Stouffville Vacations from $539

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Your Stouffville Vacation

Book a Stouffville vacation package and you can prioritize what matters — having some fun. This means no more stressful planning, just lots more time to savor what's special about this awesome city, such as its family-friendly attractions and laid-back lifestyle. Can't wait to explore the sights but unsure where to begin? Every trip to Stouffville should include Willow Springs Winery. That dream Stouffville vacation is just clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

The Latest Stouffville vacation packages

Price found within the past 48 hours. Click for updated prices.
Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was $1,026, price is now $539 per person
$539
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
No reviews
12 York by CN tower

12 York by CN tower

2 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,994, price is now $1,825 per person
$1,825
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
10/10 Exceptional! (1 review)
Easy key pickup and convient

Reviewed on Oct 4, 2025

GLOBALSTAY Modern Lillian St Apartments

GLOBALSTAY Modern Lillian St Apartments

4.5 out of 5
Old Toronto
Save 100% on your flight
Price was $2,196, price is now $1,366 per person
$1,366
per person
Dec 22 - Dec 29
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
7.2/10 Good! (117 reviews)
Absolutely amazing property, very well furnished and equipped with everything you need. They took care even of the forgotten toothbrush and paste for you - the cupboards were stuffed with everything you need for a great enjoyable stay! Grocery store with delicious ready to eat hot meals righ around the corner, close to subway, landmarks, restaurants, parks, pedestrian areas. We would come back again!

Reviewed on Oct 5, 2025

GLOBALSTAY. Modern North York Condos

GLOBALSTAY. Modern North York Condos

4 out of 5
North York
Save 100% on your flight
Price was $2,158, price is now $1,348 per person
$1,348
per person
Dec 22 - Dec 29
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
6.8/10 (151 reviews)
It is a good place to stay and family friendly.

Reviewed on Sep 17, 2025

Canada Suites on Bay

Canada Suites on Bay

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,347, price is now $1,470 per person
$1,470
per person
Dec 22 - Dec 29
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (304 reviews)
Was a very nice room and easy to come and go. However the fire alarm got pulled at 3am on my second last night there and not because of a fire. I then couldn't go back to bed and was super tired for my meetings the next day.

Reviewed on Jun 9, 2025

Don't see what you're looking for?
See all available trips from Columbus to Stouffville
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Discover the most popular places to visit in Stouffville

Rogers Centre which includes signage and a city

Rogers Centre

Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.

Rogers Centre
CN Tower showing skyline, a city and modern architecture

CN Tower

Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.

CN Tower
CN Tower which includes rides

Canada's Wonderland

The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.

Canada's Wonderland

What to do in Stouffville

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$34
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$29
per adult
86% of travellers recommend
Toronto: Casa Loma Entry Ticket
The highlight of any visit to the Hockey Hall of Fame is the Esso Great Hall, where guests can get close up to hockey's greatest treasure, the Stanley Cup.

Hockey Hall of Fame Admission Ticket

$18
per adult
90% of travellers recommend
Hockey Hall of Fame Admission Ticket
See all activities in Stouffville

Stouffville Hotel Deals

Days Inn by Wyndham Stouffville

Days Inn by Wyndham Stouffville

2 out of 5
38 Ringwood Dr, Stouffville, Whitchurch-Stouffville, ON
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Oct 19 to Oct 20
$99 total
Oct 19 - Oct 20
Total with taxes and fees
7/10 Good! (1,024 reviews)
"Breakfast was a little lacking bt everything else was good."

Reviewed on Oct 1, 2025

Days Inn by Wyndham Stouffville
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive, Toronto, ON
$103 nightly
The price is $126 total per night from Oct 8 to Oct 9
$126 total
Oct 8 - Oct 9
Total with taxes and fees
7.4/10 Good! (5,989 reviews)
"Clean room. Lots of bath supplies"

Reviewed on Oct 7, 2025

Toronto Don Valley Hotel and Suites
Pan Pacific Toronto

Pan Pacific Toronto

4 out of 5
900 York Mills Rd, Toronto, ON
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $178 total per night from Nov 2 to Nov 3
$178 total
Nov 2 - Nov 3
Total with taxes and fees
8/10 Very Good! (3,282 reviews)
"Highly recommend!"

Reviewed on Oct 1, 2025

Pan Pacific Toronto
See all 1,598 properties in Stouffville
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.

Stouffville Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Max Temp Winter
30ºF
Max Temp Summer
75ºF

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Frequently asked questions

How much does a Stouffville vacation package cost?
You can pick up a vacation package to this popular destination from $539 on Expedia. But how much your vacation to Stouffville costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Stouffville?
If you're hoping to score a cheap Stouffville vacation package, consider traveling in January, April and December. You'll generally find better rates on accommodations and flights during these months — perfect for a budget-friendly break.
How many days is enough for Stouffville?
The ideal length of your Stouffville vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to check out all the major sights and discover some hidden spots along the way.
How to find the best Stouffville package deals?
Start your search for a Stouffville package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Stouffville package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Stouffville adventure underway.
Is it cheaper to book a Stouffville vacation as a package?
You can enjoy significant savings on your next Stouffville escape by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Stouffville?
If you're considering a spur-of-the-moment Stouffville trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Stouffville vacation packages?
Your Stouffville break is meant to be a relaxing escape from your daily routine, not a source of money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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