O'Leary Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Harbour House
Downtown Charlottetown
9.4/10 Exceptional! (1,000 reviews)
Mar 28 - Apr 4
7 night stay
New York (NYC) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $954, price is now $802 per person
$802
per person
found 1 day ago
No elevator so if you’re not on the 1st floor you have to lug your luggage up stairs.
Fortunately we were on the 1st floor
Reviewed on Aug 23, 2025
5.0-star property
Fairholm Boutique Inns
Downtown Charlottetown
9.2/10 Wonderful! (613 reviews)
Mar 28 - Apr 4
7 night stay
New York (NYC) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,092, price is now $893 per person
$893
per person
found 1 day ago
Great for walking in the area.
Reviewed on Sep 23, 2025
2.5-star property
The Hotel on Pownal
Downtown Charlottetown
8.6/10 Excellent! (1,002 reviews)
Mar 28 - Apr 4
7 night stay
New York (NYC) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,009, price is now $830 per person
$830
per person
found 1 day ago
Comfortable room with easy parking. Complimentary wine or beer during Happy Hour.
Reviewed on May 19, 2024
5.0-star property
The Great George
Downtown Charlottetown
9.6/10 Exceptional! (1,001 reviews)
Mar 28 - Apr 4
7 night stay
New York (NYC) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,161, price is now $1,001 per person
$1,001
per person
found 1 day ago
Wonderful clean spacious room with a great view of the Basilica. Staff is welcoming 24 hour tea, coffee and water always available. Highly recommend this stay if you want to be able to get around Charlottetown with ease.
Reviewed on Apr 6, 2025
4.0-star property
The Holman Grand Hotel
Downtown Charlottetown
9.4/10 Exceptional! (1,004 reviews)
Mar 28 - Apr 4
7 night stay
New York (NYC) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,167, price is now $1,030 per person
$1,030
per person
found 1 day ago
The room & property was very clean which is very important for me. The staff was excellent.
Reviewed on May 19, 2025
Top rated hotels for your O'Leary vacation package
Mill River Resort
180 Mill River Resort Road, Route 136 Woodstock PE
Free Cancellation
Reserve now, pay when you stay
3.7 mi from city center
Guests of Mill River Resort have access to a golf course, a full-service spa, and an indoor pool. Free parking is included with your stay. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Other amenities at this spa hotel include a children's pool, a gym, and a sauna.
Pool
Hot Tub
Crooked Cottage on Kildare Capes
Tignish PE
15.95 mi from city center
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
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.
