Simcoe County Vacations & Trips
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Simcoe County Hotel Deals
Days Inn & Suites by Wyndham Collingwood
15 Cambridge Street Collingwood ON
Fully refundableReserve now, pay when you stay
₩137,495
₩161,584 total
Aug 30 - Aug 31
includes taxes & fees
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
₩127,309
₩148,174 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Great place and very friendly staff!"
Reviewed on Aug 6, 2026
Living Stone Golf Resort
19 Keith Ave Collingwood ON
Fully refundableReserve now, pay when you stay
₩121,252
₩152,896 total
Aug 18 - Aug 19
includes taxes & fees
8.2/10 Very Good! (1,298 reviews)
"The rooms are clean, newly renovated and have a balcony, close to grocery stores and the Blue Mountains."
Reviewed on Aug 6, 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 . 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.
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.
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.
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 family-friendly area, you can savor the top-notch restaurants.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
