Waterside Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Waterside Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Arts Hotel
Downtown Charlottetown
CA $1,281
per person
Dec 23 - Dec 26
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
8.4/10 Very good! (1,267 reviews)
Situated in downtown Charlottetown, it is close to restaurants and shops. Parking is one block away so you have to carry your luggage to the parking garage. There was no TV in the room.
Reviewed on Oct 9, 2026
Blackbush Beach Resort
CA $1,021
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (566 reviews)
Wonderful place to stay! Lobby and continental breakfast was awesome.
Room was so full of light with the floor to ceiling windows. Beds super comfy. Bathroom was stunning with rain shower and tons of space.
Staff were fabulously helpful!
We ate twice at the Fin Folks restaurant. Lobster roll was amazing.
Would love to come back someday!
Reviewed on Oct 9, 2026
Ready to book your vacation to Waterside?
Waterside Hotel Deals
Rodd Royalty
14 Capital Drive Charlottetown PE
Fully refundableReserve now, pay when you stay
CA $132
CA $158 total
Nov 1 - Nov 2
includes taxes & fees
Charlottetown Inn & Conference Centre
238 Grafton St Charlottetown PE
Fully refundableReserve now, pay when you stay
CA $109
CA $130 total
Oct 19 - Oct 20
includes taxes & fees
6.4/10 (1,352 reviews)
"I loved the kitchen and that we could make some of our own meals.The bathroom was top rate. The only thing I would improve would somehow make the room darker at night."
Reviewed on Oct 9, 2026
The Arts Hotel
155 Kent St Charlottetown PE
Fully refundableReserve now, pay when you stay
CA $154
CA $185 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very good! (1,263 reviews)
"Situated in downtown Charlottetown, it is close to restaurants and shops. Parking is one block away so you have to carry your luggage to the parking garage. There was no TV in the room."
Reviewed on Oct 9, 2026
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 Waterside vacation package cost?
You'll find cheap prices from CA $911 on Expedia for your Waterside break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Waterside costs.
What are the cheapest months to go to Waterside?
You can usually find lower prices and better availability in January, February and November. Explore our cheap Waterside vacation packages and you could get some great off-season discounts.
How many days is enough for Waterside?
Generally, a handful of days is enough to check out the major attractions during your Waterside vacation. But if you want to have more time to rest or take day trips, consider extending your trip.
How to find the best Waterside package deals?
Start your search for a Waterside package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Waterside package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Waterside adventure off to a flying start.
Is it cheaper to book a Waterside vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can personalize your Waterside trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Waterside?
Land incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Waterside adventure.
How to plan a trip to Waterside?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Waterside.
- Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that could arise during your trip to Waterside.
- Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Waterside. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Waterside vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
