Port Perry Vacations from $537

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Your Port Perry Vacation

Come and discover this fascinating city for yourself with a Port Perry vacation package. Consider basing yourself in the neighborhood of Dagmar - Lakeridge, which is good for skiing and families, and your time here will be nothing short of unforgettable. In the mood for some sightseeing? A trip to Port Perry isn't complete without exploring Great Blue Heron Charity Casino, Ocala Winery and other big-ticket attractions. Expedia can help you escape the everyday. Tailor your vacation to Port Perry to match your travel style, whatever that may be.

The Latest Port Perry vacation packages

Price found within the past 48 hours. Click for updated prices.
Woodbourne Inn
Waterfront Majesty Enclaves
Cityplace Executive Suites
Hotel Victoria
Sterling Inn & Spa - an Ontario's Finest Inn
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Port Perry Hotel Deals

Modern luxury suite near historic downtown Port Perry

Modern luxury suite near historic downtown Port Perry

Port Perry
$169 nightly
The price is $191 total per night from Aug 24 to Aug 25
$191 total
Aug 24 - Aug 25
Total with taxes and fees
9.6/10 Exceptional! (6 reviews)
Quick overnight
"Homeowner was extremely responsive and quick to answer questions.Location was perfect for us.Breakfast was delish!"

Reviewed on Jul 27, 2025

Modern luxury suite near historic downtown Port Perry
Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave, Pickering, ON
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Sep 1 to Sep 2
$126 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (3,150 reviews)
"This was an excellent experience! Thanks"

Reviewed on Aug 20, 2025

Pickering Casino Resort Hotel
Travelodge by Wyndham Oshawa Whitby

Travelodge by Wyndham Oshawa Whitby

2 out of 5
940 Champlain Avenue, Oshawa, ON
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $92 total per night from Sep 3 to Sep 4
$92 total
Sep 3 - Sep 4
Total with taxes and fees
6.4/10 (1,001 reviews)
"Room was clean. The place is a little run down, but the service was really good. No complaints there."

Reviewed on Aug 18, 2025

Travelodge by Wyndham Oshawa Whitby
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 Port Perry vacation package cost?
You can snap up a vacation package to this destination from $537 on Expedia. But how much your vacation to Port Perry costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Port Perry?
December, January and February are the best times to look for cheap Port Perry vacation packages. Choosing to travel in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for Port Perry?
Generally, a handful of days is enough to visit the major sights during your Port Perry vacation. But if you'd like to have time to chill out or go on day trips, think about extending your itinerary.
How to find the best Port Perry package deals?
Begin your search for a Port Perry package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Port Perry package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Port Perry adventure off to a flying start.
Is it cheaper to book a Port Perry vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can customize your Port Perry escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Port Perry?
If you've got your Port Perry vacation dates finalized, book as soon as you can to grab some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Port Perry vacation packages?
Set off on your dream trip to Port Perry with help from our Book Now, Pay Later vacations. No need to save like crazy or wait for your next payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.