Waterside Vacations from $950
Book a Hotel + Flight or Car together to unlock savings
Your Waterside Vacation
Our vacation packages to Waterside provide countless opportunities to discover new sights, sounds and experiences. And with all the travel planning taken care of, you can chill out and enjoy your city getaway in the way that you deserve. Ready for some sightseeing? A trip to Waterside wouldn't be complete without exploring Haszard Point Range Lighthouses, VistaBay Golf Course and other major attractions. Stop dreaming and start traveling. Explore the broad range of options on Expedia today and put your Waterside vacation plans into gear!
The Latest Waterside vacation packages
Price found within the past 48 hours. Click for updated prices.
Avonlea Forest Hill Cottages
$950
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (31 reviews)
The check in process was smooth . We had some issues finding the key box but figured it out ultimately . The cottage was clean ,had every amenity we wanted and even had a extra pack and play and a sofa bed . TV had Netflix etc . Staples all present in the kitchen . Nice big place . No issues at all we had a lovely time .check out was smooth and easy .
Close to cabendish beach and all other amenities including sandspit
Reviewed on Jul 31, 2026
The Holman Grand Hotel
Downtown Charlottetown
$1,056
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,008 reviews)
We loved our stay. The staff was very friendly and helpful. We would highly recommend.
Reviewed on Aug 24, 2026
The Arts Hotel
Downtown Charlottetown
$989
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
8.4/10 Very Good! (1,243 reviews)
There was no TV in the room, which was hard for us with two young kids. The bathroom didn't have a hair dryer which was hard on my wife. The building itself is located right in the heart of downtown Charlottetown, which was good. The room was otherwise clean and well-maintained. The staff was very friendly, but seemed to lack experience dealing with families with young children. They gave us free tickets for a movie in a nearby cinema, but it was for an R-rated movie, and we didn't know. We walked out right away.
Reviewed on Aug 25, 2026
Waterside Hotel Deals
Rodd Royalty
14 Capital Drive Charlottetown PE
Fully refundableReserve now, pay when you stay
$146 nightly
$174 total
Sep 2 - Sep 3
Total with taxes and fees
8.4/10 Very Good! (1,372 reviews)
"Excellent Staff. We left an iPad in the room and returned hours later to retrieve it. The Maintenance staff went above and beyond to help us find it…including going to the large outdoor garbage bin and listening for the location finder beeps. After two searches of the room, we found it behind the ..."
Reviewed on Aug 25, 2026
Brackley Beach Northwinds Inn and Suites
3812 Portage Rd Brackley Beach PE
$103 nightly
$118 total
Sep 13 - Sep 14
Total with taxes and fees
8.8/10 Excellent! (847 reviews)
"Loved everything"
Reviewed on Aug 24, 2026
Charlottetown Inn & Conference Centre
238 Grafton St Charlottetown PE
Fully refundableReserve now, pay when you stay
$129 nightly
$155 total
Aug 30 - Aug 31
Total with taxes and fees
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.
Find the Best Waterside Vacation Packages
Waterside Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Closest Airport | Charlottetown Airport (YYG) |
Top Sights | St. Dunstans Basilica, The Mack and Orwell Corner Historic Village |
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Frequently asked questions
How much does a Waterside vacation package cost?
You can grab a vacation package to this top destination from $950 on Expedia. But how much your vacation to Waterside costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Waterside?
You can generally find lower prices and greater availability in November, December and January. Take a look at our cheap Waterside vacation packages and you could land some great off-season deals.
How many days is enough for Waterside?
With a well-organized travel plan, you can easily hit the top Waterside sights in a few days. But if you want to explore off the beaten track or take day trips, consider booking your Waterside vacation for longer.
How to find the best Waterside package deals?
Landing a cheap Waterside package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Waterside package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Waterside vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can personalize your Waterside getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Waterside?
If you've got your Waterside travel dates locked in, book early to score some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Waterside vacation packages?
Set off on your perfect escape to Waterside with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until the next payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.