
Kingston Vacation Packages
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Top Kingston Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Omni Chicago Hotel
Downtown Chicago
Price was CA $1,342, price is now CA $981 per person
CA $981
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,784 reviews)
Booked a room - got a suite! Enjoyed the extra space. A separate living room for watching TV or working at a desk. Staff at the hotel was very helpful. Enjoyed the breakfast too.
Reviewed on Jun 3, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,269, price is now CA $1,498 per person
CA $1,498
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026

Swissotel - Chicago
Downtown Chicago
Price was CA $1,690, price is now CA $1,156 per person
CA $1,156
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,352 reviews)
Location is closer to
Navy pier. Not a lot of nice food options around.
Reviewed on Jun 3, 2026

The Emily Hotel
Downtown Chicago
Price was CA $1,843, price is now CA $1,268 per person
CA $1,268
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Convenient location and easy building to deal with. Parking was a little expensive.
Reviewed on Jun 2, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,739, price is now CA $1,236 per person
CA $1,236
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
The room itself was excellent — 9/10. The view was amazing, the bed was very comfortable, and the room was spacious and well-designed.
However, for the price and for a hotel that markets itself as a 4-star property, many amenities were disappointing.
First, the coffee machine in the room was very low quality, more comparable to what you would typically find at a Comfort Inn. There were also no bathrobes or hotel slippers provided, which I would expect at this price point.
The lobby was surprisingly small and not particularly inviting. It felt dark and lacked the atmosphere you would expect from a higher-end hotel.
The hotel only has one restaurant, and unfortunately the food quality was below average.
Another disappointment was the rooftop. The hotel advertises rooftop access, but the rooftop is not actually owned or operated by the hotel. During our stay, it was closed for a private event, making it unavailable to guests.
To make matters worse, on the day we checked out, the elevator was out of service, so we had to carry our luggage down the stairs ourselves.
Overall, I would rate the room 9/10, but the amenities, dining, and overall hotel experience only 2/10.
Because the room and view were truly outstanding, I would give the hotel an overall rating of 7/10. Without the exceptional room and view, my rating would have been significantly lower.
Reviewed on Jun 2, 2026
Kingston Hotel Deals

Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Jun 7 to Jun 8
CA $118
CA $134 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (1,663 reviews)
"The rooms were clean. Staff was Very Friendly. The Breakfast was Lacking, Very Minimal. I might suggest grab bars in the showers. Other than that a Very Pleasant stay."
Reviewed on Jun 3, 2026

Econo Lodge Rockford Casino Area
7712 Potawatomi Trail Rockford IL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Jun 18 to Jun 19
CA $100
CA $114 total
Jun 18 - Jun 19
includes taxes & fees
8.2/10 Very Good! (1,107 reviews)
"Checked in late evening (roughly 11pm) and departed before 7am. Turned in the keys at the front desk. About 7:15, a friendly worker called to see if we meant to return the keys, as we had a second night booked. We hadn't realized, but did mean to turn them in. She said she would leave a message for ..."
Reviewed on Jun 1, 2026

Holiday Inn Rockford by IHG
7550 E State Street Rockford IL
Fully refundable
The price is CA $164 per night from Jun 21 to Jun 22
CA $164
CA $187 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"The restroom was not as clean and that is a big deal to me... hairs were found and the same ones were there after I asked for the room to be cleaned"
Reviewed on May 26, 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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