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.
Cavendish Bosom Buddies Cottage Resort

Cavendish Bosom Buddies Cottage Resort

3 out of 5
Price was CA $859, price is now CA $755 per person
CA $755
per person
Aug 28 - Aug 30
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (160 reviews)
Overall was a great 2 night stay! They made sure you were covered for fun and comfort! They thought of everything right down to the BBQ lighter Beds were soft and pillows were fluffy They had an out door protection screen set up, basketball court with balls, lots of fire pits and chairs, corn hole, playground, pool, pickleball court, bikes and so much more.

Reviewed on Jul 10, 2026

Montgomery Cavendish Cottages

Montgomery Cavendish Cottages

3.5 out of 5
Price was CA $1,199, price is now CA $985 per person
CA $985
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (46 reviews)
Excellent cottage! Very clean.

Reviewed on Jul 7, 2026

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was CA $1,358, price is now CA $1,155 per person
CA $1,155
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,004 reviews)
If you’re charged for anything extra, you will not know until you go home and happen to check the credit card. It won’t be mentioned at check out at all. If you need to talk to management, they will simply ignore your message and will not respond at all.

Reviewed on Jul 9, 2026

The Great George

The Great George

5 out of 5
Downtown Charlottetown
Price was CA $1,653, price is now CA $1,420 per person
CA $1,420
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,004 reviews)
The hotel is situated in a great location, and the staff are incredibly friendly and welcoming. They were always happy to assist us with anything we needed, making our stay comfortable and enjoyable.

Reviewed on Jul 10, 2026

Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

3 out of 5
Price was CA $1,536, price is now CA $1,324 per person
CA $1,324
per person
Sep 10 - Sep 17
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (626 reviews)
Amazing hotel and staff . Great location. And ev charging level 2 chargers . Breakfast was nice pool was fun and clean . Very clean rooms

Reviewed on Jul 8, 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
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Jul 14 to Jul 15
CA $182
CA $218 total
Jul 14 - Jul 15
includes taxes & fees
8.4/10 Very good! (1,211 reviews)
"Staff was fast to respond to our concerns and was very helpful"

Reviewed on Jul 10, 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 12 to Jul 13
CA $179
CA $213 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,420 reviews)
"C’est un motel et je ne m’attendais vraiment pas à cela. Aucune photo de démontrait cela. Le filtre de l’air climatisé est à changer, ça sent l’humidité dans la chambre. L’interrupteur de la salle de bain est usé. Grande chambre. Déception pour le prix. Pour le déjeuner, c’est là où est le bar en ..."

Reviewed on Jul 10, 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 $755 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.