Simcoe County Holidays

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Top destinations in Simcoe County

Collingwood featuring heritage architecture
FlightsFlightsHotelsHotels

Collingwood

Collingwood

Top Flight + Hotel Deals in Simcoe County

Price found within the past 48 hours. Click for updated prices.
Pan Pacific Toronto

Pan Pacific Toronto

4 out of 5
North York
Price was €837, price is now €648 per person
€648
per person
6 Dec - 11 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Toronto (YYZ)
8.2/10 Very Good! (3,334 reviews)
Fire alarm went off multiple times on our 1st night. Had to argue with the staff to get any kind of compensation

Reviewed on 27 Oct 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was €1,348, price is now €759 per person
€759
per person
6 Dec - 11 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Toronto (YYZ)
9.2/10 Wonderful! (172 reviews)
There was a dirty sock underneath one of the pillows we didn't find until waking up. Hard to believe this was missed.

Reviewed on 27 Oct 2025

Hotel Victoria

Hotel Victoria

3 out of 5
Downtown Toronto
Price was €993, price is now €738 per person
€738
per person
6 Dec - 11 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Toronto (YYZ)
8.4/10 Very Good! (1,230 reviews)
Nice and close to Union and local venues.

Reviewed on 27 Oct 2025

mehri suites

mehri suites

2 out of 5
Downtown Toronto
Price was €1,009, price is now €767 per person
€767
per person
6 Dec - 11 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Toronto (YYZ)
9.2/10 Wonderful! (7 reviews)
I didnt use the parking. The workspace was sufficient.

Reviewed on 24 Oct 2025

W Toronto

W Toronto

4.5 out of 5
Downtown Toronto
Price was €1,380, price is now €1,067 per person
€1,067
per person
6 Dec - 11 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Toronto (YYZ)
9/10 Wonderful! (912 reviews)
Great location and great service

Reviewed on 25 Oct 2025

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
The price is €147 per night from 23 Nov to 24 Nov
€147
23 Nov - 24 Nov
includes taxes & fees
8.4/10 Very Good! (1,333 reviews)
The room is clean and very welcoming! It was a nice surprise to have a hot tub AND to have a kitchenette WITH kettle, toaster, stove, coffee maker, and all the amenities like dishes, cutlery, etc! Thank you….

Reviewed on 24 Oct 2025

Living Water Resort and Spa
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 €97 per night from 23 Nov to 24 Nov
€97
23 Nov - 24 Nov
includes taxes & fees
9.4/10 Exceptional! (1,442 reviews)
Hotel was new and clean.

Reviewed on 22 Oct 2025

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

Days Inn by Wyndham Orillia

2.5 out of 5
5850 Rama Road, Ramara, ON
Fully refundableReserve now, pay when you stay
The price is €87 per night from 6 Nov to 7 Nov
€87
6 Nov - 7 Nov
includes taxes & fees
8.6/10 Excellent! (1,704 reviews)
Rey good

Reviewed on 22 Oct 2025

Days Inn by Wyndham Orillia
See all 1,317 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 €648. 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 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.