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.
3.0-star property
The Arts Hotel
Downtown Charlottetown
8.4/10 Very Good! (1,203 reviews)
Sep 20 - Sep 25
5 night stay
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Air Canada • Non-stop • Coach
Charlottetown Alexander B. Campbell Airport (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,065, price is now $963 per person
$963
per person
found 1 day ago
Great little cute boutique hotel. The only thing is they don’t have coffee makers in the room …you have to pay for coffee in a common area. They do have a common area to watch TV and play cards so that was awesome! If you forget amenities, such as hair dryer or need extra blankets etc. the staff are very attentive and they have it delivered to your room within five minutes of asking. Would definitely stay here again!
Reviewed on Jul 12, 2026
5.0-star property
The Sydney Boutique Inn
Downtown Charlottetown
9.8/10 Exceptional! (1,005 reviews)
Sep 20 - Sep 25
5 night stay
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Air Canada • Non-stop • Coach
Charlottetown Alexander B. Campbell Airport (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,977, price is now $1,756 per person
$1,756
per person
found 1 day ago
3.0-star property
Microtel Inn & Suites by Wyndham Summerside
9.2/10 Wonderful! (626 reviews)
Sep 20 - Sep 25
5 night stay
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Air Canada • Non-stop • Coach
Charlottetown Alexander B. Campbell Airport (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,106, price is now $990 per person
$990
per person
found 1 day ago
After a disappointing experience at another property on PEI, we rebooked at Wyndham Suites and couldn’t be happier. From the moment we arrived, Paula at the front desk made us feel like old friends. She was so warm, welcoming, and helpful.
Our room is comfortable, and we immediately felt relaxed and at home. There was coffee and tea available anytime. Nice breakfast every morning.
We are very grateful for the kindness we received and are looking forward to enjoying the rest of our stay on beautiful Prince Edward Island.
Thank you, Paula, for turning our day around and making us feel so welcome!
Reviewed on Jul 11, 2026
4.5-star property
Blackbush Beach Resort
9.6/10 Exceptional! (400 reviews)
Sep 20 - Sep 25
5 night stay
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Air Canada • Non-stop • Coach
Charlottetown Alexander B. Campbell Airport (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,557, price is now $1,407 per person
$1,407
per person
found 1 day ago
Just amazing in all regards
Reviewed on Jul 11, 2026
4.5-star property
Rodd Royalty
West Royalty
8.4/10 Very Good! (1,332 reviews)
Sep 20 - Sep 25
5 night stay
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Air Canada • Non-stop • Coach
Charlottetown Alexander B. Campbell Airport (YYG) to New York (NYC)
United • Non-stop • Coach
Price was $1,258, price is now $1,139 per person
$1,139
per person
found 1 day ago
Good place
Reviewed on Jul 10, 2026
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
$203 nightly
The price is $233 total per night
$233 total
Jul 13 - Jul 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.
Ocean Privacy on a secluded beachfront cottage on 16 acres of land!!!
Coleman PE
5.66 mi from city center
Guests staying at this cottage have access to laundry facilities, a garden, and 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.
