Simcoe County Holidays
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- Better togetherSave up to €900 when you book a flight and hotel together*
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Top destinations in Simcoe County
Collingwood
Top Flight + Hotel Deals in Simcoe County
Price found within the past 48 hours. Click for updated prices.
Kimpton Saint George by IHG
Downtown Toronto
€1,400
per person
24 Oct - 30 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Toronto (YYZ)
9.4/10 Exceptional! (1,001 reviews)
Friendly staff, nice quiet room, well located for tourist attractions, interesting neighborhood with restaurants and shops near University of Toronto.
Reviewed on 10 Sept 2026
Town Inn Suites Hotel
Downtown Toronto
€1,015
per person
24 Oct - 29 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Toronto (YYZ)
8.6/10 Excellent! (3,998 reviews)
Very clean, updated room with excellent amenities, we highly enjoyed the Nespresso machine, toiletries and lovely, thick towels. Excellent location as well!
Reviewed on 11 Sept 2026
Willowdale Hotel Toronto North York
North York
€820
per person
24 Oct - 29 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Toronto (YYZ)
8.4/10 Very good! (764 reviews)
Friendly staff. It felt more like a motel or inn than a hotel. Unfortunately, the room was outdated and showed some needs for repairs (e.g.,floor tiles, ceiling, etc.).
Reviewed on 10 Sept 2026
Top hotels in Simcoe County
Living Stone Golf Resort
19 Keith Ave Collingwood ON
Fully refundableReserve now, pay when you stay
€94
22 Sept - 23 Sept
includes taxes & fees
8.2/10 Very good! (1,347 reviews)
"Nnn"
Reviewed on 10 Sept 2026
Days Inn & Suites by Wyndham Collingwood
15 Cambridge Street Collingwood ON
Fully refundableReserve now, pay when you stay
€110
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (1,553 reviews)
"👍"
Reviewed on 11 Sept 2026
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
€80
4 Oct - 5 Oct
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 holiday package cost?
Get ready to book, because a getaway to Simcoe County starts from an affordable €747. When you combine your flights, hotels and more into a holiday 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 holiday 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 holiday?
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 holiday rentals such as oceanfront condos and short-term homes. The list is almost endless!
Can I choose my airline with a Simcoe County Expedia holiday package?
Yes — that's the beauty of an Expedia holiday 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 holiday package?
If your holiday 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 time 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.
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 browsing the exhibits at CFB Borden Military Museum in Essa. While in this family-friendly area, you can savour 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.
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 quaint area.
What to do in Simcoe County
Collingwood: Blue Mountains Brewery Tour with Tastings
€105
per adult
Private Singhampton Caves Hike - Collingwood/Blue Mountain
€53
per adult
Murder Mystery Detective Experience in Orillia ON
€9
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
