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 Emily Hotel
Downtown Chicago
Price was €1,179, price is now €823 per person
€823
per person
20 Nov - 24 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
I stayed here for one night for business travel. The room was huge. Great mini bar options. I had a nice breakfast at the restaurant.
Reviewed on 10 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €957, price is now €672 per person
€672
per person
20 Nov - 24 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.
Reviewed on 11 Oct 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 €77 per night from 15 Oct to 16 Oct
€77
15 Oct - 16 Oct
includes taxes & fees
7.8/10 Good! (952 reviews)
"Very nice room for what we paid. Staff was courteous. Breakfast bar was stocked well. Clean pool. Room was well maintained. Only real complaint was the very low water pressure in the shower."
Reviewed on 5 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 €61 per night from 20 Oct to 21 Oct
€61
20 Oct - 21 Oct
includes taxes & fees
5.8/10 (273 reviews)
"It was a relaxing stay. Just what I needed. Thank you."
Reviewed on 16 Sept 2025
Super 8 by Wyndham Woodstock
1220 Davis Rd, Woodstock, IL
Fully refundableReserve now, pay when you stay
The price is €61 per night from 20 Oct to 21 Oct
€61
20 Oct - 21 Oct
includes taxes & fees
6.2/10 (520 reviews)
"B"
Reviewed on 10 Oct 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.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
