Waterside Vacation Packages

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Top Waterside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Montgomery Cavendish Cottages

Montgomery Cavendish Cottages

3.5 out of 5
Price was CA $1,210, price is now CA $956 per person
CA $956
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (46 reviews)
cute spot and very clean and well maintained

Reviewed on Sep 14, 2025

The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was CA $1,352, price is now CA $1,181 per person
CA $1,181
per person
Sep 7 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,004 reviews)
We stayed 3 nights and we thoroughly enjoyed our stay. Hotel is well situated to easily walk around the historical district of Charlottetown. Our room was spacious, updated, very clean and very comfortable. Hanna at the front desk was extremely friendly and professional! Breakfast was very good too. We would definitely stay again.

Reviewed on Jul 4, 2026

Wood Duck Cottage

Wood Duck Cottage

3.5 out of 5
Price was CA $1,255, price is now CA $1,125 per person
CA $1,125
per person
Sep 7 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (11 reviews)
My family really enjoyed this cottage! Its very roomy, and close to everything. The cottage was very clean, modern, and felt like we were right at home! * Our only negative would be that the wifi was extremely slow so it was hard to connect the TV streaming services and use our phones. We will definitely be back! Our favorite spot we've stayed in cavendish yet!

Reviewed on Jun 21, 2026

Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

3 out of 5
Price was CA $1,429, price is now CA $1,284 per person
CA $1,284
per person
Sep 1 - Sep 6
found 10 hours ago
Roundtrip flight included
Edmonton (YEG) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (626 reviews)
Good breakfast. Great pool - it’s the City’s aquatic centre (connected building) so it’s much larger than you’d get at a normal hotel. The pool hours started early, and there were life guards on duty.

Reviewed on Jul 6, 2026

What a View Cheticamp

What a View Cheticamp

2 out of 5
Price was CA $1,536, price is now CA $1,386 per person
CA $1,386
per person
Sep 27 - Oct 4
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
10/10 Exceptional! (2 reviews)
RV very clean. Bed comfortable. Small bathroom (usual in RV), clean. Talked to the host upon arrival, gave us the information we needed. Referred a restaurant, where we had a very good meal. We recommend this place.

Reviewed on Jun 27, 2026

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Waterside Hotel Deals

The Arts Hotel

The Arts Hotel

3 out of 5
155 Kent St Charlottetown PE
The price is CA $186 per night from Jul 12 to Jul 13
CA $186
CA $223 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very good! (1,208 reviews)
"Great location and walking distance to many restaurants. Staff were helpful and friendly. Quiet on the night we stayed."

Reviewed on Jul 6, 2026

The Arts Hotel
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
The price is CA $179 per night from Jul 12 to Jul 13
CA $179
CA $213 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,403 reviews)
"Everything was good ."

Reviewed on Jul 6, 2026

Canadas Best Value Inn & Suites Charlottetown
Rodd Royalty

Rodd Royalty

4.5 out of 5
14 Capital Drive Charlottetown PE
The price is CA $237 per night from Jul 12 to Jul 13
CA $237
CA $284 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very good! (1,335 reviews)
"We had one of the rooms in the side building next to the main property. It was very convenient to be able to park immediately in front of the room. The room itself was basic roadside motel style however it was damp with a strong musty smell. We assumed that this may be because the room might not ..."

Reviewed on Jul 6, 2026

Rodd Royalty
See all 565 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.
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Frequently asked questions

How much does a Waterside vacation package cost?
You'll find cheap prices from CA $956 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.