Port Perry Vacations from $430

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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 $850, price is now $430 per person
$430
per person
Sep 14 - Sep 18
found 1 hour ago
Roundtrip non-stop flight included
Chicago (CHI) to Toronto (YYZ)
8.8/10 Excellent! (1,008 reviews)
The construction noise was quite intense, but the staff moved me to a room away from the noise without any fuss.

Reviewed on Jul 1, 2026

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

3 out of 5
Stoney Creek
Save 100% on your flight
Price was $1,195, price is now $710 per person
$710
per person
Aug 13 - Aug 16
found 12 hours ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9/10 Wonderful! (17 reviews)
Great location & very spacious however, the beds including the mattresses, linen, pillows & covers were very dated & extremely uncomfortable. The house was not as clean as should be expected & we are doubtful that the bed linens were actually changed. We also found & disposed of a cockroach. The backyard also needs some serious attention and we didn’t feel comfortable using the hot tub or bbq. The foosball table is broken & the other equipment is not very sturdy. Overall, we were happy with the location & space.

Reviewed on May 21, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,229, price is now $769 per person
$769
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (3,788 reviews)
The room was great and the staff were wonderful as well! The breakfast selection was also excellent. I would definately stay there again!

Reviewed on Jul 1, 2026

GLOBALSTAY Luxury 4 Bedroom House

GLOBALSTAY Luxury 4 Bedroom House

4 out of 5
Woodbridge
Save 100% on your flight
Price was $1,716, price is now $1,127 per person
$1,127
per person
Sep 22 - Sep 29
found 7 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
10/10 Exceptional! (6 reviews)
We had a wonderful stay at this house. The neighbourhood was very peaceful and quiet, but still close to everything, which made it perfect for relaxing. The home itself was very spacious, clean, and comfortable, with plenty of room for everyone to feel at home. The staff was also very responsive and helpful throughout our stay, answering questions quickly and making the whole experience smooth and stress free. Overall, a great place to stay and we would definitely come back again.

Reviewed on May 11, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,551, price is now $1,020 per person
$1,020
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (748 reviews)
A wonderful experience from start to finish!

Reviewed on Jun 30, 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
$135 nightly
The price is $152 total per night from Jul 2 to Jul 3
$152 total
Jul 2 - Jul 3
Total with taxes and fees
9.8/10 Exceptional! (18 reviews)
"Well worth the stay here. Nice quiet neighbourhood and excellent hosts."

Reviewed on Jun 30, 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
$100 nightly
The price is $118 total per night from Jul 5 to Jul 6
$118 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (4,876 reviews)
"Great stay!"

Reviewed on Jul 1, 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 (1,053 reviews)
"The building appears to be older but decently maintained. The room was good and there was lots of hot water, fast. The bed was extraordinarily comfortable. At the rear of the building, the secondary access door did not lock causing us some concern over security. Otherwise, all was well and the staff ..."

Reviewed on Jun 29, 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 $430 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.