Simcoe County Vacations & Trips 2026 from CA $452

Name: Carriage Ridge Resort, an Ascend Collection Resort
Price range: CA $118

Your Simcoe County Vacation

Answer the call of adventure with a customized vacation package to Simcoe County. Wherever it is you're going and whatever you have planned, get ready to immerse yourself in a destination with so much to offer. Trying to decide where to go during your trip to Simcoe County? Angus is a leading city that shouldn't be missed. Whether you're planning to travel on a shoestring or in the lap of luxury, Expedia are here to help you customize your next dream Simcoe County vacation.

Top vacation destinations in Simcoe County

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

Top Simcoe County Vacation Deals

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

Sandman Signature Toronto Airport Hotel

Etobicoke

CA $452

per person

Jan 15 - Jan 17

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Toronto (YYZ)

9/10 Wonderful! (4,399 reviews)

We had asked to not be located near an elevator so we got upgraded to a suite and it was really nice and quiet. The room was great and I had a decent night’s sleep for a change at an airport hotel.

Reviewed on Nov 7, 2026

The Waterside Inn

Port Credit

CA $724

per person

Dec 17 - Dec 21

found 20 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Toronto (YYZ)

8.6/10 Excellent! (1,146 reviews)

Good value for your money.

Reviewed on Nov 7, 2026

Vittoria Hotel and Suites

Clifton Hill

CA $705

per person

Jan 12 - Jan 19

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Toronto (YYZ)

9.2/10 Wonderful! (9,009 reviews)

The location was excellent, we walked everywhere. Getting back to the hotel was a bit of a challenge because it is all mostly uphill so keep that in mind, but it truly is in the middle of everything. The breakfast, while not included, a discount coupon is offered and it’s a pretty good breakfast but there are also many options within walking distance. Great stay!!

Reviewed on Nov 6, 2026

1 Hotel Toronto

Downtown Toronto

CA $1,128

per person

Jan 29 - Feb 1

found 11 hours ago

Roundtrip flight included

Vancouver (YVR) to Toronto (YYZ)

9.6/10 Exceptional! (851 reviews)

.

Reviewed on Nov 3, 2026

Sandman Hotel Hamilton

Lakeley

CA $783

per person

Jan 12 - Jan 19

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Toronto (YYZ)

8.8/10 Excellent! (2,000 reviews)

A great place to stay for a one nighter before flying out. Easy to find and located near restaurants and other stores. Loved that I could order food and have it delivered straight to my room.

Reviewed on Nov 5, 2026

Simcoe County Hotel Deals

Carriage Ridge Resort, an Ascend Collection Resort

3303 Line 3 N Oro-Medonte ON

Fully refundableReserve now, pay when you stay

CA $118

CA $138 total

Nov 15 - Nov 16

includes taxes & fees

Living Stone Golf Resort

19 Keith Ave Collingwood ON

Fully refundableReserve now, pay when you stay

CA $132

CA $165 total

Dec 8 - Dec 9

includes taxes & fees

8.2/10 Very good! (1,388 reviews)

"Amazing experience, close to all of shops and very peaceful stay."

Reviewed on Nov 7, 2026

Living Water Resort and Spa

9 Harbour Street East Collingwood ON

CA $213

CA $262 total

Dec 8 - Dec 9

includes taxes & fees

See all 1,223 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 vacation package cost?

Get ready to book, because a getaway to Simcoe County starts from an affordable CA $452. When you combine your flights, hotels and more into a vacation 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 vacation 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 vacation?

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 vacation rentals such as oceanfront condos and short-term homes. The list is almost endless!

Can I choose my airline with a Simcoe County Expedia vacation package?

Yes — that's the beauty of an Expedia vacation 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 vacation package?

If your vacation 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 with a visit to Casino Rama during your travels in Chippewas of Rama First Nation? Discover the area's great live music and casinos.

See properties