Waterside Vacations from $1,141

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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.
Multicultural Museum Cottages

Multicultural Museum Cottages

3 out of 5
Price was $1,253, price is now $1,141 per person
$1,141
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Charlottetown (YYG)
9/10 Wonderful! (49 reviews)
Excellent place to stay. Big unit with 3 bedrooms so it was big for the 2 of us, but nice.

Reviewed on Jan 2, 2026

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $1,739, price is now $1,457 per person
$1,457
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Charlottetown (YYG)
8.8/10 Excellent! (1,008 reviews)
Endroit très central pour visiter à pieds !

Reviewed on May 11, 2026

Mill River Resort

Mill River Resort

3.5 out of 5
Price was $1,384, price is now $1,237 per person
$1,237
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Charlottetown (YYG)
8.6/10 Excellent! (786 reviews)
The staff were aytentive, accomodating and friendly

Reviewed on May 3, 2026

Silverwood Motel

Silverwood Motel

3.5 out of 5
Price was $1,374, price is now $1,276 per person
$1,276
per person
Jun 27 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Charlottetown (YYG)
8/10 Very Good! (437 reviews)
Nice and clean. Bed was comfy!

Reviewed on Sep 21, 2025

Skyline Terrace Cottages

Skyline Terrace Cottages

3 out of 5
Price was $1,459, price is now $1,359 per person
$1,359
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Charlottetown (YYG)
7.2/10 Good! (28 reviews)
Cottage was very clean and tidy. Great access to park and water.

Reviewed on Sep 23, 2025

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Waterside Hotel Deals

Canadas Best Value Inn & Suites Charlottetown

Canadas Best Value Inn & Suites Charlottetown

3 out of 5
20 Capital Dr Charlottetown PE
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $78 total per night from Jun 7 to Jun 8
$78 total
Jun 7 - Jun 8
Total with taxes and fees
8/10 Very Good! (1,306 reviews)
Property is a bit dated but overall very clean and comfortable.

Reviewed on May 12, 2026

Canadas Best Value Inn & Suites Charlottetown
Hampton Inn & Suites Charlottetown

Hampton Inn & Suites Charlottetown

3 out of 5
300 Capital Drive Charlottetown PE
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $121 total per night from May 24 to May 25
$121 total
May 24 - May 25
Total with taxes and fees
9.2/10 Wonderful! (1,094 reviews)
Room was perfect for our large group

Reviewed on May 11, 2026

Hampton Inn & Suites Charlottetown
The Arts Hotel

The Arts Hotel

3 out of 5
155 Kent St Charlottetown PE
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $116 total per night from May 18 to May 19
$116 total
May 18 - May 19
Total with taxes and fees
8.4/10 Very Good! (1,136 reviews)
The staff at the hotel were welcoming. The room was small but comfortable. The shared space and bar downstairs were impressive. I’d stay again

Reviewed on May 12, 2026

The Arts Hotel
See all 535 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 $1,141 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.