East Gwillimbury Vacations from $452

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Your East Gwillimbury Vacation

Entertainment, history, art and more … There's a whole lot to discover with a East Gwillimbury vacation package. And with the ability to customize your city break, it's guaranteed to be one that's memorable. Sharon Temple, Stardust Drive-In and Queensville Antique Mall on Woodbine are just a few of the sights worth checking out during your trip to East Gwillimbury. Expedia will help you escape the everyday. Tailor your vacation to East Gwillimbury to suit your style of travel, whatever that may look like.

The Latest East Gwillimbury vacation packages

Price found within the past 48 hours. Click for updated prices.
Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
Price was $619, price is now $452 per person
$452
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (495 reviews)
We, mother and daughter from Japan enjoyed every minute of our stay at Woodbourne Inn. Warm welcome, beautiful place, great breakfast, and so on. A winery with an excellent restaurant is within walking distance.

Reviewed on Aug 24, 2025

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Save 100% on your flight
Price was $1,064, price is now $677 per person
$677
per person
Nov 12 - Nov 19
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,989 reviews)
Looks good, very big comfortable rooms, good breakfast on bed included, the restaurant is really good as well. Shower even at the coldest is very hot and water was escaping making a puddle outside the shower. Some rooms have a "smell", mattress was hard and in need of change., the middle was higher than the sides, pillows were big and not my first choice but that's personal preference. Could also feel the wind / cold from the window. Baseboards etc are beat up. The place needs a face-lift. Also the surroundings are sketchy, but that's Niagara nowadays.

Reviewed on Sep 7, 2025

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,593, price is now $1,052 per person
$1,052
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (256 reviews)
There was a plumbing issue at 151 Dan Leckie Way, but the property manager moved us to 12 York Street, and the apartment was beautiful. Beautiful interior and view from balcony.

Reviewed on Sep 4, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,262, price is now $847 per person
$847
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (587 reviews)
Very courteous staff

Reviewed on Sep 3, 2025

Vittoria Hotel and Suites

Vittoria Hotel and Suites

3.5 out of 5
Clifton Hill
Save 100% on your flight
Price was $761, price is now $538 per person
$538
per person
Nov 12 - Nov 19
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9/10 Wonderful! (6,496 reviews)
Clean quiet friendly staff

Reviewed on Sep 7, 2025

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Discover the most popular places to visit in East Gwillimbury

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 East Gwillimbury

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

$87
per adult
94% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
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
See all activities in East Gwillimbury

East Gwillimbury Hotel Deals

Newmarket Inn

Newmarket Inn

2 out of 5
18667 Old Yonge Street, Holland Landing, East Gwillimbury, ON
$91 nightly
The price is $103 total per night from Sep 9 to Sep 10
$103 total
Sep 9 - Sep 10
Total with taxes and fees
Newmarket Inn
Monte Carlo Inn & Suites Downtown Markham

Monte Carlo Inn & Suites Downtown Markham

3 out of 5
7255 Warden Ave, Markham, ON
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from Oct 5 to Oct 6
$107 total
Oct 5 - Oct 6
Total with taxes and fees
Monte Carlo Inn & Suites Downtown Markham
Liberty Suites Hotel

Liberty Suites Hotel

3 out of 5
7191 Yonge Street, Markham, ON
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $150 total per night from Oct 3 to Oct 4
$150 total
Oct 3 - Oct 4
Total with taxes and fees
Liberty Suites Hotel
See all 992 properties in East Gwillimbury
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.

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Frequently asked questions

How much does an East Gwillimbury vacation package cost?
You can pick up a vacation package to this top destination from $452 on Expedia. However, how much your vacation to East Gwillimbury costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to East Gwillimbury?
You can generally find lower prices and greater availability in April, June and November. Browse our cheap East Gwillimbury vacation packages and you could land some great off-season discounts.
How many days is enough for East Gwillimbury?
Typically, a handful of days is enough to go to the top sights during your East Gwillimbury vacation. But if you want to have some time to kick back or go on day trips, consider extending your itinerary.
How to find the best East Gwillimbury package deals?
Bagging a cheap East Gwillimbury package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable East Gwillimbury package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an East Gwillimbury vacation as a package?
You can enjoy significant savings on your East Gwillimbury retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to East Gwillimbury?
If you're considering a spontaneous East Gwillimbury adventure, 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 land incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later East Gwillimbury vacation packages?
Your East Gwillimbury trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.