
Waterman Vacation Packages
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Your Waterman Vacation
Our vacation packages to Waterman offer countless opportunities to immerse yourself in new sights, sounds and experiences. And with all the finer details taken care of, you can relax and enjoy your city break to the fullest. Fill your trip to Waterman with tours of its most popular attractions. First up? You won't want to miss Shabbona Lake State Park. A couple of quick clicks is all it takes to craft your perfect Waterman vacation on Expedia.
Top Waterman 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
Waterman Hotel Deals

Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jun 10 to Jun 11
CA $168
CA $191 total
Jun 10 - Jun 11
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"Clean, well maintained hotel. Staff was friendly and helpful."
Reviewed on May 30, 2026

Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Jun 18 to Jun 19
CA $206
CA $234 total
Jun 18 - Jun 19
includes taxes & fees
9.2/10 Wonderful! (455 reviews)
"For those that prefer hotels with great breakfast options, you will not be disappointed. The suite I was using had a lot of space and housekeeping came every other day to clean the room. Very Nice!!! 👍👍"
Reviewed on Jun 1, 2026

Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Jun 9 to Jun 10
CA $92
CA $102 total
Jun 9 - Jun 10
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"The room was ok, Beds were clean and comfortable. Did see some water stains on the carpet around the sink and the bathroom wall looked like it needed to be repaired. looks like it had been wet and was not in good shape."
Reviewed on Jun 2, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







