
Greenwood Vacations from ¥458,780
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The Latest Greenwood Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥580,096, price is now ¥458,780 per person
¥458,780
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,506 reviews)
Went to the city for the weekend and the location was great for walking to things. The room was beautiful.
Reviewed on May 7, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥721,214, price is now ¥474,336 per person
¥474,336
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
Beautiful hotel, very impressed with the cleanliness, space in the room and the breakfast. So pleased we chose this hotel as the location was excellent 👌
Reviewed on May 7, 2026

Swissotel - Chicago
Downtown Chicago
Price was ¥701,022, price is now ¥484,821 per person
¥484,821
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
Having stayed in the lovely Swissotel Bosphorus/Istanbul, I was hesitant to compare Swissotel experience & hope Chicago would be as good. No. Not even close.
The elevated Swissotel brand is not represented here well in this building at all. The valet is $87! Self park is $70 and the self park area doesn’t even have an elevator up to the lobby, you have to walk through a dark, confusing, and claustrophobic garage to stairs then to elevator. Staff were tactful & kind, it’s just the building is old, needs renovation, & the room air is stuffy. A positive bright light was the stunning view from the gym and the lobby ambience & smell.
Reviewed on May 6, 2026

Sentral Michigan Avenue
Downtown Chicago
Price was ¥728,058, price is now ¥583,316 per person
¥583,316
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,142 reviews)
The one issue I had with the property was the couch had visible stains. I would recommend having the couch replaced.
Reviewed on May 1, 2026

The Peninsula Chicago
Downtown Chicago
Price was ¥918,453, price is now ¥742,610 per person
¥742,610
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
The staff was very welcoming and the rooms were super clean & well maintained.
The location is also very convenient, quiet but close and walking distance to the river and the amazing restaurants. Will definitely revisit the Penninsula soon.
Reviewed on May 2, 2026
Find the Best Greenwood Vacation Packages
Greenwood Hotel Deals

Harbor Shores on Lake Geneva
300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is ¥15,497 per night from May 10 to May 11
¥15,497
¥21,065 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (1,338 reviews)
Clean room and friendly staff room head air conditioning and was comfortable. Loved the view of the lake
Reviewed on May 7, 2026

Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is ¥20,704 per night from May 21 to May 22
¥20,704
¥27,002 total
May 21 - May 22
includes taxes & fees
8.6/10 Excellent! (1,870 reviews)
The property location is amazing and the staff is top notch. Rooms are somewhat dated and not the deepest clean (e.g. the fridge in our room was very dusty). Overall would recommend.
Reviewed on May 6, 2026

Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is ¥23,651 per night from May 12 to May 13
¥23,651
¥32,473 total
May 12 - May 13
includes taxes & fees
8.6/10 Excellent! (3,253 reviews)
Very nice accommodations
Reviewed on May 4, 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.
