Simcoe County Vacations & Trips from $421
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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 destinations in Simcoe County
Collingwood
The Latest Simcoe County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
1 Hotel Toronto
Downtown Toronto
Price was $1,307, price is now $863 per person
$863
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (851 reviews)
Beautiful decor and delicious food. We had a wonderful time.
Reviewed on Nov 1, 2026
Cabbagetown Inn
Downtown Toronto
Save 100% on your flight
Price was $866, price is now $600 per person
$600
per person
Dec 25 - Dec 30
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
8.6/10 Excellent! (104 reviews)
Super clean, and fantastic location to explore the city on foot. Also easy access to the Streetcars, and grocery stores.
Communication could have been better - several messages on platform have gone unanswered - but the staff on site were super helpful.
Room (203) was finished to a fairly high standard, although if you are a light sleeper you may benefit from some ear plugs as you face onto fairly busy road, and the dividing wall/ filled door to the next room is pretty thin.
Some fantastic eateries around - Mikaku around the corner was a standout (approx 3 min walk), and Bisou French cafe (approx 5 min walk) had some incredible pastries.
Reviewed on Oct 30, 2026
Hotel Riu Plaza Toronto
Downtown Toronto
Price was $797, price is now $585 per person
$585
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (5,143 reviews)
Great location
Clean
Friendly staff
Good breakfast, with a wide variety of food
Reviewed on Nov 1, 2026
Find the Best Simcoe County Vacation Packages
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
Living Stone Golf Resort
19 Keith Ave Collingwood ON
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $121 total per night from Nov 30 to Dec 1
$121 total
Nov 30 - Dec 1
Total with taxes and fees
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Nov 8 to Nov 9
$96 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (1,055 reviews)
"Place was great. Enjoyed the fire pit. Good spot for a hockey tournament."
Reviewed on Oct 31, 2026
Living Water Resort and Spa
9 Harbour Street East Collingwood ON
$134 nightly
The price is $157 total per night from Nov 2 to Nov 3
$157 total
Nov 2 - Nov 3
Total with taxes and 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.
Stay near popular Simcoe County attractions
What to do in Simcoe County
Toronto–Collingwood Self-Guided Smartphone Audio Driving Tour
$6
per traveler
Toronto–Wasaga Beach Self-Guided Smartphone Audio Driving Tour
$6
per traveler
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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.
