Cumberland Vacation Packages

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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.

Top Cumberland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Montgomery Cavendish Cottages

Montgomery Cavendish Cottages

3.5 out of 5
Price was CA $970, price is now CA $769 per person
CA $769
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (46 reviews)
Our stay at Montgomery cottage was short and sweet. Place is very clean and beautifully decorated. Sheets and towels are crisp and beds are comfortable. kitchen is fully stocked with required equipment for basic cooking and outside view and calmness is priceless. As a added bonus it is very short drive to all attractions and walking distance to the beach. Front yard is very spacious to play if you have kids .Host was thoughtful to stop by the first morning we arrived to check if our stay started smoothly. All in all we had a great stay and recommend this cottage.

Reviewed on Jul 12, 2026

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was CA $1,366, price is now CA $1,134 per person
CA $1,134
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,004 reviews)
The location was great to go down to the wharf. The staff were wonderful. The breakfast was pretty good. The free parking was worth it!!

Reviewed on Jul 13, 2026

45 Steps - The Culinary Beachside Inn

45 Steps - The Culinary Beachside Inn

5 out of 5
Price was CA $1,465, price is now CA $1,256 per person
CA $1,256
per person
Oct 7 - Oct 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
10/10 Exceptional! (52 reviews)
Beautiful beachfront property with lovely clean rooms and extremely lovely hosts! Very pet friendly with private decks. Dinners available to guests made from locally sourced ingredients.

Reviewed on Jul 2, 2026

Mill River Resort

Mill River Resort

3.5 out of 5
Price was CA $1,286, price is now CA $1,125 per person
CA $1,125
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (801 reviews)
Fantastic front desk staff, Carmen went over and above to make sure our stay was wonderful. I thank him and management for that.

Reviewed on Jul 13, 2026

The Cliffside Inn

The Cliffside Inn

3 out of 5
Price was CA $1,128, price is now CA $990 per person
CA $990
per person
Oct 7 - Oct 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (61 reviews)
Cliffside BnB was wonderful. Amanda was very friendly and helpful. The room was very clean and nicely decorated. The breakfast had a variety of food to pick from. There was oatmeal, muffins, meats and cheeses to pick from, fresh fruit, croissants and breads, coffee and tea and more. The view of the ocean was beautiful. Lots of birds, and a nice breeze. I had a very nice experience at this BnB. I would stay again! Thank you Amanda :)

Reviewed on Jul 12, 2026

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Cumberland Hotel Deals

Karmiq Cottage

Karmiq Cottage

Rocky Point PE
9.8/10 Exceptional! (17 reviews)
"Great location, nice short walk to the beach, beautiful views. Very relaxing, wonderful spot for a vacation on PEI."

Reviewed on Jul 6, 2026

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Karmiq Cottage
The Arts Hotel

The Arts Hotel

3 out of 5
155 Kent St Charlottetown PE
The price is CA $186 per night from Jul 19 to Jul 20
CA $186
CA $223 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,226 reviews)
"Everything was fine no concerns or regrets. Very friendly staff."

Reviewed on Jul 14, 2026

The Arts Hotel
Canadas Best Value Inn & Suites Charlottetown

Canadas Best Value Inn & Suites Charlottetown

3 out of 5
20 Capital Dr Charlottetown PE
The price is CA $179 per night from Jul 26 to Jul 27
CA $179
CA $213 total
Jul 26 - Jul 27
includes taxes & fees
8/10 Very good! (1,432 reviews)
"Older rooms but clean. Could use an update."

Reviewed on Jul 14, 2026

Canadas Best Value Inn & Suites Charlottetown
See all 552 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 snap up a vacation package to this popular destination from CA $769 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.

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