Simcoe County Vacations & Trips from $506
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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
Tiny
Wasaga Beach
Midland
Oro-Medonte
Severn
Ramara
The Latest Simcoe County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sterling Inn & Spa - an Ontario's Finest Inn
Clifton Hill
$506
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (2,495 reviews)
The room had a mold smell to it and the air conditioner unit was very close in/near the room. Very loud!
Reviewed on Sep 19, 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
$90 nightly
$105 total
Sep 27 - Sep 28
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
$79 nightly
$89 total
Oct 18 - Oct 19
Total with taxes and fees
8.8/10 Excellent! (1,010 reviews)
"Perfect situation especially for a family with the ability to make snacks, swim and play to keep them busy. A little outdated the rooms but still in good shape"
Reviewed on Sep 19, 2026
Living Water Resort and Spa
9 Harbour Street East Collingwood ON
$146 nightly
$172 total
Sep 20 - Sep 21
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
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
$6
per traveler
Private 4 Day Algonquin Park Backcountry Canoe Trip
$1,025
per adult
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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.
