotless! We thought it had just opened as our room looked brand new. The location is about 10-15 min drive into historic Charlottetown and just down the street from any big box store/eateries/supermarkets. Also just down the street from the Cow's factory! Lots of parking, good breakfast, coffee and tea available 24/7 in the lobby, good pool, exercise room, filtered water machine at elevators, pet friendly, one set of washer and dryer ($2 each). The staff was very friendly and there was always someone cleaning. Very nice property.
Reviewed on Aug 30, 2026

Holiday Inn Express & Suites Charlottetown by IHG
Price was $1,489, price is now $1,227 per person
$1,227
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this business-friendly hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
The staff were very nice and helpful. The facility is an older hotel. Low ceilings and somewhat dated. Our specific room was on 3rd floor above where the outdoor smoking area is. The smoke was coming in to the room periodically. The mattresses were too soft and squishy and the pillows and sheets smelt like they were not freshly washed.
Reviewed on Aug 29, 2026

Blue Bayou Resort
Price was $2,069, price is now $1,757 per person
$1,757
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Stay at this hotel in South Harbour. Enjoy free parking and a picnic area. Popular attractions Cape Breton Highlands National Park and South Harbour Beach are located nearby.
The staff and owner were really great! We stayed for 2 nights and they helped us with getting kayaking ready. There are two issues we had, one was we didn’t realize how cold it gets at night (even in July). We stayed in an older plastic dome so it felt more like a tent. Make sure you bring winter PJs/extra layers.
The other matter was outside of our control. The shower area drained towards the toilet so everything was wet after a shower. Aside from these two things everything else was amazing. I definitely want to come back but maybe stay in the hard domes with a kitchenette.
Reviewed on Jul 27, 2026
O'Leary Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



O'Leary Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Oct 19 - Sun, Oct 25
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$310 Roundtrip, found 4 days ago
$310
Roundtrip
found 4 days ago

Mon, Oct 19 - Sun, Oct 25
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$341 Roundtrip, found 4 days ago
$341
Roundtrip
found 4 days ago

Sat, Oct 17 - Mon, Oct 26
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$422 Roundtrip, found 4 days ago
$422
Roundtrip
found 4 days ago

Fri, Oct 16 - Tue, Oct 20
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$434 Roundtrip, found 1 day ago
$434
Roundtrip
found 1 day ago
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