Simcoe County Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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.
Modern Downtown Apartments
Downtown Toronto
CA $969
per person
Nov 6 - Nov 11
found 14 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.2/10 Very good! (602 reviews)
Elevators were terrible. The pull out couch was broken so we had 2 kids that slept on the floor. Location and View was great but glad we only stayed one night.
Reviewed on Aug 24, 2026
Sterling Inn & Spa - an Ontario's Finest Inn
Clifton Hill
CA $871
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (2,508 reviews)
Second year in a row we were upgraded on our Anniversary. Much appreciated. Hopefully see you next year!
Good breakfast 🍳
Reviewed on Aug 29, 2026
Simcoe County Hotel Deals
Days Inn & Suites by Wyndham Collingwood
15 Cambridge Street Collingwood ON
Fully refundableReserve now, pay when you stay
CA $161
CA $189 total
Sep 20 - Sep 21
includes taxes & fees
Living Stone Golf Resort
19 Keith Ave Collingwood ON
Fully refundableReserve now, pay when you stay
CA $126
CA $158 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very good! (1,332 reviews)
"The property and room were fine. The hottub was not. After long hours of traveling I thought I’d go in. I found 2 diapered children, one about 2 the other an infant, in a mesh bottom tube floating with their families. First it is a Safety Hazard as children become over heated rapidly and cannot regulate ..."
Reviewed on Aug 28, 2026
Quality Inn & Conference Centre
924 King Street Midland ON
Fully refundable
CA $99
CA $116 total
Sep 7 - Sep 8
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 $629. 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.
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 $8
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.