Port Perry Vacations from $1,007

Book a Hotel + Flight or Car together to unlock savings

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.
Hotel Victoria

Hotel Victoria

3 out of 5
Downtown Toronto
Price was $1,412, price is now $1,007 per person
$1,007
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Toronto (YYZ)
8.4/10 Very Good! (1,397 reviews)
Location is pretty central.

Reviewed on Jun 12, 2026

TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,119, price is now $1,394 per person
$1,394
per person
Aug 29 - Sep 5
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Toronto (YYZ)
9.4/10 Exceptional! (750 reviews)
Very well maintained, and close to downtown

Reviewed on Jun 7, 2026

Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Downtown Toronto
Price was $1,730, price is now $1,207 per person
$1,207
per person
Aug 29 - Sep 5
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Toronto (YYZ)
8.6/10 Excellent! (3,807 reviews)
Amazing and helpful staff, clean, and well run hotel over all. We will definitely stay again on our travels.

Reviewed on Jun 14, 2026

Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Downtown Toronto
Price was $2,347, price is now $1,651 per person
$1,651
per person
Aug 29 - Sep 5
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Toronto (YYZ)
9.2/10 Wonderful! (3,298 reviews)
The room was very clean and the staff were very welcoming. Location was great

Reviewed on Jun 13, 2026

Modern Apartments in North York

Modern Apartments in North York

4 out of 5
North York
Save 100% on your flight
Price was $1,517, price is now $1,070 per person
$1,070
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.2/10 Very Good! (346 reviews)
check in was a bit delayed due to cleaning. (Our check-in was at 3, we got in a little after 3:30) Apart from that, parking was quite easy to find along with great public transportation and restaurants near by. I would stay here again, very justifiable for the price.

Reviewed on Jun 6, 2026

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Port Perry Hotel Deals

Willow Pond Bed and Breakfast

Willow Pond Bed and Breakfast

Port Perry ON
$137 nightly
The price is $155 total per night from Jun 15 to Jun 16
$155 total
Jun 15 - Jun 16
Total with taxes and fees
9.8/10 Exceptional! (16 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
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
$99 nightly
The price is $117 total per night from Jul 6 to Jul 7
$117 total
Jul 6 - Jul 7
Total with taxes and fees
9/10 Wonderful! (4,815 reviews)
"Clean, very spanish and people are friendly."

Reviewed on Jun 14, 2026

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
$83 nightly
The price is $99 total per night from Jul 6 to Jul 7
$99 total
Jul 6 - Jul 7
Total with taxes and fees
6.8/10 (1,068 reviews)
"The room was dusty and the floor in the bathroom was sticky but worst of all the pool was closed and my grandchildren was very excited to use the pool."

Reviewed on Jun 13, 2026

Travelodge by Wyndham Oshawa Whitby
See all 531 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 $1,007 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.