Simcoe County Vacations & Trips from $756

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Your Simcoe County Vacation

Make planning your next big getaway simple with a Simcoe County vacation package. Whether it's the food scene, history or something else entirely that draws you here, our packages will help you experience the best of it. Your trip to Simcoe County wouldn't be complete without spending some time in some of its most popular cities, such as Collingwood, New Tecumseth and Essa. From the moment you book your Simcoe County vacation to when you get back home, Expedia will be with you every step of the way.

Top destinations in Simcoe County

Collingwood which includes heritage architecture
FlightsFlightsHotelsHotels

Collingwood

Collingwood

The Latest Simcoe County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jul 26 - Jul 29
found 17 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.4/10 Exceptional! (339 reviews)
Amazing service and ambience

Reviewed on Jun 25, 2024

GLOBALSTAY. Gorgeous Apartments in the Heart of Toronto

GLOBALSTAY. Gorgeous Apartments in the Heart of Toronto

3.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug 8 - Aug 14
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
8.8/10 Excellent! (499 reviews)
Pretty good, just the check in take so long

Reviewed on Jun 22, 2024

GLOBALSTAY. Maple Leaf Square

GLOBALSTAY. Maple Leaf Square

3.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug 8 - Aug 14
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
7.8/10 Good! (379 reviews)
Positives: The apartment was in a brilliant location for access to the waterfront and the subway. Negatives: Internet would keep dropping if not in main sitting area, apartment was clean and tidy, but could do with some touch up As i only used the apartment to sleep in then would recommend to anyone for the location and ease of access to the city. Would definitely stay there again

Reviewed on Jun 21, 2024

Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
Old Toronto
Save 100% on your flight
per person
Aug 27 - Aug 30
found 22 hours ago
Roundtrip flight included
Newark (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (1,001 reviews)
Great staff and service.. perfect location, good dining.. will definitely return

Reviewed on Jun 15, 2024

Hotel X Toronto by Library Hotel Collection

Hotel X Toronto by Library Hotel Collection

4.5 out of 5
Old Toronto
Save 100% on your flight
per person
Jul 26 - Jul 29
found 17 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.2/10 Wonderful! (1,011 reviews)
Great hotel in downtown Toronto, located with in the exhibition area, but about 30 minute walk to the CN Tower. Well kept rooms, roof top pool and choice of 2 restaurants. The top floor restaurant offering Asian cuisine and a view of the Toronto skyline.

Reviewed on Jun 23, 2024

Simcoe County Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Top Sights
Elmvale Jungle Zoo, Holland Marsh and Wye Marsh Wildlife Centre

Simcoe County Hotel Deals

Days Inn & Suites by Wyndham Collingwood
Days Inn & Suites by Wyndham Collingwood
2.5 out of 5
15 Cambridge Street, Collingwood, ON
Fully refundableReserve now, pay when you stay
The price is $115 per night from Jun 26 to Jun 27
$115
$130 total
includes taxes & fees
Jun 26 - Jun 27
8.8/10 Excellent! (1,174 reviews)
"clean snd quite"

Reviewed on Jun 21, 2024

Days Inn & Suites by Wyndham Collingwood
Days Inn by Wyndham Orillia
Days Inn by Wyndham Orillia
2.5 out of 5
5850 Rama Road, Ramara, ON
The price is $79 per night from Jul 3 to Jul 4
$79
$89 total
includes taxes & fees
Jul 3 - Jul 4
8.6/10 Excellent! (1,163 reviews)
"Across from casino half tye price"

Reviewed on Jun 24, 2024

Days Inn by Wyndham Orillia
Living Water Resort and Spa
Living Water Resort and Spa
3.5 out of 5
9 Harbour Street East, Collingwood, ON
Fully refundableReserve now, pay when you stay
The price is $134 per night from Jul 4 to Jul 5
$134
$160 total
includes taxes & fees
Jul 4 - Jul 5
8/10 Very Good! (1,048 reviews)
"THE HOSPITALITY WAS EXCELLENT, THE GROUNDS WERE WELL KEPT AND THE INDOOR POOL LOVELY."

Reviewed on Jun 24, 2024

Living Water Resort and Spa
See all 1,267 properties in Simcoe County
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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 $756. 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.