Hillsdale Vacation Packages
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Top Hillsdale Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,886, price is now CA $1,182 per person
CA $1,182
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Everything was amazing from the staff to the amenities, the view and the cleanliness! I will definitely be booking again!
Reviewed on Apr 20, 2026
The Wade
Downtown Chicago
Price was CA $2,345, price is now CA $1,344 per person
CA $1,344
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.4/10 Very Good! (1,791 reviews)
I had a short stay, but it was truly a great experience. I only stayed for one night, and from the moment I arrived, the service was friendly and efficient. The room was clean, comfortable, and well-maintained—perfect for getting a good night’s rest.
The next morning, the breakfast was definitely the highlight of my stay. Everything was fresh, delicious, and well-prepared. It was the perfect way to end my visit on a high note.
I would definitely come back and highly recommend this hotel.
Reviewed on Apr 20, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $3,116, price is now CA $1,894 per person
CA $1,894
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
No restaurant or available food after 10pm.
Reviewed on Apr 21, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $2,699, price is now CA $1,752 per person
CA $1,752
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,417 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026
Hillsdale Hotel Deals
La Quinta Inn by Wyndham Davenport & Conference Center
3330 E Kimberly Rd Davenport IA
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from Apr 27 to Apr 28
CA $87
CA $98 total
Apr 27 - Apr 28
includes taxes & fees
7.2/10 Good! (1,006 reviews)
Room was pretty clean, top sheet over the comforter needs to be thrown out. It was very stained. Bathroom only offered shampoo and the shower faucet needed to come with instructions. Twist left, then jimmy and shake to the right while pulling out. 😉 It was a nice stay for a quick cheap hotel.
Reviewed on Apr 14, 2026
Wyndham Moline on John Deere Commons
1415 River Dr Moline IL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Apr 26 to Apr 27
CA $132
CA $150 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (1,236 reviews)
Our stay was nice. The front desk person was kind, patient and knowledgeable despite being interrupted by several young people staying at the hotel (in town for a tournament). We have always had good experiences at this hotel. We have stayed here at least 10 times.
Reviewed on Apr 21, 2026
DoubleTree by Hilton Davenport
111 E 2nd St Davenport IA
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from May 10 to May 11
CA $137
CA $153 total
May 10 - May 11
includes taxes & fees
7.8/10 Good! (1,006 reviews)
I stayed form Thursday to Sunday checked out at 11:30 and realized about 5:30pm that I have left my pearl necklace hanging on a clothes pin attached to the lamp shad next to the bed. went back to get my real pearls that are a family heirloom was taken into room 317 where I stayed and Shay asked the ...
Reviewed on Apr 21, 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.
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