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.
5.0-star property
The Great George
Downtown Charlottetown
9.6/10 Exceptional! (1,002 reviews)
May 27 - May 30
3 night stay
Boston (BOS) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to Boston (BOS)
United • Non-stop • Coach
Price was $1,099, price is now $986 per person
$986
per person
found 3 hours 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
4.5-star property
Rodd Charlottetown
Downtown Charlottetown
8.8/10 Excellent! (1,003 reviews)
May 27 - May 30
3 night stay
Boston (BOS) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to Boston (BOS)
United • Non-stop • Coach
Price was $961, price is now $867 per person
$867
per person
found 3 hours ago
very attentive staff, during a winter storm
Reviewed on Feb 4, 2024
5.0-star property
Fairholm Boutique Inns
Downtown Charlottetown
9.2/10 Wonderful! (616 reviews)
May 27 - May 30
3 night stay
Boston (BOS) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to Boston (BOS)
United • Non-stop • Coach
Price was $958, price is now $873 per person
$873
per person
found 3 hours ago
Great for walking in the area.
Reviewed on Sep 23, 2025
5.0-star property
The Sydney Boutique Inn
Downtown Charlottetown
9.8/10 Exceptional! (1,001 reviews)
May 27 - May 30
3 night stay
Boston (BOS) to Charlottetown (YYG)
Air Canada • Non-stop • Coach
Charlottetown (YYG) to Boston (BOS)
United • Non-stop • Coach
Price was $1,067, price is now $992 per person
$992
per person
found 3 hours ago
Beautiful property, 1st class all the way. Super comfortable, great breakfast.
Reviewed on Jul 20, 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 14 - Apr 15
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.
Pool
Hot Tub
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.
Pet friendly
Air conditioning
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.
