O'Leary Vacation Packages 2026 from $1,128

O'Leary flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Hotel on Pownal

Downtown Charlottetown

$1,128

per person

Oct 7 - Oct 11

found 8 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Charlottetown Alexander B. Campbell Airport (YYG)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

The Holman Grand Hotel

Downtown Charlottetown

$1,504

per person

Oct 9 - Oct 13

found 12 hours ago

Roundtrip flight included

Fort Myers (RSW) to Charlottetown Alexander B. Campbell Airport (YYG)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

Microtel Inn & Suites by Wyndham Summerside

$1,186

per person

Oct 7 - Oct 11

found 8 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Charlottetown Alexander B. Campbell Airport (YYG)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like full breakfast and free self parking.

The Arts Hotel

Downtown Charlottetown

$1,244

per person

Oct 9 - Oct 13

found 12 hours ago

Roundtrip flight included

Fort Myers (RSW) to Charlottetown Alexander B. Campbell Airport (YYG)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop is provided and the front desk is staffed around-the-clock.

The Cliffside Inn

$1,190

per person

Oct 7 - Oct 11

found 8 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Charlottetown Alexander B. Campbell Airport (YYG)

This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free continental breakfast each morning. A garden, a lobby fireplace, and a communal living room are also on offer.

Top O'Leary hotels deals

Mill River Resort

180 Mill River Resort Road, Route 136 Woodstock PE

Free Cancellation

Reserve now, pay when you stay

$209 nightly

$240 total

Aug 24 - Aug 25

Total with taxes and fees

This smoke-free hotel features a golf course, a full-service spa, and a restaurant. Enjoy the indoor pool and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and laundry facilities.

Pool

Hot Tub

Beachfront, sandbar, 8p sauna, pickleball court, 6BR, outdoor kitchen and more

Wellington PE

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A sauna is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Kitchen

Washer

Foley’s Harbour House

Alberton PE

$364 nightly

$419 total

Aug 27 - Aug 28

Total with taxes and fees

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Ocean Privacy on a secluded beachfront cottage on 16 acres of land!!!

Coleman PE

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This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Riverside Landing Cottage

Alberton PE

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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

The Coastal Caravan

Alberton PE

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Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Northport Range Rear Lighthouse and Alberton Museum are located nearby.

Kitchen

Washer

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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.

Stay near popular O'Leary attractions

Prince Edward Island Potato Museum

9.0/10 (26 reviews)

You can spend an afternoon browsing the exhibits at Prince Edward Island Potato Museum during your travels in O'Leary. Discover the restaurants in this family-friendly area, or seek out the golf courses.

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Frequently asked questions

How much are vacation packages to O'Leary?

You might be pleasantly surprised — you can vacation in O'Leary for only $1,128. Allow Travelocity to save you money and hassle with our excellent vacation packages. With hotels, flights and tours all in one place, why wait any longer?

Where can I get the best vacation package deals for O'Leary?

For the perfect O'Leary package deal, no one compares to Travelocity. Take your pick of 400 airlines and 1,000,000 properties across the globe to create the ultimate escape — it's really that simple.

Why should I purchase my O'Leary vacation package via Travelocity?

Savings, support and a stress-free booking are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on 24/7 customer support. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.

Can I save money on my O'Leary car rental if I combine it with hotels and flights?

Bundling your bookings into an O'Leary vacation package will save you a handsome sum. Bundle a flight and car; a flight, car and hotel; or a car and hotel. There's no better way to explore the greater O'Leary region than with your own rental car. You can also add experiences and activities to your Travelocity package.