Simcoe County Vacation Packages

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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.
Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
per person
Oct 27 - Oct 31
found 24 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.8/10 Exceptional! (490 reviews)
The attention to detail at the property was excellent. The grounds were peaceful. The breakfast was phenomenal. The room was lacking. Not worth the money for the room itself. We couldn't get a good night's sleep. It was definitely a very small space. We felt claustrophobic. We paid for a room with Queen bed (per Expedia description) and got a double instead that you could barely walk around in. Tiny room.. I would be open to their other options, but would never consider room #6 again. Everything else was great.

Reviewed on Aug. 12, 2025

Waterfront Majesty Enclaves

Waterfront Majesty Enclaves

3 out of 5
Downtown Toronto
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
6.8/10 (118 reviews)
Overall rooms are fine it was relatively clean but in need of upgrades. The location is so ideal I wish that they were able to put more time and thought into the rooms and ammeities as there was a lack of kitchen supplies.

Reviewed on Jul. 30, 2025

Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9/10 Wonderful! (299 reviews)
The property is large, quiet and nice. Free parking is a great perk, the staff is super friendly, and the continental breakfast is good. A cute little turn-down plate with brownies, cookies and an apple. Loved having the smart TV, bed is comfortable, and darkening curtains would be nice. Across the road is a nice brewery to walk to. I know they are still adding, an outdoor pool would be nice,

Reviewed on Aug. 11, 2025

Clonmel Castle

Clonmel Castle

3.5 out of 5
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Hamilton (YHM)
9.2/10 Wonderful! (94 reviews)
We loved it 6here, very chic!! Food was awesome 👌 Beautiful room and people there treated us like family. Would recommend this place to my friend's and family!!

Reviewed on Aug. 7, 2025

Yorkville Modern 1 Bedroom Suite Toronto

Yorkville Modern 1 Bedroom Suite Toronto

3.5 out of 5
Old Toronto
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
7.6/10 Good! (10 reviews)
It was very convenient and comfortable,

Reviewed on Apr. 27, 2024

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! (1,261 reviews)
"Pool hours was restricted. Needs to make reservations."

Reviewed on Aug. 13, 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! (1,002 reviews)
"Great eating area and swimming pool."

Reviewed on Aug. 12, 2025

Quality Inn & Conference Centre
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 CA $131 per night from Aug 20 to Aug 21
CA $131
CA $148 total
Aug 20 - Aug 21
includes taxes & fees
8.6/10 Excellent! (1,633 reviews)
"Great"

Reviewed on Aug. 13, 2025

Days Inn by Wyndham Orillia
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.
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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 $568. 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.