Waterman Vacations from ￥334,346

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    Save up to ￥109,000 when you book a flight and hotel together*

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The Latest Waterman Vacation Packages

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥373,389, price is now ￥334,346 per person
￥334,346
per person
Dec 24 - Dec 30
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,881 reviews)

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was ￥378,123, price is now ￥339,541 per person
￥339,541
per person
Dec 24 - Dec 30
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)

Holiday Inn Express & Suites Chicago-Libertyville by IHG

Holiday Inn Express & Suites Chicago-Libertyville by IHG

2.5 out of 5
Price was ￥340,122, price is now ￥335,652 per person
￥335,652
per person
Dec 24 - Dec 30
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (728 reviews)

Find the Best Waterman Vacation Packages

Waterman Hotel Deals

Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is ￥14,621 per night from Nov 29 to Nov 30
￥14,621
￥16,226 total
Nov 29 - Nov 30
includes taxes & fees
8.4/10 Very Good! (504 reviews)
"Nice place, spacious room, good common area in lobby. Good location. We’ll be back."

Reviewed on Oct 26, 2026

Best Western Sycamore Inn
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
Fully refundable
The price is ￥17,343 per night from Nov 8 to Nov 9
￥17,343
￥20,003 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very Good! (755 reviews)
"David at the front desk was absolutely rude. There was a misunderstanding with my reservation, and even after paying for the upgrade he continued to be rude, disrespectful and unprofessional. My experience with that staff member has ultimately changed my mind about staying at that hotel ever again. ..."

Reviewed on Oct 27, 2026

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 refundable
The price is ￥13,669 per night from Nov 19 to Nov 20
￥13,669
￥15,170 total
Nov 19 - Nov 20
includes taxes & fees
Country Inn & Suites by Radisson, Sycamore, IL
See all 53 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.

Frequently asked questions

How much does a Waterman vacation package cost?
You can snap up a vacation package to this top destination from ￥334,346 on Expedia. But how much your vacation to Waterman costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Waterman?
January, February and April are great times to search for cheap Waterman vacation packages. Choosing to travel in quieter periods means you can typically find better prices on accommodations and flights.
How many days is enough for Waterman?
With a well-organized schedule, you can easily tick off the top Waterman attractions in a handful of days. But if you prefer to discover hidden gems or go on day tours, consider booking your Waterman vacation for longer.
How to find the best Waterman package deals?
Use Expedia's handy filters to help you 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 better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Waterman vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Waterman vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Waterman?
Land amazing discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Waterman trip.
How to plan a trip to Waterman?

  1. Pick your dates: What you'd like to do in Waterman and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your accommodations, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Waterman.
  3. Decide how long to go for: Now that you're more familiar with Waterman, you can work out the ideal length of your break. Put together a draft plan and allocate enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Waterman vacation package that brings all your bookings together.

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