Woodstock Vacations from ￥292,120
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The Latest Woodstock Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥336,781, price is now ￥292,120 per person
￥292,120
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,636 reviews)
Kind staff and helpful, nice rooms, wish there was a fridge in the room.
Reviewed on Apr 27, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥415,734, price is now ￥326,758 per person
￥326,758
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,914 reviews)
Very clean! Great location! Nice roof top terrasse!
Reviewed on Apr 28, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥493,121, price is now ￥404,418 per person
￥404,418
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,853 reviews)
Absolutely fantastic will be back
Reviewed on Apr 27, 2026
Level Chicago – Old Town
Downtown Chicago
Price was ￥369,741, price is now ￥314,786 per person
￥314,786
per person
Jun 12 - Jun 14
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (463 reviews)
Great spot for small families that may need a space for than just sleeping
Reviewed on Apr 27, 2026
Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
Price was ￥364,732, price is now ￥317,496 per person
￥317,496
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
Clean, good place to stay.
Reviewed on Apr 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 ￥14,343 per night from May 10 to May 11
￥14,343
per night
May 10 - May 11
8/10 Very Good! (1,001 reviews)
I requested adjoining rooms when I booked. No adjoining rooms.
Reviewed on Apr 16, 2026
Quality Inn & Suites Woodstock near Lake Geneva
1785 S Eastwood Dr Woodstock IL
Fully refundable
The price is ￥13,327 per night from Apr 30 to May 1
￥13,327
per night
Apr 30 - May 1
6/10 (306 reviews)
So much better than the Super 8
Reviewed on Apr 27, 2026
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is ￥15,053 per night from May 5 to May 6
￥15,053
per night
May 5 - May 6
8.6/10 Excellent! (1,866 reviews)
Great
Reviewed on Apr 27, 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
4/5(19 reviews)
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.
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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.
