Woodstock Vacations from ￥194,311
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The Latest Woodstock Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
Price was ￥345,008, price is now ￥194,311 per person
￥194,311
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (2,241 reviews)
Wonderful customer service, great location!
Reviewed on Dec 8, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥360,972, price is now ￥200,454 per person
￥200,454
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on Nov 26, 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥362,218, price is now ￥202,294 per person
￥202,294
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.
Reviewed on Dec 8, 2025
Level Chicago – Old Town
Downtown Chicago
Price was ￥371,838, price is now ￥209,344 per person
￥209,344
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
The rooms were great. Very spacious, fully stocked kitchen and extremely clean. We loved having access to the 8th floor with the steam room, sauna, fitness center, game rooms, and socializing areas 24/7. Would love to experience it in the summer with the pool and outdoor areas. We were also fortunate enough to attend during their Christmas Brunch buffet which was such a great perk! If the price stays around the same, I will continue to stay at Level hotels exclusively in any cities I visit that has one! I’ve already told so many people about my wonderful hotel experience.
Reviewed on Dec 9, 2025
Pendry Chicago
Downtown Chicago
Price was ￥364,942, price is now ￥206,106 per person
￥206,106
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man,
Neither would get me a cab, they said to just stand outside
Reviewed on Dec 4, 2025
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 ￥12,617 per night from Dec 22 to Dec 23
￥12,617
￥14,003 total
Dec 22 - Dec 23
includes taxes & fees
7.8/10 Good! (990 reviews)
The pool area was clean. Great choices for breakfast. Staff was friendly and nice
Reviewed on Dec 5, 2025
Super 8 by Wyndham Woodstock
1220 Davis Rd Woodstock IL
Fully refundableReserve now, pay when you stay
The price is ￥10,594 per night from Dec 31 to Jan 1
￥10,594
￥11,757 total
Dec 31 - Jan 1, 2026
includes taxes & fees
6/10 (533 reviews)
B
Reviewed on Oct 10, 2025
Quality Inn & Suites Woodstock near Lake Geneva
1785 S Eastwood Dr Woodstock IL
Fully refundableReserve now, pay when you stay
The price is ￥10,376 per night from Jan 1 to Jan 2
￥10,376
￥11,514 total
Jan 1 - Jan 2, 2026
includes taxes & fees
5.8/10 (287 reviews)
Management was excellent, property inside was well cared for but outside is run down
Reviewed on Nov 5, 2025
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.
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
