Cumberland Vacations from $801

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Your Cumberland Vacation

When a city escape is calling, answer it with a vacation package to Cumberland. With all your travel needs in place before you leave, all you need to do here is focus on making unforgettable memories. If taking in sights is on the agenda during your trip to Cumberland, stop by major attractions like University of Prince Edward Island, Confederation Centre of the Arts and Eastlink Centre. Don't delay your visit to this destination any longer. The ultimate Cumberland vacation is a couple of clicks away with Expedia.

The Latest Cumberland vacation packages

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

The Harbour House

4 out of 5
Downtown Charlottetown
Price was $938, price is now $801 per person
$801
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.4/10 Exceptional! (1,000 reviews)
Room was clean, cozy, and had a small fridge. There’s a “shared kitchen” that was listed but it’s really just access to a microwave. Breakfast was sufficient and had healthy options. Staff was lovely. Great location for walking to dinner etc. Property had a washer and dryer for guest to use- very helpful

Reviewed on Nov 8, 2025

Fairholm Boutique Inns

Fairholm Boutique Inns

5 out of 5
Downtown Charlottetown
Price was $1,031, price is now $870 per person
$870
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.2/10 Wonderful! (613 reviews)
What a beautiful place to stay in Charlottetown! Lovely historic inn on a quiet street but within a short walking distance to shops, restaurants and the waterfront. The staff were exceptional and went above and beyond. The breakfast was delicious. I would highly recommend the Fairholm Boutique Inn.

Reviewed on Oct 25, 2025

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $926, price is now $813 per person
$813
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
8.6/10 Excellent! (1,002 reviews)
Clean room very good service

Reviewed on Dec 12, 2025

The Great George

The Great George

5 out of 5
Downtown Charlottetown
Price was $1,084, price is now $971 per person
$971
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.6/10 Exceptional! (1,001 reviews)
Great room and staff! We did have one problem in the room, one of the windows were opened at the top and we couldn’t get it to stay shut so it got pretty cold through the night.

Reviewed on Dec 8, 2025

The Dawson House Bed & Breakfast

The Dawson House Bed & Breakfast

4 out of 5
Price was $1,026, price is now $926 per person
$926
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.8/10 Exceptional! (49 reviews)
Overall experience.

Reviewed on Oct 18, 2025

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Cumberland Hotel Deals

Hampton Inn & Suites Charlottetown

Hampton Inn & Suites Charlottetown

2.5 out of 5
300 Capital Drive Charlottetown PE
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $98 total per night from Dec 21 to Dec 22
$98 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (1,010 reviews)
All good

Reviewed on Dec 6, 2025

Hampton Inn & Suites Charlottetown
Rodd Royalty

Rodd Royalty

4.5 out of 5
14 Capital Drive Charlottetown PE
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $99 total per night from Dec 14 to Dec 15
$99 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,247 reviews)
Friendly staff

Reviewed on Dec 7, 2025

Rodd Royalty
Charlottetown Inn & Conference Centre

Charlottetown Inn & Conference Centre

3.5 out of 5
238 Grafton St Charlottetown PE
Fully refundableReserve now, pay when you stay
5.6/10 (1,471 reviews)
The staff was very courteous. The paint was peeling off the wall in the bathroom. There was a bit of noise in the hall after 11 pm.

Reviewed on Dec 1, 2025

Get rates
Charlottetown Inn & Conference Centre
See all 483 properties in Cumberland
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.

Find the Best Cumberland Vacation Packages

Cumberland Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Charlottetown Airport (YYG)
Top Sights
St. Dunstans Basilica, Argyle Shore Provincial Park and The Mack

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Frequently asked questions

How much does a Cumberland vacation package cost?
You can grab a vacation package to this popular destination from $801 on Expedia. But how much your vacation to Cumberland costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Cumberland?
November, December and January are the best times to look for cheap Cumberland vacation packages. Choosing to travel in quieter periods means you can usually find lower prices on accommodations and flights.
How many days is enough for Cumberland?
With a well-organized travel plan, you can easily hit the top Cumberland sights in a handful of days. But if you want to discover lesser-known spots or take day trips, think about booking your Cumberland vacation for longer.
How to find the best Cumberland package deals?
Use Expedia's filters to find some great Cumberland package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Cumberland package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Cumberland vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Cumberland vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Cumberland?
If you've got your Cumberland travel dates locked in, book as early as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Cumberland vacation packages?
Secure your dream escape to Cumberland with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.