Simcoe County Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Simcoe County

Collingwood featuring heritage architecture
FlightsFlightsHotelsHotels

Collingwood

Collingwood

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now

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! (1,447 reviews)
The bed was very uncomfortable. Their service was very bad. We tried to book everything two or three weeks in advance, and they kept saying it was full and that they would let us know the next afternoon. Overall, it was not good at all.

Reviewed on 17 Feb, 2026

Get rates
Living Water Resort and Spa
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 S$198 per night from 20 Feb to 21 Feb
S$198
20 Feb - 21 Feb
includes taxes & fees
8.2/10 Very Good! (1,151 reviews)
Yes

Reviewed on 16 Feb, 2026

Living Stone Golf Resort
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 S$162 per night from 1 Mar to 2 Mar
S$162
1 Mar - 2 Mar
includes taxes & fees
9/10 Wonderful! (1,488 reviews)
Front staff very helpful and courteous. Room was clean, overall hotel was very clean. Staff did a great job maintaining the lobby and breakfast area. Pool area eas clean and towels were plentiful

Reviewed on 12 Feb, 2026

Days Inn & Suites by Wyndham Collingwood
See all 1,277 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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.