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 21 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.

Microtel Inn & Suites by Wyndham Summerside

$1,186

per person

Oct 7 - Oct 11

found 21 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 Cliffside Inn

$1,190

per person

Oct 7 - Oct 11

found 21 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.

Blackbush Beach Resort

$1,190

per person

Oct 7 - Oct 11

found 21 hours ago

Roundtrip non-stop flight included

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

4 hot tubs, an outdoor pool, and a 24-hour gym are all featured at this luxury resort. Enjoy the sauna and free perks like continental breakfast and free self parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

The Arts Hotel

Downtown Charlottetown

$1,151

per person

Oct 7 - Oct 11

found 21 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

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

$279 nightly

$321 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?

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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.