Port Perry Vacations from $588

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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.
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was $872, price is now $588 per person
$588
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (7,957 reviews)
We had no hot water and the room was quite small and dark. No natural light. But the employee were kind!

Reviewed on Jun 15, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,056, price is now $650 per person
$650
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (3,600 reviews)
The room was small ( booked superior king). Breakfast was like cafeteria style so loud and busy. The hotel felt more policy driven than about customer service. Hotel was clean and some staff friendly and we were always greeted upon entry.

Reviewed on Jun 16, 2026

Charming Yorkville Condos

Charming Yorkville Condos

4 out of 5
Old Toronto
Price was $960, price is now $648 per person
$648
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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

Modern Apartments in North York

Modern Apartments in North York

4 out of 5
North York
Price was $1,021, price is now $692 per person
$692
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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

Etobicoke Suites

Etobicoke Suites

3 out of 5
Etobicoke
Price was $960, price is now $654 per person
$654
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
9/10 Wonderful! (31 reviews)
Great pet friendly place to stay. Feels like home.

Reviewed on Jun 6, 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
$137 nightly
The price is $155 total per night from Jun 17 to Jun 18
$155 total
Jun 17 - Jun 18
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
$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! (4,830 reviews)
"Good location. Large, clean rooms. Covered parking. Good price."

Reviewed on Jun 16, 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 $588 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.