Search Deals on
O'Leary Vacation Packages

Build your package with 2 more options
Photo by James Martin

O'Leary Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Charlottetown Inn & Conference Centre

Charlottetown Inn & Conference Centre

3.5 out of 5
per person
Mar 7 - Mar 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3.5-star eco-certified hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions St. Paul's Church and Public Archives and Records Office are located nearby.
Microtel Inn & Suites by Wyndham Antigonish

Microtel Inn & Suites by Wyndham Antigonish

4.5 out of 5
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown (YYG)
Stay at this 4.5-star luxury hotel in West River. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Antigonish Arena and St Ninian's Cathedral are located nearby.
The Holman Grand Hotel

The Holman Grand Hotel

4 out of 5
per person
Mar 7 - Mar 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 4-star spa hotel in Charlottetown. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Confederation Centre of the Arts and Confederation Court Mall are located nearby.
The Dawson House Bed & Breakfast

The Dawson House Bed & Breakfast

4 out of 5
per person
Mar 7 - Mar 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 4-star business-friendly B&B in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions St. James Presbyterian Church and Government House of Prince Edward Island are located nearby.
Rodd Charlottetown

Rodd Charlottetown

4.5 out of 5
per person
Mar 7 - Mar 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 4.5-star luxury hotel in Charlottetown. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. James Presbyterian Church and St. Peter's Anglican Cathedral are located nearby.
The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
per person
Mar 7 - Mar 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Book a stay at this business-friendly hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Peter's Anglican Cathedral and Confederation Centre of the Arts are located nearby.
The Arts Hotel

The Arts Hotel

3 out of 5
per person
Mar 7 - Mar 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3-star hotel in Charlottetown. Enjoy free WiFi, a 24-hour front desk, and rainfall showerheads. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Mack and Confederation Court Mall are located nearby.
Comfort Inn

Comfort Inn

3.5 out of 5
per person
Mar 7 - Mar 9
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3.5-star eco-certified hotel in Charlottetown. Enjoy free breakfast, free parking, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Royalty Crossing Mall and That Fun Place are located nearby.

O'Leary Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Antigonish

Microtel Inn & Suites by Wyndham Antigonish

4.5 out of 5
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown (YYG)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Porter Airlines
Thu, Jan 23 - Thu, Jan 30
YYZ
Pearson Intl.
YYG
Charlottetown
$422 Roundtrip, found 4 days ago
$422
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Thu, Jan 23 from Pearson Intl. to Charlottetown, returning Thu, Jan 30, priced at $422 found 4 days ago
Air Canada
Mon, Jan 27 - Mon, Feb 3
YUL
Pierre Elliott Trudeau Intl.
YYG
Charlottetown
$477 Roundtrip, found 1 hour ago
$477
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Mon, Jan 27 from Pierre Elliott Trudeau Intl. to Charlottetown, returning Mon, Feb 3, priced at $477 found 1 hour ago
Air Transat
Sat, May 3 - Mon, May 5
YOW
Macdonald-Cartier Intl.
YYG
Charlottetown
$503 Roundtrip, found 18 hours ago
$503
Roundtrip
found 18 hours ago
Select Air Transat flight, departing Sat, May 3 from Macdonald-Cartier Intl. to Charlottetown, returning Mon, May 5, priced at $503 found 18 hours ago
Air Canada
Sat, Jan 18 - Sun, Jan 26
YEG
Edmonton Intl.
YYG
Charlottetown
$601 Roundtrip, found 2 days ago
$601
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, Jan 18 from Edmonton Intl. to Charlottetown, returning Sun, Jan 26, priced at $601 found 2 days ago