Cumberland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Cumberland Vacation Deals

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

Island Sunset Resort

CA $1,197
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
6.6/10 (52 reviews)
Heater not working. No Lights on property. Hard luck to get there. Simply disgusting for a lot of money. Avoid at all costs

Reviewed on Oct 13, 2026

Blackbush Beach Resort

Blackbush Beach Resort

CA $1,364
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (566 reviews)
J’adore l’hôtel Acadia du Black Bush resort. Y passer deux nuits est l’équivalence de deux semaines de vacances!

Reviewed on Oct 13, 2026

The Hotel on Pownal

The Hotel on Pownal

Downtown Charlottetown
CA $1,255
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (1,014 reviews)
Thank you for having me :)

Reviewed on Oct 13, 2026

The Great George

The Great George

Downtown Charlottetown
CA $1,418
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,018 reviews)
Very enjoyable stay lovely atmosphere great breakfast. Will return next time in Charlottetown

Reviewed on Oct 13, 2026

The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
CA $1,495
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,007 reviews)
Très bel hôtel parfaitement situé

Reviewed on Oct 12, 2026

Ready to book your vacation to Cumberland?

Choose your dates

Cumberland Hotel Deals

Rodd Royalty

Rodd Royalty

14 Capital Drive Charlottetown PE
Fully refundableReserve now, pay when you stay
CA $142
CA $169 total
Nov 1 - Nov 2
includes taxes & fees
Rodd Royalty
Charlottetown Inn & Conference Centre

Charlottetown Inn & Conference Centre

238 Grafton St Charlottetown PE
Fully refundableReserve now, pay when you stay
CA $102
CA $122 total
Nov 3 - Nov 4
includes taxes & fees
Charlottetown Inn & Conference Centre
The Arts Hotel

The Arts Hotel

155 Kent St Charlottetown PE
Fully refundableReserve now, pay when you stay
CA $166
CA $198 total
Nov 11 - Nov 12
includes taxes & fees
The Arts Hotel
See all 543 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.

Frequently asked questions

How much does a Cumberland vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,197 on Expedia. But how much your vacation to Cumberland costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Cumberland?
You're likely to find reduced prices and better availability in January, February and November. Explore our cheap Cumberland vacation packages and you could get some great off-season deals.
How many days is enough for Cumberland?
When planning your Cumberland vacation, a few days will be enough to explore the best spots. Make sure to visit Confederation Centre of the Arts — it's one of the most popular attractions in this destination. If you want more adventure, consider basing yourself here and heading off on some trips from Cumberland.
How to find the best Cumberland package deals?
Use Expedia's filter tool to find some of the best Cumberland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Cumberland package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually 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 make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Cumberland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Cumberland?
If you have your Cumberland travel dates locked in, book as soon as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Cumberland?
  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to escape to Cumberland.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your accommodations will likely be the largest expense during your trip to Cumberland.
  3. Decide how long to go for: Now that you know more about Cumberland, you can work out the right length of your break. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Cumberland vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.