Cumberland Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Cumberland

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
5.4/10 (1,388 reviews)
"The room was only partially renovated. The paint, mouldings and overall condition was pretty rough"

Reviewed on 20 Aug, 2025

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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
The price is S$261 per night from 16 Sept to 17 Sept
S$261
16 Sept - 17 Sept
includes taxes & fees
8.2/10 Very Good! (1,164 reviews)
"We had a great experience here. The breakfast was really nice especially considering it’s included. Something for everyone and leveled up. The staff also goes above and beyond. Someone is always cleaning the tables and assisting with disposal of dishes. The games room and the pool were great bonuses ..."

Reviewed on 21 Aug, 2025

Rodd Royalty
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 S$216 per night from 2 Sept to 3 Sept
S$216
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (887 reviews)
"This hotel was conveniently located downtown within a quick walk of lots of restaurants and shops. We were prepared for the minimalistic rooms, but do be sure to review the amenities on the hotel website. The shared lounge space on the 2nd floor was a great alternative for watching TV and making ..."

Reviewed on 22 Aug, 2025

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.

Frequently asked questions

How much does a Cumberland holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Cumberland costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Cumberland?
January, February and November are great times to look for cheap Cumberland holiday packages. Choosing to travel in less busy periods means you can usually find lower prices on hotels and flights.
How many days is enough for Cumberland?
The ideal length for your Cumberland holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to go to all the top sights and discover some hidden treasures along the way.
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 holiday package well in advance.
Is it cheaper to book a Cumberland holiday as a package?
Expedia holiday 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 customised Cumberland holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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 travelling on a whim.
How to plan a trip to Cumberland?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Cumberland.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to airfares and activities. Your hotel will probably be the biggest expense during your trip to Cumberland.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to get to in Cumberland. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Cumberland holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.