Waterman Vacations from ￥288,640

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The Latest Waterman Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug 10, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
It was exceptional all the way around

Reviewed on Aug 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Amazing property well worth the money

Reviewed on Aug 11, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on Jul 27, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!

Reviewed on Aug 11, 2025

Find the Best Waterman Vacation Packages

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
Fully refundable
The price is ￥13,740 per night from Aug 17 to Aug 18
￥13,740
￥15,385 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (576 reviews)
"Friendly staff and comfortable room"

Reviewed on Aug 10, 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 ￥12,506 per night from Aug 13 to Aug 14
￥12,506
￥13,879 total
Aug 13 - Aug 14
includes taxes & fees
8.6/10 Excellent! (855 reviews)
"Very clean. staff was good. Recommended restaurant was excellent. The furniture and facilities were somewhat rundown. Elevator not working."

Reviewed on Aug 8, 2025

Country Inn & Suites by Radisson, Sycamore, IL
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 ￥13,456 per night from Aug 18 to Aug 19
￥13,456
￥14,934 total
Aug 18 - Aug 19
includes taxes & fees
8/10 Very Good! (347 reviews)
Great location
"Quiet and clean. Great location."

Reviewed on Aug 7, 2025

Best Western Sycamore Inn
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.

Frequently asked questions

How much does a Waterman vacation package cost?
You can snap up a vacation package to this top destination from ￥288,640 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.