
Winslow Vacations from ¥80,934
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- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
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The Latest Winslow Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Price was ¥98,462, price is now ¥80,934 per person
¥80,934
per person
Jun 12 - Jun 14
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,779 reviews)
Lack of transport (i.e. no bus provided by hotel) to and from airport an issue. Not far so cost of taxi not bad but getting a taxi during busy times made for anxious moments getting back to the airport.
Reviewed on Apr 17, 2026

Hilton Rosemont Chicago O'Hare
Save 100% on your flight
Price was ¥215,482, price is now ¥155,117 per person
¥155,117
per person
Jun 12 - Jun 14
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
Everything was great during our stay
Reviewed on Apr 12, 2026

Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ¥123,412, price is now ¥95,839 per person
¥95,839
per person
Jun 12 - Jun 14
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Price was ¥106,215, price is now ¥86,476 per person
¥86,476
per person
Jun 12 - Jun 14
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,884 reviews)
Customer service was awesome. Of going to Chicago I recommend taking the hotel shuttle back to the airport and grabbing the train from there.
Reviewed on Apr 17, 2026

Staybridge Suites Chicago O'Hare - Rosemont by IHG
Price was ¥109,668, price is now ¥89,776 per person
¥89,776
per person
Jun 12 - Jun 14
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,150 reviews)
This is a real find! Conveniently located, clean and well appointed with an able and helpful staff. Outstanding breakfast and easy to use shuttle to the airport. Lots of restaurant choices within walking distance.
Reviewed on Apr 17, 2026
Find the Best Winslow Vacation Packages
Winslow Hotel Deals

Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
The price is ¥18,991 per night from Apr 26 to Apr 27
¥18,991
¥21,077 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (880 reviews)
Breakfast was good.
Reviewed on Apr 15, 2026

Hampton Inn Freeport
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is ¥18,082 per night from Apr 30 to May 1
¥18,082
¥20,067 total
Apr 30 - May 1
includes taxes & fees
8.8/10 Excellent! (465 reviews)
Clean room staff and parking was ok
Reviewed on Apr 13, 2026

Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is ¥12,714 per night from May 5 to May 6
¥12,714
¥13,921 total
May 5 - May 6
includes taxes & fees
9/10 Wonderful! (846 reviews)
Nice staff, breakfast was a plus!
Reviewed on Apr 16, 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.
