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
Tiny
Midland
Innisfil
Oro-Medonte
Severn
Ramara
Top Simcoe County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
1 Hotel Toronto
Downtown Toronto
CA $2,012
per person
Oct 26 - Oct 31
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (780 reviews)
This property was beautiful, gorgeous design, clean and well-maintained. There were thoughtful details throughout and a wonderful staff.
Reviewed on Aug 18, 2026
Town Inn Suites Hotel
Downtown Toronto
CA $1,415
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (3,870 reviews)
This hotel is really well located near the Village in Toronto. Transit is very close, as are good cafes, bars and restaurants. That's all great.
My room was very large and the bed was comfortable.
The bathroom was updated and spotless and the shower was incredible.
But the place feels shabby. Damage on the plaster walls. Old blinds that don't open very well with parts falling out of the wall. Etc.
It was a decent price for the location, however and for two nights it was fine.
Reviewed on Aug 20, 2026
The Brick Hotel
Old Toronto
CA $3,365
per person
Oct 9 - Oct 19
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
10/10 Exceptional! (12 reviews)
Rooms are clean and family friendly, staff are very friendly and helpful. Would recommend to anyone traveling with kids.
Reviewed on Aug 20, 2026
Simcoe County Hotel Deals
Living Stone Golf Resort
19 Keith Ave Collingwood ON
Fully refundableReserve now, pay when you stay
CA $129
CA $162 total
Aug 30 - Aug 31
includes taxes & fees
8.2/10 Very good! (1,326 reviews)
"The rooms are dated. The water n the pool was cloudy so I didn’t use it."
Reviewed on Aug 20, 2026
Days Inn & Suites by Wyndham Collingwood
15 Cambridge Street Collingwood ON
Fully refundableReserve now, pay when you stay
CA $146
CA $171 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,532 reviews)
"Very nice hotel and a great city!"
Reviewed on Aug 20, 2026
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
CA $121
CA $140 total
Sep 13 - Sep 14
includes taxes & fees
8.8/10 Excellent! (1,026 reviews)
"Nice size rooms."
Reviewed on Aug 20, 2026
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 $695. 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 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.
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.
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.
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.
Sunset Point Park
8.8/10 (706 reviews)
Relax on a rocky beach, explore scenic walking trails and watch windsurfers ride the waves of Georgian Bay.
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.
Cranberry Resort Golf Course
7.8/10 (310 reviews)
Play a round of golf at Cranberry Resort Golf Course and enjoy other activities in Collingwood such as skiing. Discover the mountain views in this romantic 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 relaxing area, you can savor the top-notch restaurants.
What to do in Simcoe County
Smartphone Audio Driving Tour between Wasaga Beach and Toronto
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.
