Stouffville Vacations from $596

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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.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $946, price is now $596 per person
$596
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
Excellent location, friendly Professional Staff

Reviewed on Feb 4, 2026

Modern Downtown Apartments

Modern Downtown Apartments

4 out of 5
Downtown Toronto
Price was $991, price is now $672 per person
$672
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
7.6/10 Good! (351 reviews)
Everything run smoothly from check in to check out. No complications.

Reviewed on Feb 4, 2026

Elegant Downtown Apartments

Elegant Downtown Apartments

4 out of 5
Downtown Toronto
Price was $965, price is now $657 per person
$657
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
7.4/10 Good! (466 reviews)
Everything run smoothly from check in to check out. No complications.

Reviewed on Feb 4, 2026

Burano Condos in Downtown Toronto

Burano Condos in Downtown Toronto

3 out of 5
Downtown Toronto
Save 100% on your flight
Price was $985, price is now $671 per person
$671
per person
Mar 26 - Mar 31
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.2/10 Good! (127 reviews)
Everything run smoothly from check in to check out. No complications.

Reviewed on Feb 4, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,632, price is now $1,128 per person
$1,128
per person
Apr 18 - Apr 21
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
A truly amazing experience. All staff were top and the food was levels above what I expected.

Reviewed on Feb 3, 2026

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

$33
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Niagara Falls lit up at night with firework show nearby

Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)

$136
per adult
86% of travellers recommend
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
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

Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive Toronto ON
$98 nightly
The price is $121 total per night from Feb 5 to Feb 6
$121 total
Feb 5 - Feb 6
Total with taxes and fees
7.4/10 Good! (6,403 reviews)
Clean room

Reviewed on Jan 30, 2026

Toronto Don Valley Hotel and Suites
Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave Pickering ON
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $110 total per night from Feb 23 to Feb 24
$110 total
Feb 23 - Feb 24
Total with taxes and fees
9/10 Wonderful! (4,109 reviews)
It’s good

Reviewed on Jan 29, 2026

Pickering Casino Resort Hotel
Monte Carlo Inn Vaughan Suites

Monte Carlo Inn Vaughan Suites

3 out of 5
705 Applewood Cresent Vaughan ON
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $91 total per night from Mar 1 to Mar 2
$91 total
Mar 1 - Mar 2
Total with taxes and fees
8.4/10 Very Good! (4,409 reviews)
It was really clean

Reviewed on Jan 29, 2026

Monte Carlo Inn Vaughan Suites
See all 1,614 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.

Find the Best Stouffville Vacation Packages

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 $596 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.

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