An aerial view of a town with a river, surrounded by autumn-colored trees and various buildings.

Port Perry Vacations from $536

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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.
  • A modern living room with a fireplace, comfortable seating, and a large TV.
    Jan 14 - Jan 17

    One King West Hotel & Residence + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.4/10 - Exceptional (8,857 reviews)
    "this day was great. We had stayed here overnight for a concert. It was very clean. They also had a vault that connects to the pathway. I believe to the shopping centers. Very good space view was nice. The pool they had was small we had waited until everybody was gone to try it out very warm whirlpool"
    Reviewed November 12, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YTZ • Nonstop YKF - BOS • 1 stop
    $699
    $536
    per traveler
    found 1 day ago
    One King West Hotel & Residence
  • A modern interior with a central fireplace, a dining area with a chair and table, and a hallway with an elevator.
    Jan 14 - Jan 17

    Union Hotel + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.2/10 - Wonderful (2,884 reviews)
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YTZ • Nonstop YKF - BOS • 1 stop
    $737
    $541
    per traveler
    found 1 day ago
    Union Hotel
  • A modern hotel with a prominent corner entrance, large windows, and a visible street view.
    Jan 14 - Jan 17

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,284 reviews)
    "Rooms are very small but they maximize the space."
    Reviewed November 12, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YTZ • Nonstop YKF - BOS • 1 stop
    $750
    $568
    per traveler
    found 1 day ago
    Hotel Riu Plaza Toronto
  • A two-story building with a balcony on the upper floor, multiple windows, and a flag.
    Jan 20 - Jan 24

    South Landing Inn Niagara on the Lake + Flight

    Queenston
    4 nights
    3.5 star property
    9.8/10 - Exceptional (139 reviews)
    "Very clean and well kept historic building, no food avail in building, an area to make a coffee or tea for yourself . Cafe across the street open for breakfast."
    Reviewed November 6, 2026
    Roundtrip • New York (EWR) - Toronto (YYZ)
    EWR - YTZ • Nonstop YTZ - EWR • 1 stop
    $752
    $578
    per traveler
    found 1 day ago
    South Landing Inn Niagara on the Lake
  • A modern hotel lobby with a reception desk, seating area, and a television displaying 'NETFLIX'.
    Dec 24 - Dec 29

    Plush Hotel + Flight

    Old Toronto
    5 nights
    2.0 star property
    6.4/10 - (33 reviews)
    "The room we stayed for 3 nights and 4 days for 3 adults had safety and sanitation concerns: ​1. Room Safety & Sanitation Issues ​Bathroom Repairs Needed: Broken tiles, a broken shower head, and slow drainage. ​Unsanitary Tea/Coffee Amenities: Loose tea bags were kept open in a box accessible to anyone, with no well-packaged tea or coffee provided. ​Missing Amenities: No microwave in the room. ​2. Property Hazards & Accessibility ​Uneven Hallway Floors: The uneven flooring caused me to trip twice..."
    Reviewed October 30, 2026
    Roundtrip • New York (NYC) - Toronto (YYZ)
    EWR - YYZ • Nonstop YTZ - EWR • Nonstop
    $1,023
    $791
    per traveler
    found 5 hours ago
    Plush Hotel

Discover the most popular places to visit in Port Perry

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

A dining table set with plates, cutlery, glasses, and a candle centerpiece, surrounded by chairs and draped with string lights.

Willow Pond B&B

Willow Pond B&B
2.0 star property
0.8 mi from Port Perry
$164 nightly
The price is $185
Dec 13 - Dec 14
Total with taxes and fees
Willow Pond B&B
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.
See all properties in Port Perry

Frequently Asked Questions

How much does a Port Perry vacation package cost?

You can snap up a vacation package to this destination from $536 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.

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