Port Perry Vacations from $549

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 $790, price is now $549 per person
$549
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.8/10 Excellent! (1,006 reviews)
We enjoyed our stay - one night. Loved being in the hub of Port Credit. The room was beautiful - view of the marina and lake (past the parking lot) but always a great sight. We've stayed here before and it never disappoints. It's a shame that they never reopened the restaurant and found a way to make that work. It is such a great addition to the hotel. Our only complaint is that we find some of the front desks that can be a little crusty. But we laughed them off and enjoyed our stay.

Reviewed on Jul 4, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,371, price is now $860 per person
$860
per person
Sep 24 - Sep 28
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (3,874 reviews)
Very central location, and good value for money. Space in the room is well utilized. I only stayed for one night, and was traveling solo, so it was perfect for that.

Reviewed on Jul 6, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,260, price is now $1,419 per person
$1,419
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (751 reviews)
Great hotel, great staff, great front staff, good food.

Reviewed on Jul 5, 2026

Burano Condos in Downtown Toronto

Burano Condos in Downtown Toronto

3 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,540, price is now $995 per person
$995
per person
Aug 13 - Aug 20
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (291 reviews)
Watch out for messages after you book, where you provide your ID and a selfie, pay for parking and the deposit. And they aren’t very responsive or explanatory, and clearly have seen all kinds of shenanigans. Once you get past all that, it’s fabulous. You can’t beat the view. Location is great too, parking is convenient, and there’s a Nando’s downstairs.

Reviewed on Jun 27, 2026

The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Old Toronto
Price was $2,052, price is now $1,403 per person
$1,403
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.8/10 Exceptional! (1,000 reviews)
Amazing hotel. The best stay we could have imagined in Yorkville Toronto for 5 plus days. It was magical.

Reviewed on Jul 2, 2026

Don't see what you're looking for?
See all available trips from Columbus to Port Perry
View all trips

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.
See properties

Port Perry Hotel Deals

Willow Pond Bed and Breakfast

Willow Pond Bed and Breakfast

Port Perry ON
$168 nightly
The price is $190 total per night from Jul 12 to Jul 13
$190 total
Jul 12 - Jul 13
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
Modern luxury suite near historic downtown Port Perry

Modern luxury suite near historic downtown Port Perry

Port Perry ON
$177 nightly
The price is $200 total per night from Jul 12 to Jul 13
$200 total
Jul 12 - Jul 13
Total with taxes and fees
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
$100 nightly
The price is $118 total per night from Jul 27 to Jul 28
$118 total
Jul 27 - Jul 28
Total with taxes and fees
9/10 Wonderful! (4,886 reviews)
"Nice clean hotel good location"

Reviewed on Jul 5, 2026

Pickering Casino Resort Hotel
See all 533 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Port Perry vacation package cost?
You can snap up a vacation package to this destination from $549 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.