Hillsdale Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Hillsdale Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Touchstone Resort
CA $1,207
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Muskoka (YQA)
8.6/10 Excellent! (457 reviews)
I loved the location , I stayed in one of the beachouses and sat with a fire ( really loved that option avaiy), I only wish the spa stayed open past 5:00pm since check in is later than most hotels doesn’t really give enough time to attend the spa
Reviewed on Oct 16, 2026
Ready to book your vacation to Hillsdale?
Hillsdale Hotel Deals
Monte Carlo Inn Barrie Suites
81 Hart Dr Barrie ON
Fully refundableReserve now, pay when you stay
CA $94
CA $113 total
Nov 16 - Nov 17
includes taxes & fees
Carriage Ridge Resort, an Ascend Collection Resort
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
CA $115
CA $134 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (1,037 reviews)
"The property was wonderful"
Reviewed on Oct 17, 2026
Super 8 by Wyndham Barrie South
441 Bryne Drive Barrie ON
Fully refundableReserve now, pay when you stay
CA $93
CA $111 total
Oct 25 - Oct 26
includes taxes & fees
7.8/10 Good! (1,508 reviews)
"Good hotel, had everything for a short stay, nice, quiet room, good breakfast and helpful staff. Will stay again as needed."
Reviewed on Oct 17, 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.
What to do in Hillsdale
Toronto–Wasaga Beach Self-Guided Smartphone Audio Driving Tour
CA $9
per traveller
Frequently asked questions
How much does a Hillsdale vacation package cost?
Offering excellent value package deals from CA $866 on Expedia, you'll be thrilled with how little a vacation to Hillsdale costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Hillsdale?
You're likely to find reduced prices and greater availability in January, February and April. Take a look at our cheap Hillsdale vacation packages and you could get some great off-season discounts.
How many days is enough for Hillsdale?
The ideal duration of your Hillsdale vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to hit all the major attractions and discover some hidden treasures along the way.
How to find the best Hillsdale package deals?
Landing a cheap Hillsdale package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Hillsdale package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Hillsdale vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights separately. Better still, you can tailor your Hillsdale escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
How to plan a trip to Hillsdale?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Hillsdale.
- Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and flights. Your accommodations will probably be the largest expense during your trip to Hillsdale.
- Decide how long to go away for: Now that you're more familiar with Hillsdale, you can figure out the ideal length of your vacation. Pull together a draft plan and allocate enough time to cover everything you want to see.
- Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the right Hillsdale vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
