Hillsdale Vacation Packages
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Top Hillsdale vacation deals
Price found within the past 48 hours. Click for updated prices.
- Sandman Hotel Hamilton
Sept 17 - Sept 21Sandman Hotel Hamilton + Flight
Lakeley4 nights3.5 star property8.8/10 - Excellent (1,833 reviews)"Loved our stay, staff went above and beyond during check in. Room was lovely. Pool was gorgeous, though small (which only mattered because there were many people using it at the time - perhaps the Hotel can extend the open hours by 1 or 2 hours later into the evening?)"Reviewed July 17, 2026Roundtrip • Winnipeg (YWG) - Toronto (YYZ)YWG - YYZ • 1 stop YYZ - YWG • NonstopCA $931CA $642found 0 hours agoper traveller - The Waterside Inn
Sept 23 - Sept 28The Waterside Inn + Flight
Port Credit5 nights3.5 star property8.6/10 - Excellent (1,022 reviews)"Room and location are wonderful. We had a 2 bedroom unit for 5 people. Would stay again based on those 2 things. There were 2 coffee pods supplied. I asked for more. They gave me 1 more at the front desk and said they’d send more to the room. This did not happen. Smoke detector outside room screamed for 2 hours. Calls to the desk did not result in a fix or reassurance. Staff in general appeared disinterested at best."Reviewed July 17, 2026Roundtrip • Halifax (YHZ) - Toronto (YYZ)YHZ - YHM • 1 stop YHM - YHZ • 1 stopCA $1,242CA $766found 1 day agoper traveller - 1 Hotel Toronto
Aug 27 - Sept 11 Hotel Toronto + Flight
Downtown Toronto4 nights5.0 star property9.6/10 - Exceptional (764 reviews)Roundtrip • Edmonton (YEG) - Toronto (YYZ)YEG - YKF • Nonstop YHM - YEG • 1 stopCA $2,868CA $1,854found 1 day agoper traveller - Modern Lillian Street Condos Midtown Toronto
Sept 23 - Sept 28Modern Lillian Street Condos Midtown Toronto + Flight
Old Toronto5 nights4.0 star property8.4/10 - Very good (303 reviews)"I’ve completed escape rooms that were easier than getting access …. It was to the point where my wife and I were thinking we got scammed. Thankfully security shared a cell number where we could reach someone from the company, but even after that there were multiple hoops to jump through and issues sending the wrong information."Reviewed June 26, 2026Roundtrip • Halifax (YHZ) - Toronto (YYZ)YHZ - YHM • 1 stop YHM - YHZ • 1 stopCA $1,497CA $1,031found 1 day agoper traveller - Kent Motel Niagara on the Lake
Sept 4 - Sept 8Kent Motel Niagara on the Lake + Flight
Queenston4 nights2.5 star property9.6/10 - Exceptional (337 reviews)"Our second visit to Kent Motel. We booked three nights, and had a queen bed and sitting area on the second floor. The property is even better this time than a couple years ago. Our room was roomy, very clean and comfortable. Great little spot half way between Niagara on the Lake and Niagara Falls. Quiet. Staff very accommodating. There is a secure shed for bicycle lockup which was important to us. A guest pantry offers free ice, water for water bottle, coffee, tea and a toaster. There..."Reviewed July 16, 2026Roundtrip • Halifax (YHZ) - Toronto (YYZ)YHZ - YYZ • Nonstop YYZ - YHZ • NonstopCA $1,546CA $1,119found 1 day agoper traveller
What to do in Hillsdale
Smartphone Audio Driving Tour between Wasaga Beach and Toronto
CA $9
per traveller
0% of travellers recommend
Hillsdale Hotel Deals
Carriage Ridge Resort, an Ascend Collection Resort
Carriage Ridge Resort, an Ascend Collection Resort2.5 star property
7.7 km from Hillsdale
9.0 out of 10, Wonderful, (1,003 reviews)
9.0/10
Wonderful
(1,003 reviews)
The price is CA $139
CA $139
CA $162 total
includes taxes & fees
Aug 16 - Aug 17
9.0 out of 10, Wonderful, (1,002 reviews)
9.0/10
Wonderful
(1,002 reviews)
"This place is exceptionally clean! The staff are helpful and friendly. They even upgraded our room to a larger room at no extra cost to accommodate our bikes as we were on a backpacking bike trip."
The price is CA $135
CA $135
CA $159 total
includes taxes & fees
Jul 19 - Jul 20
7.8 out of 10, Good, (2,211 reviews)
7.8/10
Good
(2,211 reviews)
The price is CA $81
CA $81
CA $97 total
includes taxes & fees
Aug 16 - Aug 17
8.2 out of 10, Very good, (1,000 reviews)
8.2/10
Very good
(1,000 reviews)
"A very nice room but the finish on the bathtub was starting to come off so it didn't look clean and the water may have made the rust spots down near the drain. The edges of the desk had becomes sticky you to the tape that had been adhered to all of the corners possibly to avoid scratching. It was clean but it didn't feel clean. Beds were incredibly comfortable and the staff went above and beyond."
The price is CA $111
CA $111
CA $131 total
includes taxes & fees
Aug 9 - Aug 10
8.0 out of 10, Very good, (2,801 reviews)
8.0/10
Very good
(2,801 reviews)
The price is CA $111
CA $111
CA $133 total
includes taxes & fees
Jul 30 - Jul 31
8.2 out of 10, Very good, (1,003 reviews)
8.2/10
Very good
(1,003 reviews)
"6/10"
The price is CA $119
CA $119
CA $140 total
includes taxes & fees
Aug 9 - Aug 10
8.6 out of 10, Excellent, (55 reviews)
8.6/10
Excellent
(55 reviews)
"The positives: Clean bed, linens and overall general upkeep was good.
The negatives: Some standard items that I would have expected were missing. There was no full length mirror in the room to double check your outfit before heading out. I also didn't an ironing board or iron but this might be available at the front desk, I didn't ask as I didn't need it. There was no coffee maker or kettle in the room. 2 bottles of water were provided and a mini fridge. The staff mentioned there was a Tims...
The price is CA $110
CA $110
CA $124 total
includes taxes & fees
Aug 3 - Aug 4
9.4 out of 10, Exceptional, (593 reviews)
9.4/10
Exceptional
(593 reviews)
"Very clean hotel. Excellent breakfast."
The price is CA $161
CA $161
CA $189 total
includes taxes & fees
Aug 9 - Aug 10
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.
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.
Frequently Asked Questions
How much does a Hillsdale vacation package cost?
Offering excellent value package deals from CA $642 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.