Simcoe County Vacations & Trips from ￥218,116

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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.
Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Toronto (YYZ)
9.8/10 Exceptional! (483 reviews)
Beautiful grounds and a lovely experience and friendly staff.

Reviewed on Jul 30, 2025

Canada Suites on Bay

Canada Suites on Bay

4 out of 5
Downtown Toronto
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
8.6/10 Excellent! (301 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

Altitude Suites on Yonge

Altitude Suites on Yonge

4 out of 5
Downtown Toronto
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9/10 Wonderful! (63 reviews)
I loved the fact that it family friendly, close walking distance to all the downtown attractions, also loved the college park, everyone was friendly and there was something always happening, would recommend this place.

Reviewed on Jul 15, 2025

GLOBALSTAY. Charming Yorkville Condos

GLOBALSTAY. Charming Yorkville Condos

4 out of 5
Old Toronto
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
7.8/10 Good! (127 reviews)
Everything was great, except the tv did not work during our stay.

Reviewed on Jun 19, 2025

Adastay Suites Toronto

Adastay Suites Toronto

3 out of 5
Downtown Toronto
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
10/10 Exceptional! (11 reviews)
Great location with a fabulous view. So convenient for our Toronto adventure and just steps away from Massey Hall. Host interactions were smooth and communications were supportive and helpful. Will be looking forward to another stay down the road.

Reviewed on May 4, 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
Fully refundableReserve now, pay when you stay
The price is ￥28,506 per night from Aug 14 to Aug 15
￥28,506
￥34,751 total
Aug 14 - Aug 15
includes taxes & fees
8.2/10 Very Good! (1,259 reviews)
"All the best ❤️"

Reviewed on Jul 27, 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 ￥18,141 per night from Aug 24 to Aug 25
￥18,141
￥21,320 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,351 reviews)
"It's very convenient. Metro grocery right beside the hotel. Restaurants is walking distance. The hotel is right in the central of the city. We would highly recommend it."

Reviewed on Jul 29, 2025

Days Inn & Suites by Wyndham Collingwood
Living Stone Golf Resort

Living Stone Golf Resort

3 out of 5
19 Keith Ave, Collingwood, ON
Fully refundableReserve now, pay when you stay
The price is ￥19,868 per night from Aug 14 to Aug 15
￥19,868
￥24,457 total
Aug 14 - Aug 15
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Good Value
"Excellent value for proximity to the village. The room are okay. The lobby is still closed off due to construction. Overall, nothing exceptional but no serious complaints."

Reviewed on Jul 28, 2025

Living Stone Golf Resort
See all 1,331 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 ￥218,116. 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.