Port Perry Vacations from $466

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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.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $773, price is now $466 per person
$466
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
8.8/10 Excellent! (1,006 reviews)
No ice machines. Was directed to a CStore. Great balconies over looking the lake with no chairs. Was advised not to use the balcony. Some were under construction.

Reviewed on Jul 9, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,287, price is now $1,306 per person
$1,306
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (751 reviews)
A beautiful hotel! The entire staff was kind, skilled, and professional. Jonah greeted us when we arrived and made my son and I feel welcome and special. Both the rooftop and lobby bars were perfect. The rooms are cozy, clean, and modern. I love this place and will definitely stay there when I go back to Toronto. If you’re even considering this hotel just book it. You won’t be disappointed!

Reviewed on Jul 10, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,705, price is now $1,010 per person
$1,010
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (3,874 reviews)
Beautiful building.. very very clean. Great suite. Very comfortable beds and amazing pillows!! 10/10 for location too!

Reviewed on Jul 10, 2026

The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Old Toronto
Price was $1,640, price is now $1,059 per person
$1,059
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.8/10 Exceptional! (1,000 reviews)
Amazing hotel. The best stay we could have imagined in Yorkville Toronto for 5 plus days. It was magical.

Reviewed on Jul 2, 2026

Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Downtown Toronto
Price was $1,447, price is now $969 per person
$969
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (8,223 reviews)
Hotel location is great, staff is friendly, rooms are clean and there is a nice gym. The only negative is the quality of the breakfast, choices are limited and food is simply ok and not worth $19 person

Reviewed on Jul 10, 2026

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Stay near popular Port Perry attractions

Port Perry Waterfront

After visiting Port Perry Waterfront, make a plan to see the other sights and activities in Port Perry.
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Port Perry Hotel Deals

Willow Pond Bed and Breakfast

Willow Pond Bed and Breakfast

Port Perry ON
$169 nightly
The price is $191 total per night from Jul 13 to Jul 14
$191 total
Jul 13 - Jul 14
Total with taxes and fees
9.8/10 Exceptional! (19 reviews)
"The room was lovely. Little thoughtful touches like chocolates besides the beds and lots of choices for coffee. Highly recommend"

Reviewed on Jul 8, 2026

Willow Pond Bed and Breakfast
Modern luxury suite near historic downtown Port Perry

Modern luxury suite near historic downtown Port Perry

Port Perry ON
$177 nightly
The price is $200 total per night from Jul 12 to Jul 13
$200 total
Jul 12 - Jul 13
Total with taxes and fees
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
$96 nightly
The price is $112 total per night from Jul 16 to Jul 17
$112 total
Jul 16 - Jul 17
Total with taxes and fees
9/10 Wonderful! (4,907 reviews)
"Very good"

Reviewed on Jul 10, 2026

Pickering Casino Resort Hotel
See all 533 properties in Port Perry
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 Port Perry Vacation Packages

Port Perry Essential Information

Language
English
Currency
Canadian dollars
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Ocala Winery and Great Blue Heron Charity Casino

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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 $466 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.

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