Cumberland Vacations from $875

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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.
Wild Pines Cabins

Wild Pines Cabins

2 out of 5
Price was $1,062, price is now $875 per person
$875
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.8/10 Exceptional! (20 reviews)
What a lovely spot..

Reviewed on Aug 29, 2025

Sunflower Guest Suites

Sunflower Guest Suites

3 out of 5
Price was $1,149, price is now $917 per person
$917
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
8.6/10 Excellent! (73 reviews)
Quaint property and room nicely furnished with electric fireplace and lovely bathroom. Bed very comfortable

Reviewed on Aug 24, 2025

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $1,273, price is now $1,042 per person
$1,042
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
8.8/10 Excellent! (1,022 reviews)
The room is like you would be expected

Reviewed on Sep 3, 2025

Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

3 out of 5
Price was $1,254, price is now $1,029 per person
$1,029
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.2/10 Wonderful! (469 reviews)
They give you access to the pool and the full gym at the community centre. Room was pretty basic but comfortable. Breakfast options wasn't bad. It nice that a restaurant is onsite.

Reviewed on Sep 5, 2025

Rodd Brudenell River

Rodd Brudenell River

4 out of 5
Price was $1,138, price is now $938 per person
$938
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9/10 Wonderful! (1,020 reviews)
This is our third time staying here! It always keeps us coming back.

Reviewed on Sep 4, 2025

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Cumberland Hotel Deals

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
Get rates
Charlottetown Inn & Conference Centre
Rodd Royalty

Rodd Royalty

4.5 out of 5
14 Capital Drive, Intersection of Highways 1 & 2, Charlottetown, PE
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $137 total per night from Oct 2 to Oct 3
$137 total
Oct 2 - Oct 3
Total with taxes and fees
Rodd Royalty
The Arts Hotel

The Arts Hotel

3 out of 5
155 Kent St, Charlottetown, PE
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $121 total per night from Oct 1 to Oct 2
$121 total
Oct 1 - Oct 2
Total with taxes and fees
The Arts Hotel
See all 512 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.

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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 $875 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.