Simcoe County Holidays

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Top destinations in Simcoe County

A historic brick building with green shutters and a sign for 'Arcade'.
FlightsFlightsHotelsHotels

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
The price is S$234 per night from 21 Jul to 22 Jul
S$234
21 Jul - 22 Jul
includes taxes & fees
8.4/10 Very good! (1,581 reviews)
"Whole property was beautiful, great staff and view. Roof top patio was a nice relaxing place to unwind."

Reviewed on 6 Jul, 2026

Living Water Resort and Spa
Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

2.5 out of 5
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
The price is S$163 per night from 29 Jul to 30 Jul
S$163
29 Jul - 30 Jul
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"It is a clean & well maintained resort."

Reviewed on 6 Jul, 2026

Carriage Ridge Resort, an Ascend Collection 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$195 per night from 12 Jul to 13 Jul
S$195
12 Jul - 13 Jul
includes taxes & fees
9/10 Wonderful! (1,502 reviews)
"Clean room and nice to have breakfast included"

Reviewed on 6 Jul, 2026

Days Inn & Suites by Wyndham Collingwood
See all 1,310 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.

Stay near popular Simcoe County attractions

A multi-tiered waterfall cascading over rocky terrain with a coniferous tree in the background.

Casino Rama

8.8/10 (718 reviews)
Why not roll the dice by visiting Casino Rama where you can enjoy the games and entertainment of this top casino in Chippewas of Rama First Nation? Discover the area's great live music and casinos.
See properties

What to do in Simcoe County

Smartphone Audio Driving Tour between Collingwood and Toronto

Smartphone Audio Driving Tour between Collingwood and Toronto

S$8
per traveller
Smartphone Audio Driving Tour between Collingwood and Toronto
Smartphone Audio Driving Tour between Wasaga Beach and Toronto

Smartphone Audio Driving Tour between Wasaga Beach and Toronto

S$8
per traveller
Smartphone Audio Driving Tour between Wasaga Beach and Toronto
Crime Solving Detective Experience Orillia

Murder Mystery Detective Experience in Orillia ON

S$14
per adult
80% of travellers recommend
Murder Mystery Detective Experience in Orillia ON
See all activities in Simcoe County

* 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.