Simcoe County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Evan Davis

Top destinations in Simcoe County

Collingwood which includes heritage architecture
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Collingwood

Collingwood

Top hotels in Simcoe County

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
8.4/10 Very Good! (1,357 reviews)
Good. No complaints

Reviewed on 5 Dec 2025

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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 2.442.255 ₫ per night from 14 Dec to 15 Dec
2.442.255 ₫
2.870.138 ₫ total
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (1,426 reviews)
Spotless hotel and rooms, great amenities, breakfast plentiful, pool clean and quiet, staff were amazing!!!

Reviewed on 30 Nov 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
Fully refundable
The price is 2.652.136 ₫ per night from 17 Dec to 18 Dec
2.652.136 ₫
3.116.737 ₫ total
17 Dec - 18 Dec
includes taxes & fees
9.4/10 Exceptional! (1,459 reviews)
Everyone was pleasant, property was very clean. Nice variety for breakfast.

Reviewed on 2 Dec 2025

Holiday Inn Express & Suites Collingwood by IHG
See all 1,294 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 1null000null000 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 rentals 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.