Waterside Vacations from $877

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.
Fair Isle Motel

Fair Isle Motel

2.5 out of 5
Price was $1,101, price is now $877 per person
$877
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Charlottetown (YYG)
8.4/10 Very Good! (533 reviews)
Great motel - room well equipped. Only complaint would be to get new pillows. Staff friendly. Great location. Get top floor room if you don’t want to hear people above you.

Reviewed on Sep 29, 2025

The Great George

The Great George

5 out of 5
Downtown Charlottetown
Price was $1,247, price is now $932 per person
$932
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Charlottetown (YYG)
9.8/10 Exceptional! (1,017 reviews)
Best Hotel I ever stayed in. Free happy hour, great staff, great ambiance, wonderful rooms. Just perfect.

Reviewed on Oct 3, 2025

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $1,197, price is now $902 per person
$902
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Charlottetown (YYG)
8.8/10 Excellent! (1,010 reviews)
Walkable to shops and restaurants. Great Irish bar in area. Water prince lobster restaurant was excellent for seafood. Staff at hotel excellent!

Reviewed on Oct 3, 2025

Fairholm Boutique Inns

Fairholm Boutique Inns

5 out of 5
Downtown Charlottetown
Price was $1,252, price is now $986 per person
$986
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Charlottetown (YYG)
9.2/10 Wonderful! (594 reviews)
Great location and very comfortable place to stay. Would go there again.

Reviewed on Sep 28, 2025

Wild Pines Cabins

Wild Pines Cabins

2 out of 5
Price was $1,128, price is now $900 per person
$900
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Charlottetown (YYG)
9.8/10 Exceptional! (20 reviews)
What a lovely spot..

Reviewed on Aug 29, 2025

Don't see what you're looking for?
See all available trips from Columbus to Waterside
View all trips

Waterside Hotel Deals

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
$70 nightly
The price is $83 total per night from Oct 23 to Oct 24
$83 total
Oct 23 - Oct 24
Total with taxes and fees
5.6/10 (1,447 reviews)
"older hotel being renovated, but our room was very decent and clean"

Reviewed on Sep 30, 2025

Charlottetown Inn & Conference Centre
The Arts Hotel

The Arts Hotel

3 out of 5
155 Kent St, Charlottetown, PE
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $102 total per night from Nov 1 to Nov 2
$102 total
Nov 1 - Nov 2
Total with taxes and fees
8.4/10 Very Good! (1,023 reviews)
"If you just need a basic place to stay this is a good deal for the money. Very walkable location in downtown."

Reviewed on Sep 28, 2025

The Arts Hotel
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
$91 nightly
The price is $108 total per night from Oct 16 to Oct 17
$108 total
Oct 16 - Oct 17
Total with taxes and fees
8.2/10 Very Good! (1,219 reviews)
"Hot breakfast and service at the breakfast area was excellent. Very clean"

Reviewed on Sep 28, 2025

Rodd Royalty
See all 518 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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Waterside vacation package cost?
You can grab a vacation package to this top destination from $877 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.