O'Leary Vacation Packages
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Top O'Leary vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.5-star property
The Hotel on Pownal
Downtown Charlottetown
8.8/10 Excellent! (1,008 reviews)
May 21 - May 25
4 night stay
Boston (BOS) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to Boston (BOS)
United • Non-stop • Coach
Price was $1,054, price is now $1,003 per person
$1,003
per person
found 1 day ago
Comfortable room with easy parking. Complimentary wine or beer during Happy Hour.
Reviewed on May 19, 2024
3.0-star property
Avonlea Forest Hill Cottages
9/10 Wonderful! (26 reviews)
May 21 - May 25
4 night stay
Boston (BOS) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to Boston (BOS)
United • Non-stop • Coach
Price was $1,102, price is now $1,049 per person
$1,049
per person
found 1 day ago
Very comfortable and relaxing stay at the cottage. Very close to the Avonlea Village that has good dining options and a transit bus stop if you are looking to travel to other cities in PEI via public transportation. Plenty of walking/biking trails nearby and close to the Cavendish beach as well. We had a wonderful stay!
Reviewed on Jun 23, 2025
5.0-star property
The Great George
Downtown Charlottetown
9.6/10 Exceptional! (1,002 reviews)
May 21 - May 25
4 night stay
Boston (BOS) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to Boston (BOS)
United • Non-stop • Coach
Price was $1,146, price is now $1,099 per person
$1,099
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
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
$123 nightly
The price is $141 total per night
$141 total
Apr 13 - Apr 14
Total with taxes and fees
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 securing valuables and luggage storage. Other amenities at this spa hotel include a children's pool, a gym, and a sauna.
Oceanfront PEI Home with Ocean Views, Wraparound Deck & Private Beach
Coleman PE
7.22 mi from city center
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
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.
