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.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €834, price is now €694 per person
€694
per person
19 Feb - 23 Feb
found 11 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
The hotel is absolutely beautiful and is located in a perfect area making it easy to access the sites. Our room was spacious, clean and comfortable. Most importantly the staff was friendly and helpful. I highly recommend this hotel and will definitely visit again.
Reviewed on 12 Jan 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was €1,103, price is now €744 per person
€744
per person
19 Feb - 23 Feb
found 11 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Cleanliness, exceptional customer service, and a complimentary upgrade made our stay outstanding! The way the buffet staff efficiently managed the line, guided guests to tables, and consistently kept the food fresh—all while wearing genuine smiles—was truly impressive. Our room was spotless, modern, and well-stocked, exceeding our expectations. We will definitely be back!
Reviewed on 11 Jan 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €872, price is now €736 per person
€736
per person
19 Feb - 23 Feb
found 11 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
Clean room, amazinggggg views, everyone was so nice. Must go downstairs to Toro and get a martini from John!!
Reviewed on 10 Jan 2026
Top hotels in Woodstock
AmericInn by Wyndham Woodstock IL
990 Lake Avenue Woodstock IL
Fully refundableReserve now, pay when you stay
The price is €77 per night from 14 Jan to 15 Jan
€77
14 Jan - 15 Jan
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Great
Reviewed on 3 Jan 2026
Super 8 by Wyndham Woodstock
1220 Davis Rd Woodstock IL
Fully refundableReserve now, pay when you stay
The price is €63 per night from 23 Jan to 24 Jan
€63
23 Jan - 24 Jan
includes taxes & fees
6/10 (537 reviews)
B
Reviewed on 10 Oct 2025
Quality Inn & Suites Woodstock near Lake Geneva
1785 S Eastwood Dr Woodstock IL
Fully refundableReserve now, pay when you stay
The price is €64 per night from 21 Jan to 22 Jan
€64
21 Jan - 22 Jan
includes taxes & fees
5.8/10 (288 reviews)
Management was excellent, property inside was well cared for but outside is run down
Reviewed on 5 Nov 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.
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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.
