Simcoe County Vacations & Trips from ￥265,922
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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Top destinations in Simcoe County
Collingwood
Oro-Medonte
The Latest Simcoe County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Nester Finn West Queen West
Old Toronto
￥356,142
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Toronto (YYZ)
9.4/10 Exceptional! (179 reviews)
Excellent stay. Easy to check in and out. On-site parking was convenient. Clean room. Quiet. Night staff prompt with any requests no matter the time.
Reviewed on Sep 16, 2026
SpringHill Suites by Marriott Toronto Vaughan
￥268,418
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Toronto (YYZ)
9/10 Wonderful! (1,212 reviews)
Room was dated and I could hear every door in the hall opening and closing all night. No sound insulation. Everything else was very standard
Reviewed on Sep 17, 2026
Simcoe County Hotel Deals
Living Stone Golf Resort
19 Keith Ave Collingwood ON
Fully refundableReserve now, pay when you stay
￥12,536
￥15,873 total
Oct 1 - Oct 2
includes taxes & fees
8.2/10 Very Good! (1,358 reviews)
"Room was clean, parking was available. My kids enjoyed their stay."
Reviewed on Sep 17, 2026
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
￥12,231
￥14,236 total
Oct 18 - Oct 19
includes taxes & fees
Living Water Resort and Spa
9 Harbour Street East Collingwood ON
￥21,731
￥26,828 total
Sep 20 - Sep 21
includes taxes & fees
8.4/10 Very Good! (1,580 reviews)
"Front desk was unhelpful at times and provided incorrect information."
Reviewed on Sep 16, 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 ￥265,922. 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 Wasaga Beach and Toronto
￥1,035
per traveler
Privately Curated Introduction to Wellness and Biohacking
￥34,539
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
