Port Perry Vacations from $327

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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.
Sandman Hotel Oakville

Sandman Hotel Oakville

3.5 out of 5
Save 100% on your flight
Price was $623, price is now $327 per person
$327
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.8/10 Excellent! (2,188 reviews)
The room I stayed in was very clean and the hotel In general had a very upscale modern feel. I recommend this hotel based on my new experience

Reviewed on Nov 26, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,705, price is now $908 per person
$908
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
Room was extremely hot and could not get it to go cooler even though the AC was set to ON!

Reviewed on Nov 27, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was $1,432, price is now $820 per person
$820
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
No reviews
Homewood Suites by Hilton Toronto Vaughan

Homewood Suites by Hilton Toronto Vaughan

3 out of 5
Save 100% on your flight
Price was $598, price is now $352 per person
$352
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (1,005 reviews)
Room was nice and staff was very friendly.

Reviewed on Nov 23, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,526, price is now $1,504 per person
$1,504
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Fantastic service and such a beautiful place to stay - we will back !!!!

Reviewed on Nov 23, 2025

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Discover the most popular places to visit in Port Perry

Great Blue Heron Charity Casino

Why not roll the dice with a visit to Great Blue Heron Charity Casino during your time in Scugog? Make some time to visit the casinos while you're in the area.

Great Blue Heron Charity Casino

Lakeridge Health Port Perry

Though Lakeridge Health Port Perry might be what brings you to town, perhaps you'll have a chance to explore more of Port Perry while you are here.

Lakeridge Health Port Perry

Ocala Winery

You can enjoy a tasting or tour at Ocala Winery during your travels to Scugog. Discover the coffeehouses and its live music while you're in the area.

Ocala Winery

Port Perry Hotel Deals

Willow Pond Bed and Breakfast

Willow Pond Bed and Breakfast

Port Perry ON
$136 nightly
The price is $154 total per night from Dec 1 to Dec 2
$154 total
Dec 1 - Dec 2
Total with taxes and fees
9.6/10 Exceptional! (15 reviews)
Everything was great. Nice home, comfortable bed. The morning visits with Teddi lightened the mood. Could not really say enough good things about my stay, it was great!

Reviewed on Nov 16, 2025

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

Modern luxury suite near historic downtown Port Perry

Port Perry ON
$162 nightly
The price is $183 total per night from Dec 2 to Dec 3
$183 total
Dec 2 - Dec 3
Total with taxes and fees
9.6/10 Exceptional! (8 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
$76 nightly
The price is $89 total per night from Dec 1 to Dec 2
$89 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (3,695 reviews)
Great

Reviewed on Nov 23, 2025

Pickering Casino Resort Hotel
See all 491 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 $327 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.