Port Perry Vacations from $490

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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.
Fullerton Manor Inn

Fullerton Manor Inn

2.5 out of 5
Lundy's Lane
Price was $654, price is now $490 per person
$490
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
7.8/10 Good! (1,007 reviews)
Hiccups aside, the staff has been helpful and friendly. The place could use some cosmetic work but overall, it has an identity of its own. It is near a lot of things, so location is on their side. This is my second time in this hotel, and I have always enjoyed my stay. Friendly and helpful staff is the key!

Reviewed on Jun 21, 2026

Burano Condos in Downtown Toronto

Burano Condos in Downtown Toronto

3 out of 5
Downtown Toronto
Save 100% on your flight
Price was $952, price is now $682 per person
$682
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (289 reviews)
excellent location - can walk to amenities / food places / transportation

Reviewed on Jun 10, 2026

Charming Yorkville Condos

Charming Yorkville Condos

4 out of 5
Old Toronto
Price was $959, price is now $693 per person
$693
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
8.8/10 Excellent! (279 reviews)
Stayed here in October 2025 on a business trip where I had meetings at the University of Toronto nearby. The property managers were super-responsive via text messaging, including making sure my arrival & check-in/obtaining the room keys went smoothly. Clean, great location right next to U of T, & super walkable with tons of dining nearby. Checkout was easy, and my deposit was returned as promised with no issues. Would stay here again!

Reviewed on Feb 16, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,084, price is now $790 per person
$790
per person
Sep 15 - Sep 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (3,715 reviews)
I would highly recommend staying here. Location is fantastic. Staff were so kind and helpful. Accommodations are updated. Really really lovely!!!!

Reviewed on Jun 28, 2026

Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Downtown Toronto
Price was $1,147, price is now $846 per person
$846
per person
Aug 28 - Aug 31
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (8,146 reviews)
Great location. Clean and comfortable bed.

Reviewed on Jun 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
$147 nightly
The price is $166 total per night from Jul 2 to Jul 3
$166 total
Jul 2 - Jul 3
Total with taxes and fees
9.8/10 Exceptional! (17 reviews)
"Very comfortable rooms. Based on our schedule we could only do the continental breakfast, it was delicious and lots of selection. Lynn the host was very responsive when messaging."

Reviewed on May 31, 2026

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
$98 nightly
The price is $116 total per night from Jul 19 to Jul 20
$116 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (4,860 reviews)
"Ok"

Reviewed on Jun 27, 2026

Pickering Casino Resort Hotel
Travelodge by Wyndham Oshawa Whitby

Travelodge by Wyndham Oshawa Whitby

2 out of 5
940 Champlain Avenue Oshawa ON
6.8/10 (1,061 reviews)
"The bed was comfortable and the room was decently clean. The breakfast had a reasonable array of items but there was no wow factor. Overall the stay was pleasant. Our room was quiet despite being near the highway. We didn't use the amenities so can't comment on those. I found the price to be a bit ..."

Reviewed on Jun 28, 2026

Get rates
Travelodge by Wyndham Oshawa Whitby
See all 532 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 $490 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.