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

The Hotel on Pownal
Price was $1,181, price is now $1,061 per person
$1,061
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Houston (HOU) 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 Confederation Centre of the Arts and The Guild are located nearby.

The Great George
Price was $1,241, price is now $1,133 per person
$1,133
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Houston (HOU) to Charlottetown (YYG)
Book a stay at this luxury 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 St. Dunstan's Basilica and Gahan House are located nearby.

Loyalist Country Inn & Conference Centre
Price was $1,164, price is now $1,069 per person
$1,069
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Houston (HOU) to Charlottetown (YYG)
Book a stay at this business-friendly hotel in Summerside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Summerside Harbor and Eptek Art and Culture Centre are located nearby.

Rodd Charlottetown
Price was $1,176, price is now $1,081 per person
$1,081
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Houston (HOU) to Charlottetown (YYG)
Book a stay at this luxury hotel in Charlottetown. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Confederation Centre of the Arts and Confederation Court Mall are located nearby.

The Holman Grand Hotel
Price was $1,270, price is now $1,177 per person
$1,177
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Houston (HOU) to Charlottetown (YYG)
Book a stay at this spa hotel in Charlottetown. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Confederation Centre of the Arts and Confederation Court Mall are located nearby.

The Dawson House Bed & Breakfast
Price was $1,235, price is now $1,148 per person
$1,148
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Houston (HOU) to Charlottetown (YYG)
Book a stay at this business-friendly B&B in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Beaconsfield Historic House and Brighton Beach Range Front Lighthouse are located nearby.

Dundee Arms
Price was $1,150, price is now $1,069 per person
$1,069
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Houston (HOU) to Charlottetown (YYG)
Book a stay at this business-friendly inn in Charlottetown. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Confederation Court Mall and Confederation Centre of the Arts are located nearby.

Fairholm Boutique Inns
Price was $1,245, price is now $1,158 per person
$1,158
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Houston (HOU) to Charlottetown (YYG)
Book a stay at this luxury B&B in Charlottetown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Mack and Province House National Historic Site of Canada 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.

Wed, Jun 3 - Fri, Jun 5
YYZ
Pearson Intl.
YYG
Charlottetown
$323 Roundtrip, found 1 hour ago
$323
Roundtrip
found 1 hour ago

Sat, May 23 - Mon, Jun 1
YYZ
Pearson Intl.
YYG
Charlottetown
$332 Roundtrip, found 1 hour ago
$332
Roundtrip
found 1 hour ago

Wed, Jun 3 - Fri, Jun 5
YYZ
Pearson Intl.
YYG
Charlottetown
$363 Roundtrip, found 1 hour ago
$363
Roundtrip
found 1 hour ago

Tue, Jul 7 - Wed, Jul 8
YYC
Calgary Intl.
YYG
Charlottetown
$533 Roundtrip, found 1 hour ago
$533
Roundtrip
found 1 hour ago
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