Simcoe County Vacations & Trips from ￥163,116

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Photo by Evan Davis

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    Save up to ￥45,448 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top destinations in Simcoe County

Collingwood which includes heritage architecture
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Collingwood

Collingwood
This abandoned farmhouse at the base of Mt. St. Louis Moonstone in Central Ontario has fascinated me for years, as it's right off the Highway 400, finally captured this shot from a moving car. I'll take a closer look some day soon before it's torn down. #BvSApplication
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Oro-Medonte

Oro-Medonte

The Latest Simcoe County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cityplace Executive Suites

Cityplace Executive Suites

3.5 out of 5
Downtown Toronto
Price was ￥210,448, price is now ￥163,116 per person
￥163,116
per person
Feb 10 - Feb 15
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
8.2/10 Very Good! (37 reviews)
Great spot! We had a wonderful experience

Reviewed on Nov 23, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was ￥464,942, price is now ￥307,023 per person
￥307,023
per person
Feb 10 - Feb 15
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Everything was perfect!

Reviewed on Dec 15, 2025

mehri suites

mehri suites

2 out of 5
Downtown Toronto
Price was ￥455,004, price is now ￥335,078 per person
￥335,078
per person
Feb 6 - Feb 12
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.4/10 Exceptional! (10 reviews)
the room is amazing!!

Reviewed on Nov 20, 2025

Nobu Hotel Toronto

Nobu Hotel Toronto

5 out of 5
Downtown Toronto
Price was ￥371,264, price is now ￥292,970 per person
￥292,970
per person
Feb 9 - Feb 14
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.8/10 Exceptional! (67 reviews)
Rooms and service top notch

Reviewed on Dec 11, 2025

The Westin Toronto Airport

The Westin Toronto Airport

4 out of 5
Etobicoke
Price was ￥251,212, price is now ￥202,918 per person
￥202,918
per person
Feb 3 - Feb 11
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
8.8/10 Excellent! (1,085 reviews)
rooms clean, staff was pleasant and the beds were comfortable.

Reviewed on Dec 14, 2025

Simcoe County Hotel Deals

Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
9 Harbour Street East Collingwood ON
The price is ￥35,461 per night from Jan 17 to Jan 18
￥35,461
￥42,978 total
Jan 17 - Jan 18, 2026
includes taxes & fees
8.4/10 Very Good! (1,363 reviews)
The room was great. The staff was very helpful and pleasant. Thank you for having us.

Reviewed on Dec 10, 2025

Living Water Resort and Spa
Days Inn & Suites by Wyndham Collingwood

Days Inn & Suites by Wyndham Collingwood

2.5 out of 5
15 Cambridge Street Collingwood ON
Fully refundableReserve now, pay when you stay
The price is ￥15,986 per night from Jan 11 to Jan 12
￥15,986
￥18,787 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.8/10 Excellent! (1,435 reviews)
Good

Reviewed on Dec 12, 2025

Days Inn & Suites by Wyndham Collingwood
Holiday Inn Express & Suites Collingwood by IHG

Holiday Inn Express & Suites Collingwood by IHG

2.5 out of 5
500 HUME STREET Collingwood ON
The price is ￥19,127 per night from Jan 11 to Jan 12
￥19,127
￥22,478 total
Jan 11 - Jan 12, 2026
includes taxes & fees
9.4/10 Exceptional! (1,456 reviews)
All of it was amazing! Super clean, friendly staff and just a great stay

Reviewed on Dec 15, 2025

Holiday Inn Express & Suites Collingwood by IHG
See all 1,290 properties in Simcoe County
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.

Frequently asked questions

How much does a Simcoe County vacation package cost?
Get ready to book, because a getaway to Simcoe County starts from an affordable ￥163,116. When you combine your flights, hotels and more into a vacation package, you'll land the biggest bargains.
How do I get a cheap travel package to Simcoe County?
Find flights that suit your schedule, add a hotel room to your booking and see how much you save with a Simcoe County vacation package. It's as easy as that! From hotels and flights to rental cars and activities, Expedia is where your cheap getaway begins. And with more than 550 airlines and 1,000,000 hotels across the globe to select from, you won't be short of choice.
What are the top hotels in Simcoe County?
When it comes to properties in Collingwood, Fairfield Inn & Suites by Marriott Barrie and Hampton Inn & Suites Barrie are two fantastic options. If you're also spending time in Innisfil, Days Inn & Suites by Wyndham Collingwood and Living Stone Golf Resort look forward to welcoming you.
How far in advance should I book my Simcoe County vacation?
To bag rock-bottom prices, book early. Air carriers usually advertise flight tickets, along with some of the lowest fares, nearly a year ahead of time. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Simcoe County, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Simcoe County travel package include?
Hotels, rental cars and flights, or any combination of the three — it's your choice. Whether you're exploring Simcoe County with the family or adventuring with your friends, there's a package to suit your budget and style. Once you've made your booking, why not add on a few activities?
What should I know before booking a Simcoe County travel package?
Booking all the parts of your trip together is an excellent way to save. Bundle your car rentals, airfares and hotels into a handy package. But it's not just hotels. Expedia features all sorts of properties, including vacation rentals such as oceanfront condos and short-term homes. The list is almost endless!
Can I choose my airline with a Simcoe County Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're in charge! We have access to more than 550 partner airlines across the globe, so you have lots of choice when arranging your Simcoe County adventure.
If I'm not able to travel, can I cancel my Simcoe County vacation package?
If your vacation plans in Simcoe County have changed, it's good to know that you can amend or cancel your booking. If you booked less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. To learn more, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.