Port Perry Vacations from $581

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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.
Union Hotel

Union Hotel

4 out of 5
Downtown Toronto
Price was $866, price is now $581 per person
$581
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (2,775 reviews)
First room had hair in the bed and looked as if the sheets were not changed. When brought to the staffs attention they were super responsive and accommodated a new room. Lobby had a bit of a weird smell but room was ok. Very simple room which was fine for my two night stay. I feel like you get what you pay for with this hotel... it's not anything super fancy but a good location. I don't think I will return but it there are no other options and this is the only one for the price, I might have to with my company expense policy. If the first room was clean I prob would have given 3 stars.

Reviewed on Oct 28, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,166, price is now $678 per person
$678
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (5,143 reviews)

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,386, price is now $863 per person
$863
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (851 reviews)
Location is perfectly centered downtown. Staff were helpful, restaurants were great, and the room was perfect for a weekend getaway.

Reviewed on Oct 28, 2026

4 Bedroom Apartment near Blue Mountain Village, Private Beach Access, BBQ, Petfriendly

4 Bedroom Apartment near Blue Mountain Village, Private Beach Access, BBQ, Petfriendly

3 out of 5
Price was $1,191, price is now $784 per person
$784
per person
Jan 6 - Jan 10
found 9 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Toronto (YYZ)
No reviews

One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was $893, price is now $603 per person
$603
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (8,809 reviews)
Gorgeous hotel, first time staying there and won't be the last!

Reviewed on Oct 28, 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
$155 nightly
The price is $175 total per night from Nov 4 to Nov 5
$175 total
Nov 4 - Nov 5
Total with taxes and fees
9.8/10 Exceptional! (26 reviews)
"Great location as a base to explore Scugog and the Kawarthas. Bring your appetite, the breakfasts are plentifull and delicious!"

Reviewed on Sep 28, 2026

Willow Pond Bed and Breakfast
Willow Pond B&B

Willow Pond B&B

2 out of 5
103 Sherrington Drive Port Perry ON
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $182 total per night from Nov 7 to Nov 8
$182 total
Nov 7 - Nov 8
Total with taxes and fees
Willow Pond B&B
Super 8 by Wyndham Ajax/Toronto On

Super 8 by Wyndham Ajax/Toronto On

2 out of 5
210 Westney Rd S Ajax ON
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $87 total per night from Nov 11 to Nov 12
$87 total
Nov 11 - Nov 12
Total with taxes and fees
Super 8 by Wyndham Ajax/Toronto On
See all 577 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 $581 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.