Hillsdale Vacations from $958
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Your Hillsdale Vacation
History, cuisine, art and more … There's a whole lot to discover with a Hillsdale vacation package. And with the ability to customize your city break, it's guaranteed to be one that's memorable. Any trip to Hillsdale has to include a little sightseeing. Elmvale Jungle Zoo is a great place to start your exploring. Expedia can help you escape your daily routine. Tailor your vacation to Hillsdale to suit your style of travel, whatever that may be.
The Latest Hillsdale vacation packages
Price found within the past 48 hours. Click for updated prices.
Touchstone Resort
$1,010
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Muskoka (YQA)
8.6/10 Excellent! (454 reviews)
The view from the terrace was stunning. Full kitchen in unit was modern and very clean. Large terrace. Infinity pool was warm.
Reviewed on Sep 30, 2026
What to do in Hillsdale
Toronto–Wasaga Beach Self-Guided Smartphone Audio Driving Tour
$6
per traveler
Hillsdale Hotel Deals
Monte Carlo Inn Barrie Suites
81 Hart Dr Barrie ON
Fully refundableReserve now, pay when you stay
$63 nightly
$75 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (3,031 reviews)
"Big room"
Reviewed on Sep 30, 2026
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
$80 nightly
$90 total
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
"Very nice quiet room. King bed was awesome to sleep on. Would def stay again"
Reviewed on Sep 29, 2026
Travelodge by Wyndham Barrie
300 Bayfield St Barrie ON
Fully refundableReserve now, pay when you stay
$57 nightly
$68 total
Oct 18 - Oct 19
Total with taxes and fees
7.8/10 Good! (2,290 reviews)
"🚽"
Reviewed on Sep 29, 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.
Find the Best Hillsdale Vacation Packages
Hillsdale Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Top Sights | Elmvale Jungle Zoo, Snow Valley Ski Resort and Simcoe County Museum |
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Frequently asked questions
How much does a Hillsdale vacation package cost?
You can grab a vacation package to this top destination from $958 on Expedia. However, how much your vacation to Hillsdale costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Hillsdale?
You can usually find lower prices and greater availability in December, January and February. Explore our cheap Hillsdale vacation packages and you could score some great off-season discounts.
How many days is enough for Hillsdale?
Generally, a handful of days is enough to check out the major attractions during your Hillsdale vacation. However, if you'd like to have some time to chill out or go on day trips, think about extending your itinerary.
How to find the best Hillsdale package deals?
Start your search for a Hillsdale package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Hillsdale package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hillsdale adventure off to a flying start.
Is it cheaper to book a Hillsdale vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Hillsdale getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Hillsdale?
Enjoy incredible discounts by booking your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Hillsdale escape.
Does Expedia offer Book Now, Pay Later Hillsdale vacation packages?
Jet off on your dream getaway to Hillsdale with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next paycheck — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
