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.
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,986 reviews)
For a four star hotel in chicago it is very pricy only good for location as the amenities and extras are what you gt in a 3 star hotel outside of the city. The carpet is dated and dusty, the bathroom was clean and more modern than expected, but it is not as expected.

Reviewed on Jul. 16, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 16 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.

Reviewed on Jul. 15, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 16 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Excellent stay - outstanding Director of Rooms and valet staff made my daughters wedding an amazing experience - just outstanding !!

Reviewed on Jul. 16, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Amazing place overall

Reviewed on Jul. 15, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Ready to book your vacation to Waterman?

 

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Waterman Hotel Deals

Holiday Inn Express & Suites Yorkville by IHG

Holiday Inn Express & Suites Yorkville by IHG

2.5 out of 5
577 E KENDALL DRIVE, Yorkville, IL
The price is CA $130 per night from Aug 10 to Aug 11
CA $130
CA $146 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (556 reviews)
"The room was very neat and comfortable"

Reviewed on Jul. 11, 2025

Holiday Inn Express & Suites Yorkville by IHG
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road, Sycamore, IL
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Jul 28 to Jul 29
CA $105
CA $116 total
Jul 28 - Jul 29
includes taxes & fees
8.6/10 Excellent! (833 reviews)
"Great place!!"

Reviewed on Jul. 15, 2025

Country Inn & Suites by Radisson, Sycamore, IL
Hampton Inn Yorkville

Hampton Inn Yorkville

2.5 out of 5
310 East Countryside Parkway, Yorkville, IL
The price is CA $150 per night from Aug 3 to Aug 4
CA $150
CA $164 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (839 reviews)
"Good location. Good breakfast."

Reviewed on Jul. 8, 2025

Hampton Inn Yorkville
See all 47 properties in Waterman
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Waterman vacation package cost?
Offering great value package deals from CA $742 on Expedia, you'll be surprised at how little a vacation to Waterman costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Waterman?
You're likely to find reduced prices and better availability in January, February and April. Explore our cheap Waterman vacation packages and you could get some great off-season deals.
How many days is enough for Waterman?
Usually, a handful of days is enough to visit the main attractions during your Waterman vacation. But if you want to have some time to kick back or take day tours, think about extending your trip.
How to find the best Waterman package deals?
Use Expedia's filters to find some of the best Waterman package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Waterman package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Waterman vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Waterman vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Waterman?
If you've got your Waterman vacation dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Waterman?

  1. Pick your dates: The things you'd like to do in Waterman and your favourite season can help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Waterman.
  3. Decide how long to go for: Now that you know more about Waterman, you can work out the right length of your break. Pull together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Waterman vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.