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
Wasaga Beach
Midland
Tiny
Severn
Innisfil
Oro-Medonte
Ramara
Top Simcoe County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Modern Downtown Apartments
Downtown Toronto
CA $867
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.2/10 Very good! (618 reviews)
Do not stay here! Upon arrival we were told at the reception that they did not have a confirmation. We were given a phone number to call and could not get anyone to answer. A chatbot kept sending me a link they did not work. Eventually i left and had to pay for hotel rooms at another “location. I work in the travel industry and have never had such a horrible experience
Reviewed on Oct 2, 2026
1 Hotel Toronto
Downtown Toronto
CA $1,436
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
We had an absolutely perfect stay! From the moment we arrived, everything was exceptional. The hotel was beautiful, clean, comfortable, and had a great atmosphere. The staff were incredibly friendly, welcoming, and helpful throughout our entire stay. Our room was spotless, comfortable, and had everything we needed. The location was also fantastic, making it easy to get around and enjoy everything nearby. What really stood out was the attention to detail and the overall experience. Everything felt well taken care of, and we genuinely didn’t want to leave. We would absolutely stay here again and highly recommend this hotel to anyone looking for a wonderful experience.
Reviewed on Oct 5, 2026
The Waterside Inn
Port Credit
CA $934
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
8.6/10 Excellent! (1,132 reviews)
The apartment was well-conditioned. There was a washing machine and dryer that were easily accessible to use.
Heading to the apartment would be a challenge for those with issues accessing the stairs, but the steps were good to use.
Reviewed on Oct 5, 2026
Simcoe County Hotel Deals
Living Stone Golf Resort
19 Keith Ave Collingwood ON
Fully refundableReserve now, pay when you stay
CA $118
CA $148 total
Nov 5 - Nov 6
includes taxes & fees
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
CA $95
CA $111 total
Nov 1 - Nov 2
includes taxes & fees
Living Water Resort and Spa
9 Harbour Street East Collingwood ON
CA $221
CA $271 total
Nov 1 - Nov 2
includes taxes & fees
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 $867. 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
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.
Horseshoe Valley
8.8/10 (352 reviews)
Hit the slopes in Oro-Medonte with a visit to Horseshoe Valley. Attend a sporting event in this family-friendly area, or seek out the adventure tours.
Photo by Evan Davis
Mount St. Louis Moonstone
8.4/10 (157 reviews)
Hit the slopes in Oro-Medonte with a visit to Mount St. Louis Moonstone. While in this family-friendly area, find time to visit its casinos.
Wasaga Beach Provincial Park
8.8/10 (445 reviews)
Explore hiking trails, relax on one of the world’s longest freshwater beaches and visit a historic site at this picturesque park.
Snow Valley Ski Resort
8.6/10 (199 reviews)
Hit the slopes in Springwater with a visit to Snow Valley Ski Resort. While in this family-friendly area, you can savor the top-notch restaurants.
Nottawasaga Inn Resort Golf Club
8.0/10 (48 reviews)
Enjoy a round of golf in New Tecumseth at Nottawasaga Inn Resort Golf Club. Make time to visit the casinos and spas while you're in the area.
CFB Borden Military Museum
8.2/10 (19 reviews)
You can spend an afternoon exploring the galleries in CFB Borden Military Museum during your travels in Essa. While in this family-friendly area, you can savor the top-notch restaurants.
Vettä Nordic Spa
You can take time to visit Vettä Nordic Spa during your travels to Oro-Medonte. You can seek out the ski slopes and golf courses in this relaxing area.
What to do in Simcoe County
Smartphone Audio Driving Tour between Collingwood and Toronto
CA $9
per traveller
Toronto–Wasaga Beach Self-Guided Smartphone Audio Driving Tour
CA $9
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
