
Oak Hill Vacations from ¥299,160
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The Latest Oak Hill Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥366,016, price is now ¥299,160 per person
¥299,160
per person
Aug 16 - Aug 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,391 reviews)
Great hotel, would definitely stay here again!
Reviewed on Jun 21, 2026

Level Chicago – Old Town
Downtown Chicago
Price was ¥407,543, price is now ¥335,962 per person
¥335,962
per person
Aug 16 - Aug 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (489 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on Jun 11, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥381,255, price is now ¥316,608 per person
¥316,608
per person
Aug 16 - Aug 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
This location is primarily a place where people live as in an apartment complex. The hotel part of it seems to be more for people doing longer stays. That means you’re not get the normal amenities or service you would get with a more traditional hotel. It is not a bad location, but I would try not to stay here again.
Reviewed on Jun 20, 2026

Thompson Chicago, by Hyatt
Downtown Chicago
Price was ¥499,845, price is now ¥418,448 per person
¥418,448
per person
Aug 16 - Aug 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,384 reviews)
We had a great experience here and we WILL be returning. From check in to the stay itself, everything was top notch, most notably the staff. My father and I were in chicago for one night to attend an event and this hotel was the highlight of our visit. We got a penthouse room and were able to check in early so we could unload our luggage and get organized. I don’t have the cards with the employees names on me but the valet, desk attendant, and nice gentleman that helped us with our bags went above and beyond to accommodate us. What an absolutely wonderful experience. We can’t wait to come stay again. Thank you everyone that attended to us here, you made our stay memorable and seamless.
Reviewed on Jun 17, 2026

The Emily Hotel
Downtown Chicago
Price was ¥409,344, price is now ¥343,420 per person
¥343,420
per person
Aug 16 - Aug 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,327 reviews)
Close to a ton of great dining options. Nice staff
Reviewed on Jun 20, 2026
Find the Best Oak Hill Vacation Packages
Oak Hill Hotel Deals

The Ingleside Hotel
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is ¥17,276 per night from Jul 2 to Jul 3
¥17,276
¥19,522 total
Jul 2 - Jul 3
includes taxes & fees
8.6/10 Excellent! (838 reviews)
"Room was clean, staff was helpful with my child's allergies."
Reviewed on Jun 20, 2026

Fairview Inn & Suites Whitewater
917 E Milwaukee St Whitewater WI
Fully refundableReserve now, pay when you stay
The price is ¥11,933 per night from Jun 24 to Jun 25
¥11,933
¥13,543 total
Jun 24 - Jun 25
includes taxes & fees
5.4/10 (36 reviews)
"The room was clean and freshly painted. So freshly painted that the room still smelled strongly of paint. Breakfast was very disappointing. We were told it was " Grab and Go" .... Poptarts and nutrigrain bars. For families that have food allergies (like us) this was not good options."
Reviewed on Jun 16, 2026

Best Western Waukesha Grand
2840 N Grandview Boulevard Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is ¥13,594 per night from Jul 14 to Jul 15
¥13,594
¥15,361 total
Jul 14 - Jul 15
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"The property was nice to stay at, the location was perfect for our needs. Even though the building is right off the highway and we had a highway-side room, the road noise was not noticeable. Breakfast was good and had a variety of options. My only complaint about the stay was the HEAVY cigarette ..."
Reviewed on Jun 12, 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.
