
Port Perry Vacations from $724
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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.

Cabbagetown Inn
Downtown Toronto
Price was $1,042, price is now $724 per person
$724
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (104 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 eateries around - Mikaku around the corner was a standout (approx 3 min walk), and Bisou French cafe (approx 5 min walk) had some incredible pastries.
Reviewed on Oct 30, 2026


Check Inn
Old Toronto
Save 100% on your flight
Price was $3,587, price is now $2,541 per person
$2,541
per person
Jan 9 - Jan 16
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9/10 Wonderful! (46 reviews)
The only complain I have is that they are not super strict with their quiet times. At least from what I have noticed. People were laughing and talking on high volumes past 11 pm; I was waking up multiple times through the night from someone's stomping on the floor.
But the hostel itself is amazing. Multiple washrooms with showers, you can book private room, shower gel and shampoo provided, along with towels (need to pay for extra). Located in pretty...interesting spot of the city, let's say that. The building is old.
But overall my experience was positive. It is the place to come, unload your stuff, eat (what you buy, I suggest frozen meals), and go on your adventures.
Reviewed on Oct 30, 2026


StaysToronto
Downtown Toronto
Price was $1,464, price is now $1,068 per person
$1,068
per person
Jan 9 - Jan 16
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.4/10 Very Good! (50 reviews)
Host ignored all calls and texts regarding questions we had during our arrival and our stay. They never followed up at any point during or after our stay. Check-in process was a mess despite them sending instructions ahead of time as it was not made clear where temporary parking was allowed or available while I obtained the room key. The gps map link did not match the separate instructions that were provided. I was not made aware of the extensive check-in procedure which was necessary with building security prior to being able to access the room. The building itself felt like a maze. The images of the building address provided were interior views not exterior which made finding the right location more difficult than it needed to be as we drove in circles looking for what they provided as a guide. The parking garage had poor signage and was difficult to navigate to find the assigned parking spot. The parking spot was tiny and extremely difficult to park in as it was blocked on both sides by concrete pillars. The room itself was just okay. Zero counter space in the bathroom. We ended up being late to our event due to the complicated arrival and check-in.
Reviewed on Nov 2, 2026
Stay near popular Port Perry attractions
Port Perry Hotel Deals

Willow Pond Bed and Breakfast
Port Perry ON
$136 nightly
The price is $153 total per night from Nov 4 to Nov 5
$153 total
Nov 4 - Nov 5
Total with taxes and fees
9.8/10 Exceptional! (26 reviews)
"Great location as a base to explore Scugog and the Kawarthas. Bring your appetite, the breakfasts are plentifull and delicious!"
Reviewed on Sep 28, 2026

Willow Pond B&B
103 Sherrington Drive Port Perry ON
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $182 total per night from Nov 21 to Nov 22
$182 total
Nov 21 - Nov 22
Total with taxes and fees

Super 8 by Wyndham Ajax/Toronto On
210 Westney Rd S Ajax ON
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $82 total per night from Nov 10 to Nov 11
$82 total
Nov 10 - Nov 11
Total with taxes and fees
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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