Port Perry Vacations from $468
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
- The Waterside Inn
Jan 29 - Feb 1The Waterside Inn + Flight
Port Credit3 nights3.5 star property8.6/10 - Excellent (1,170 reviews)"Room was very clean and comfy"Reviewed November 10, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YTZ • Nonstop YTZ - BOS • 1 stop$622$468found 10 hours agoper traveler - Hotel Riu Plaza Toronto
Dec 23 - Dec 28Hotel Riu Plaza Toronto + Flight
Downtown Toronto5 nights4.0 star property9.4/10 - Exceptional (5,272 reviews)"It was good stay friendly staff downstairs but the host staff should be mindful in their practices considering I stayed one week and 3/7 breakfast all black skin customers seated in one area."Reviewed November 10, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,221$821found 12 hours agoper traveler - 1 Hotel Toronto
Jan 1 - Jan 31 Hotel Toronto + Flight
Downtown Toronto2 nights5.0 star property9.6/10 - Exceptional (867 reviews)Roundtrip • New York (EWR) - Toronto (YYZ)EWR - YYZ • Nonstop YYZ - EWR • Nonstop$925$691found 1 day agoper traveler - Shangri-La Toronto
Dec 23 - Dec 28Shangri-La Toronto + Flight
Downtown Toronto5 nights5.0 star property9.6/10 - Exceptional (1,424 reviews)"Excellent"Reviewed November 10, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,640$1,230found 12 hours agoper traveler - Cityscape Suites at The Well
Dec 23 - Dec 27Cityscape Suites at The Well + Flight
Downtown Toronto4 nights3.5 star property9.0/10 - Wonderful (33 reviews)"Well furnished, excellent condition, and excellent coordination with host."Reviewed October 20, 2025Roundtrip • Miami (MIA) - Toronto (YYZ)FLL - YYZ • Nonstop YKF - MIA • 1 stop$5,374$4,061found 1 day agoper traveler
Discover the most popular places to visit in Port Perry
Port Perry Hotel Deals
"Rooms are dark, need brighter lights. TV channels limited. No continental breakfast, weekends casino dining room open early, weekdays opens at !!:00AM. On a plus, rooms are clean, staff friendly and helpful."
Our Valley View Bed & Breakfast
Our Valley View Bed & Breakfast"Fantastic People"
Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG
Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG
La Quinta Inn & Suites by Wyndham Oshawa
La Quinta Inn & Suites by Wyndham Oshawa"Decent hotel."
Best Western Plus Durham Hotel & Conference Centre
Best Western Plus Durham Hotel & Conference CentreFrequently Asked Questions
How much does a Port Perry vacation package cost?
You can snap up a vacation package to this destination from $468 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.