Waterside Vacations from $1,200

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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.
The Hotel on Pownal

The Hotel on Pownal

Downtown Charlottetown
$1,200
per person
Dec 5 - Dec 11
found 8 hours ago
Roundtrip flight included
Seattle (SEA) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (1,014 reviews)
Blackbush Beach Resort

Blackbush Beach Resort

$1,269
per person
Dec 5 - Dec 11
found 8 hours ago
Roundtrip flight included
Seattle (SEA) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (566 reviews)
Beautiful property, fantastic location, second time here. Breakfast now in the lobby is lacking and congested in a corner. Price was great.

Reviewed on Oct 11, 2026

Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

$1,311
per person
Dec 5 - Dec 11
found 8 hours ago
Roundtrip flight included
Seattle (SEA) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (741 reviews)
Fairholm Boutique Inns

Fairholm Boutique Inns

Downtown Charlottetown
$1,242
per person
Dec 5 - Dec 11
found 8 hours ago
Roundtrip flight included
Seattle (SEA) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (664 reviews)
Location was good but always a shortage of parking. The main lot needs to be repaired. There were huge potholes in the main lot.

Reviewed on Oct 11, 2026

Mill River Resort

Mill River Resort

$1,333
per person
Dec 5 - Dec 11
found 8 hours ago
Roundtrip flight included
Seattle (SEA) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (880 reviews)
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Waterside Hotel Deals

Rodd Royalty

Rodd Royalty

14 Capital Drive Charlottetown PE
Fully refundableReserve now, pay when you stay
$100 nightly
$120 total
Nov 1 - Nov 2
Total with taxes and fees
Rodd Royalty
Charlottetown Inn & Conference Centre

Charlottetown Inn & Conference Centre

238 Grafton St Charlottetown PE
Fully refundableReserve now, pay when you stay
$69 nightly
$82 total
Oct 19 - Oct 20
Total with taxes and fees
Charlottetown Inn & Conference Centre
The Arts Hotel

The Arts Hotel

155 Kent St Charlottetown PE
Fully refundableReserve now, pay when you stay
$108 nightly
$130 total
Nov 12 - Nov 13
Total with taxes and fees
The Arts Hotel
See all 559 properties in Waterside
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 $1,200 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.