Simcoe County Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top destinations in Simcoe County

Collingwood featuring heritage architecture
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Collingwood

Collingwood

Our pick of the best 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 NZ$346 per night from 28 Aug to 29 Aug
NZ$346
28 Aug - 29 Aug
includes taxes & fees
8.2/10 Very Good! (1,260 reviews)
"Pool hours was restricted. Needs to make reservations."

Reviewed on 13 Aug. 2025

Living Water Resort and Spa
Quality Inn & Conference Centre

Quality Inn & Conference Centre

2.5 out of 5
924 King Street, Midland, ON
Fully refundableReserve now, pay when you stay
The price is NZ$147 per night from 2 Sept to 3 Sept
NZ$147
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"Great eating area and swimming pool."

Reviewed on 12 Aug. 2025

Quality Inn & Conference Centre
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 NZ$213 per night from 19 Aug to 20 Aug
NZ$213
19 Aug - 20 Aug
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"The room is spacious."

Reviewed on 13 Aug. 2025

Living Stone Golf Resort
See all 1,336 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 holiday package cost?
Get ready to book, because a getaway to Simcoe County starts from an affordable . When you combine your flights, hotels and more into a holiday 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 holiday 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 holiday?
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 holiday homes such as oceanfront condos and short-term homes. The list is almost endless!
Can I choose my airline with a Simcoe County Expedia holiday package?
Yes — that's the beauty of an Expedia holiday 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 holiday package?
If your holiday 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.