Simcoe County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

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

Collingwood which includes heritage architecture
FlightsFlightsHotelsHotels

Collingwood

Collingwood

Top Simcoe County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Laundry Rooms Station Park Kitchener

The Laundry Rooms Station Park Kitchener

2 out of 5
K-W Hospital
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (317 reviews)
Convenient comfortable and in a good neighborhood for amenities. Helpful management not our first stay wont be our last!

Reviewed on Jul. 21, 2025

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
per person
Oct 9 - Oct 14
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
9.2/10 Wonderful! (239 reviews)
I can’t rate this property as we did not stay there. They switched us property because of plumbing issues. For the property that we did stay at, the futon couch was broken and all bended. We put the mattress on the floor so we could use it as a bed. One of the bedrooms was way to tall for a rental property. There was 2 boxsprings and a mattress. The only seating there was, were barstools and bar height flimsy chairs. We had to be in all different rooms when we were at the Condo. The location was good.

Reviewed on Jul. 31, 2025

The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
per person
Oct 20 - Oct 27
found 15 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (396 reviews)
This is our second stay at the Cambridge location and it did not disappoint! The 2 bedroom suite which we got as a VIP perk upgrade was immaculate and fully equipped with everything we needed. The master bedroom was comfortable and we had a pretty view off of the balcony. Love the location, love the building and especially loved the suite! Great value and exceptional hospitality!

Reviewed on Aug. 5, 2025

GLOBALSTAY. Modern Downtown Apartments

GLOBALSTAY. Modern Downtown Apartments

4 out of 5
Downtown Toronto
per person
Oct 9 - Oct 14
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
7.8/10 Good! (280 reviews)
Nice, clean, and fully equipped apartment. There was only one key avaliable for a 3 person reservation.

Reviewed on Jul. 31, 2025

Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.8/10 Exceptional! (490 reviews)
We had a wonderful stay! Yvonne and the entire staff was incredibly responsive and friendly, the room was clean and spacious, and the outdoor seating area was lovely. We also enjoyed the indoor game room too, such a nice touch!

Reviewed on Aug. 4, 2025

Simcoe County Hotel Deals

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 CA $208 per night from Sep 1 to Sep 2
CA $208
CA $256 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,243 reviews)
"We had a nice stay. We got there early and our room wasn't ready, which we expected as it was early, and so we told the gentleman we were going golfing. When we did check in we got vouchers for golf which we would have used had he mentioned it before. Then we got to our room which was very nice and ..."

Reviewed on Aug. 5, 2025

Living Water Resort and Spa
Quality Inn & Conference Centre

Quality Inn & Conference Centre

2.5 out of 5
924 King Street, Midland, ON
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Sep 2 to Sep 3
CA $104
CA $121 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Everything was Amazing .."

Reviewed on Aug. 7, 2025

Quality Inn & Conference Centre
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 CA $125 per night from Sep 8 to Sep 9
CA $125
CA $157 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Good"

Reviewed on Aug. 6, 2025

Living Stone Golf Resort
See all 1,332 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $674. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.