
Woodstock Holidays
Photo by Erik Rowley
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Top Flight + Hotel Deals in Woodstock
Price found within the past 48 hours. Click for updated prices.

The Royal Sonesta Chicago River North
Downtown Chicago
Price was €946, price is now €630 per person
€630
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Everyone was wonderful and the property and rooms are very well maintained. Will definitely stay there again.
Reviewed on 24 Aug 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,932, price is now €1,162 per person
€1,162
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025

The Emily Hotel
Downtown Chicago
Price was €1,430, price is now €872 per person
€872
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend.
Also the coffee bags ? PERFECTION. Just had to add that
Reviewed on 22 Aug 2025

Park Hyatt Chicago
Downtown Chicago
Price was €1,979, price is now €1,240 per person
€1,240
per person
2 Nov - 7 Nov
found 5 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 10 Aug 2025
Top hotels in Woodstock

AmericInn by Wyndham Woodstock IL
990 Lake Avenue, Woodstock, IL
Fully refundableReserve now, pay when you stay
The price is €85 per night from 25 Aug to 26 Aug
€85
25 Aug - 26 Aug
includes taxes & fees
7.8/10 Good! (926 reviews)
"Everything was good, just my key was not working everytime I returned to my room."
Reviewed on 19 Aug 2025

Super 8 by Wyndham Woodstock
1220 Davis Rd, Woodstock, IL
Fully refundableReserve now, pay when you stay
The price is €66 per night from 22 Sept to 23 Sept
€66
22 Sept - 23 Sept
includes taxes & fees
6.2/10 (511 reviews)
"Convenient to our destination. Room was clean and comfortable. Good bed."
Reviewed on 29 Jul 2025

Quality Inn & Suites Woodstock near Lake Geneva
1785 S Eastwood Dr, Woodstock, IL
Fully refundableReserve now, pay when you stay
The price is €72 per night from 26 Aug to 27 Aug
€72
26 Aug - 27 Aug
includes taxes & fees
5.8/10 (248 reviews)
"The sign in process was too long. 3pm check in and only 1 person at the front and there was 4 of us waiting to be checked in."
Reviewed on 18 Aug 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.
Popular places to visit
Crystal Woods Golf Club
Enjoy a round of golf in Woodstock at Crystal Woods Golf Club. Amble around the area's lakeside or attend a sporting event.
Frequently asked questions
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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.