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

Port Perry Vacations from $373

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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 large windows offering a view of the forest.
    Jan 14 - Jan 18

    Crowne Plaza Toronto North York by IHG + Flight

    North York
    4 nights
    4.0 star property
    8.4/10 - Very good (3,799 reviews)
    "Very clean. Nice staff. Over all is great stay and closer to places I wanted to go."
    Reviewed November 4, 2026
    Roundtrip • Fort Lauderdale (FLL) - Toronto (YYZ)
    FLL - YYZ • Nonstop YYZ - FLL • Nonstop
    $507
    $373
    per traveler
    found 1 day ago
    Crowne Plaza Toronto North York by IHG
  • A bar with a long counter, multiple stools, and a view of the cityscape at sunset.
    Jan 15 - Jan 19

    1 Hotel Toronto + Flight

    Downtown Toronto
    4 nights
    5.0 star property
    9.6/10 - Exceptional (866 reviews)
    "."
    Reviewed November 3, 2026
    Roundtrip • Miami (MIA) - Toronto (YYZ)
    MIA - YYZ • Nonstop YYZ - FLL • 1 stop
    $1,685
    $1,067
    per traveler
    found 17 hours ago
    1 Hotel Toronto
  • A modern building with a curved glass facade and multiple floors.
    Jan 25 - Jan 30

    StaysToronto + Flight

    Downtown Toronto
    5 nights
    3.5 star property
    8.6/10 - Excellent (64 reviews)
    "Best location in Toronto close to everything"
    Reviewed November 4, 2026
    Roundtrip • Los Angeles (LAX) - Toronto (YYZ)
    LAX - YYZ • Nonstop YYZ - LAX • Nonstop
    $1,147
    $827
    per traveler
    found 1 day ago
    StaysToronto
  • A hotel room with a bed, a sofa, a dining table with chairs, and a brick wall.
    Jan 14 - Jan 18

    Cabbagetown Inn + Flight

    Downtown Toronto
    4 nights
    3.0 star property
    8.6/10 - Excellent (108 reviews)
    "Super clean, and fantastic location to explore the city on foot. Also easy access to the Streetcars, and grocery stores. Communication could have been better - several messages on platform have gone unanswered - but the staff on site were super helpful. Room (203) was finished to a fairly high standard, although if you are a light sleeper you may benefit from some ear plugs as you face onto fairly busy road, and the dividing wall/ filled door to the next room is pretty thin. Some fantastic..."
    Reviewed October 30, 2026
    Roundtrip • Los Angeles (LAX) - Toronto (YYZ)
    LAX - YYZ • Nonstop YYZ - LAX • Nonstop
    $800
    $608
    per traveler
    found 22 hours ago
    Cabbagetown Inn
  • A modern restaurant with green upholstered booths and tables, large windows offering a view of greenery, and a clean, minimalist interior design.
    Jan 9 - Jan 12

    Sandman Signature Toronto Airport Hotel + Flight

    Etobicoke
    3 nights
    4.0 star property
    9.0/10 - Wonderful (4,417 reviews)
    Roundtrip • Fort Lauderdale (FLL) - Toronto (YYZ)
    FLL - YYZ • Nonstop YYZ - FLL • Nonstop
    $624
    $474
    per traveler
    found 1 day ago
    Sandman Signature Toronto Airport 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
$162 nightly
The price is $183
Nov 9 - Nov 10
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 $373 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.