Woodstock Vacations from ￥223,838
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The Latest Woodstock Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥282,092, price is now ￥223,838 per person
￥223,838
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great breakfast buffet, incredible staff, very clean, close to everything we wanted to do! 10/10 and will certainly stay here again!
Reviewed on Jan 26, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥403,668, price is now ￥297,720 per person
￥297,720
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was boring thought it would be cleaner updated for the price best part was the view
Reviewed on Jan 24, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥299,862, price is now ￥244,036 per person
￥244,036
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
Find the Best Woodstock Vacation Packages
Woodstock Hotel Deals
AmericInn by Wyndham Woodstock IL
990 Lake Avenue Woodstock IL
Fully refundableReserve now, pay when you stay
The price is ￥12,502 per night from Feb 1 to Feb 2
￥12,502
￥13,874 total
Feb 1 - Feb 2
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Great
Reviewed on Jan 3, 2026
Quality Inn & Suites Woodstock near Lake Geneva
1785 S Eastwood Dr Woodstock IL
Fully refundableReserve now, pay when you stay
The price is ￥10,366 per night from Feb 7 to Feb 8
￥10,366
￥11,504 total
Feb 7 - Feb 8
includes taxes & fees
5.8/10 (290 reviews)
Management was excellent, property inside was well cared for but outside is run down
Reviewed on Nov 5, 2025
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is ￥15,614 per night from Feb 16 to Feb 17
￥15,614
￥21,163 total
Feb 16 - Feb 17
includes taxes & fees
8.4/10 Very Good! (1,732 reviews)
Had a great time. James was very helpful.
Reviewed on Jan 21, 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.
Discover the most popular places to visit in Woodstock
Woodstock Square
You can find out about the history of Woodstock with a trip to Woodstock Square. While you're in the area, stroll along the lakeside.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
