Hillsdale Vacation Packages

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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.

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Hillsdale Hotel Deals

Monte Carlo Inn Barrie Suites

Monte Carlo Inn Barrie Suites

3 out of 5
81 Hart Dr Barrie ON
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Dec 16 to Dec 17
CA $100
CA $120 total
Dec 16 - Dec 17
includes taxes & fees
8/10 Very good! (3,119 reviews)
"I like Monte Carlo hotels anywhere I go but may I say that the Barrie one was fine but the one in Vaughn Ontario is much better … the Barrie site requires updating and upgrading … also may we have at least 3 bath towels and 2 coffee pods for 2 people … also … Vaughn had everything I asked for … as ..."

Reviewed on Nov 15, 2026

Monte Carlo Inn Barrie Suites
Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

2.5 out of 5
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Nov 22 to Nov 23
CA $118
CA $138 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (1,070 reviews)
"Clean, comfortable beds. Friendly staff. Great location to Vetta Spa"

Reviewed on Nov 14, 2026

Carriage Ridge Resort, an Ascend Collection Resort
Travelodge by Wyndham Barrie

Travelodge by Wyndham Barrie

2 out of 5
300 Bayfield St Barrie ON
Fully refundableReserve now, pay when you stay
The price is CA $81 per night from Dec 1 to Dec 2
CA $81
CA $97 total
Dec 1 - Dec 2
includes taxes & fees
7.8/10 Good! (2,347 reviews)
"It was okay, the room was clean and its walking distance to a few places to eat"

Reviewed on Nov 15, 2026

Travelodge by Wyndham Barrie
See all 856 properties in Hillsdale
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.
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What to do in Hillsdale

Toronto–Wasaga Beach Self-Guided Smartphone Audio Driving Tour

Toronto–Wasaga Beach Self-Guided Smartphone Audio Driving Tour

CA $9
per traveller
Toronto–Wasaga Beach Self-Guided Smartphone Audio Driving Tour
See all activities in Hillsdale

Frequently asked questions

How much does a Hillsdale vacation package cost?
Offering excellent value package deals 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.