Hillsdale Trips (flight + hotel)

    deals illustration

    Better together

    Save up to P 3,118 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Hillsdale

Monte Carlo Inn Barrie Suites
Monte Carlo Inn Barrie Suites
3 out of 5
81 Hart Dr, Barrie, ON
The price is P4,534 per night from Jul 27 to Jul 28
P4,534
P5,431 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (2,116 reviews)
"‘"

Reviewed on Jul 11, 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 P3,762 per night from Jul 29 to Jul 30
P3,762
P4,507 total
Jul 29 - Jul 30
includes taxes & fees
7.6/10 Good! (1,568 reviews)
"Great staff great breakfast"

Reviewed on Jul 12, 2025

Travelodge by Wyndham Barrie
Quality Inn & Conference Centre
Quality Inn & Conference Centre
2.5 out of 5
924 King Street, Midland, ON
Fully refundableReserve now, pay when you stay
The price is P4,456 per night from Jul 21 to Jul 22
P4,456
P5,211 total
Jul 21 - Jul 22
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Mini vacation
"My stay was amazing, a great mini vacation close to home. Took advantage of the hot tub and pool and was able to get a great nights sleep in the wonderfully air-conditioned room and super soft confortable king size bed. My husband and i have already booked another stay."

Reviewed on Jul 6, 2025

Quality Inn & Conference Centre
See all 964 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.

What to do in Hillsdale

Smartphone Audio Driving Tour between Bracebridge & Toronto

Smartphone Audio Driving Tour between Bracebridge & Toronto

P373
per traveler
Smartphone Audio Driving Tour between Bracebridge & Toronto
Smartphone Audio Driving Tour between Wasaga Beach and Toronto

Smartphone Audio Driving Tour between Wasaga Beach and Toronto

P373
per traveler
Smartphone Audio Driving Tour between Wasaga Beach and Toronto
Smartphone Audio Driving Tour between Parry Sound & Toronto

Smartphone Audio Driving Tour between Parry Sound & Toronto

P373
per traveler
100% of travellers recommend
Smartphone Audio Driving Tour between Parry Sound & Toronto
See all activities in Hillsdale

Frequently asked questions

How much does a Hillsdale vacation package cost?
You can grab a vacation package to this top destination 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're likely to find reduced prices and greater availability in January, February and April. Browse our cheap Hillsdale vacation packages and you could land some excellent off-season deals.
How many days is enough for Hillsdale?
With a well-organized 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 vacation 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 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.
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 accommodations: After you've settled on your 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.