Search Deals onO'Leary Vacation Packages
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O'Leary Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
By The Bay Cottages
Price was $1,007, price is now $774 per person
$774
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3-star cottage in Stanhope. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Heather Hannon Island Art Gallery and Stanhope Golf Club are located nearby.
The Arts Hotel
Price was $1,128, price is now $862 per person
$862
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3-star 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.
Canadas Best Value Inn & Suites Charlottetown
Price was $1,033, price is now $807 per person
$807
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3-star 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.
Wild Pines Cabins
Price was $1,019, price is now $797 per person
$797
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Book a stay at this golf cabin in Eldon. Enjoy free parking, an outdoor pool, and a picnic area. Popular attractions Belfast Highland Greens Golf Course and Orwell Corner Historic Village are located nearby.
Stanley Bridge Country Resort
Price was $1,117, price is now $874 per person
$874
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Book a stay at this spa hotel in Stanley Bridge. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cavendish Beach and Stanley Bridge Marine Aquarium are located nearby.
Dreamweavers Cottages and Vacation Homes
Price was $1,078, price is now $845 per person
$845
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3.5-star family-friendly cottage in North Rustico. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Watermark Theatre and North Rustico Lighthouse are located nearby.
The Hotel on Pownal
Price was $1,265, price is now $993 per person
$993
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (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.
Prince Street Suites
Price was $1,121, price is now $881 per person
$881
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 4-star business-friendly hotel in Charlottetown. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
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
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Oct 17 - Sun, Oct 19
YUL
Pierre Elliott Trudeau Intl.
YYG
Charlottetown
$258 Roundtrip, found 5 hours ago
$258
Roundtrip
found 5 hours ago
Fri, Sep 19 - Sat, Sep 27
YYZ
Pearson Intl.
YYG
Charlottetown
$272 Roundtrip, found 3 days ago
$272
Roundtrip
found 3 days ago
Fri, Oct 10 - Fri, Oct 17
YKF
Region of Waterloo Intl.
YYG
Charlottetown
$279 Roundtrip, found 6 days ago
$279
Roundtrip
found 6 days ago
Thu, Dec 25 - Wed, Dec 31
YOW
Macdonald-Cartier Intl.
YYG
Charlottetown
$468 Roundtrip, found 2 days ago
$468
Roundtrip
found 2 days ago
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