Hillsdale Holidays

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Hillsdale Holiday

Our pick of the best 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 NZ$176 per night from 17 Aug to 18 Aug
NZ$176
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (2,131 reviews)
"Very impressed with the stay for the price. Very spacious, renovated room. The room, bathroom and pool are very clean."

Reviewed on 18 Jul. 2025

Monte Carlo Inn Barrie Suites
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 NZ$128 per night from 17 Aug to 18 Aug
NZ$128
17 Aug - 18 Aug
includes taxes & fees
7.6/10 Good! (1,607 reviews)
"Wonderful stay. Large clean room and comfortable beds."

Reviewed on 20 Jul. 2025

Travelodge by Wyndham Barrie
Carriage Ridge Resort, Ascend Hotel Collection

Carriage Ridge Resort, Ascend Hotel Collection

2.5 out of 5
3303 Line 3 N, Oro-Medonte, ON
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 27 July to 28 July
NZ$178
27 July - 28 July
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Nature nearby and delightful"

Reviewed on 19 Jul. 2025

Carriage Ridge Resort, Ascend Hotel Collection
See all 971 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.

Discover the most popular places to visit in Hillsdale

Snow Valley Ski Resort

Hit the slopes in Springwater with a visit to Snow Valley Ski Resort. While in this family-friendly area, you can savour the top-notch restaurants.

Snow Valley Ski Resort

Barrie Community Sports Complex

After visiting Barrie Community Sports Complex, make a plan to see the other sights and activities in Springwater. While in this family-friendly area, you can savour the top-notch restaurants.

Barrie Community Sports Complex

Frequently asked questions

How much does a Hillsdale holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Hillsdale costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Hillsdale?
You're likely to find reduced prices and greater availability in January, February and April. Browse our cheap Hillsdale holiday packages and you could land some excellent off-season deals.
How many days is enough for Hillsdale?
With a well-organised itinerary, you can easily hit the main Hillsdale sights in a few days. But if you want to discover lesser-known spots or take day trips, consider booking your Hillsdale holiday for longer.
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 holiday as a package?
An Expedia holiday 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 holiday 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.
How to plan a trip to Hillsdale?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Hillsdale.
  2. Set your budget: Consider expenses like flights, food and transportation when working out how much to save for your trip to Hillsdale. Then, pick a property that works with your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Work out your trip length: Think about how long you want to spend discovering Hillsdale. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your airfare and accommodation: After you've settled on your dates and duration, book the right Hillsdale holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.