O'Leary Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top O'Leary vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Holiday Inn Express & Suites Charlottetown by IHG
West Royalty
8.8/10 Excellent! (1,011 reviews)
Oct 9 - Oct 13
4 night stay
Fort Myers (RSW) to Charlottetown Alexander B. Campbell Airport (YYG)
Air Canada • Roundtrip • Coach
Price was $1,242, price is now $1,150 per person
$1,150
per person
found 17 hours ago
Clean rooms, efficient and nice staff, good breakfast and ample parking.
Reviewed on Aug 28, 2026
2.5-star property
The Hotel on Pownal
Downtown Charlottetown
8.6/10 Excellent! (1,011 reviews)
Oct 9 - Oct 13
4 night stay
Fort Myers (RSW) to Charlottetown Alexander B. Campbell Airport (YYG)
Air Canada • Roundtrip • Coach
Price was $1,392, price is now $1,190 per person
$1,190
per person
found 17 hours ago
4.0-star property
The Holman Grand Hotel
Downtown Charlottetown
9.4/10 Exceptional! (1,008 reviews)
Oct 9 - Oct 13
4 night stay
Fort Myers (RSW) to Charlottetown Alexander B. Campbell Airport (YYG)
Air Canada • Roundtrip • Coach
Price was $1,706, price is now $1,496 per person
$1,496
per person
found 17 hours ago
Good location. Easy to walk to the popular tourist sites. Many dining options nearby. Decent gym and pool. Staff provides excellent service. Valet parking is default option.
Reviewed on Aug 27, 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
$181 nightly
The price is $208 total per night
$208 total
Sep 27 - Sep 28
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 luggage storage and securing valuables. Other amenities at this spa hotel include a children's pool, a gym, and a sauna.
Pool
Hot Tub
Beachfront, sandbar, 8p sauna, pickleball court, 6BR, outdoor kitchen and more
Wellington PE
18.01 mi from city center
Guests staying at this vacation home enjoy a sauna, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Kitchen
Washer
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.
