
Hollowayville Vacations from ¥293,570
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Hollowayville Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥348,000, price is now ¥293,570 per person
¥293,570
per person
Mar 1 - Mar 6
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Staff was very friendly and courteous. Breakfast was amazing. Wonderful experience!
Reviewed on Dec 7, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥469,150, price is now ¥362,502 per person
¥362,502
per person
Mar 1 - Mar 6
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on Dec 2, 2025

Chicago luxury home suites
Downtown Chicago
Price was ¥690,620, price is now ¥534,501 per person
¥534,501
per person
Mar 1 - Mar 6
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.
Reviewed on Nov 26, 2025

Pendry Chicago
Downtown Chicago
Price was ¥366,125, price is now ¥306,544 per person
¥306,544
per person
Mar 1 - Mar 6
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man,
Neither would get me a cab, they said to just stand outside
Reviewed on Dec 4, 2025

Level Chicago – Old Town
Downtown Chicago
Price was ¥357,830, price is now ¥301,772 per person
¥301,772
per person
Mar 1 - Mar 6
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Room was spotless, all the kitchen amenities were provided such as a Nespresso machine with refills, electric kettle, dishes, utensils, pots, and pans. The refrigerator has a water dispenser inside full-size freezer microwave dishwasher. They provide dishwashing detergent and dish soap. Paper towels. Stackable washer and dryer they supply a single sample of laundry detergent to do laundry then you’re on your own. Aldi is on the first floor so if you need anything grocery is available. there is a café attached to the building. Workout area is immaculately cleaned every day. There is a game room a large area to watch TV. we did not bring our pet, but there is an area on the rooftop for pets to run around and there’s green space down below. A full basketball court and an area for children to play. it was winter so the pool and hot tub were closed. they provide fresh linens and towels as needed. They are very prompt and answer the phone quickly. The parking is secure and well lit. Location is in a safe neighborhood. Across the street is disco pancakes for breakfast. Target is just down the road and CVS and Jewel grocery stores. This is our second time staying. When we do stay, we stay about a week. It is quiet. Great views.
Reviewed on Dec 3, 2025
Find the Best Hollowayville Vacation Packages
Hollowayville Hotel Deals

Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
Fully refundableReserve now, pay when you stay
The price is ¥17,708 per night from Dec 10 to Dec 11
¥17,708
¥20,242 total
Dec 10 - Dec 11
includes taxes & fees
7.2/10 Good! (1,000 reviews)
Very courteous staff, clean rooms, easy access to various activities both at Grand bear and in the surrounding area. Also surprisingly quiet considering the amount of families that were there. Better Sound insulation than expected.
Reviewed on Dec 2, 2025

Days Inn by Wyndham Oglesby/ Starved Rock
120 N Lewis Ave Oglesby IL
Fully refundableReserve now, pay when you stay
The price is ¥11,044 per night from Dec 8 to Dec 9
¥11,044
¥12,257 total
Dec 8 - Dec 9
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Yes all was very good
Reviewed on Dec 3, 2025

La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park
4389 Venture Dr Peru IL
Fully refundableReserve now, pay when you stay
The price is ¥14,787 per night from Dec 21 to Dec 22
¥14,787
¥16,707 total
Dec 21 - Dec 22
includes taxes & fees
7.6/10 Good! (155 reviews)
Amazing staff, great rooms
Reviewed on Dec 1, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
