Woodstock Holidays from AU$1,530
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Your Woodstock Holiday
There's plenty to like about Woodstock, from its rich history to its spectacular views and beyond. When you're ready to spend a bit of time in this fascinating city, our Woodstock holiday packages are calling your name. Like to explore your surroundings? McHenry County Courthouse, McHenry County College and Bull Valley Golf Club are among the top-rated places to visit during a trip to Woodstock. Whoever you're travelling with and whatever your bank balance, your dream Woodstock holiday is just a few clicks away with Expedia.
The Latest Woodstock Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Chicago luxury home suites
Downtown Chicago
Price was AU$3,991, price is now AU$3,180 per person
AU$3,180
per person
10 Feb - 13 Feb
found 21 hours ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.
Reviewed on 26 Nov 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$2,446, price is now AU$1,966 per person
AU$1,966
per person
10 Feb - 13 Feb
found 21 hours ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The property was beautiful. The holiday decorations were magical. The staff was friendly and helpful.
Reviewed on 1 Dec 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was AU$2,255, price is now AU$1,813 per person
AU$1,813
per person
10 Feb - 13 Feb
found 21 hours ago
Return flight included
Brisbane (BNE) 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 26 Nov 2025
Pendry Chicago
Downtown Chicago
Price was AU$1,827, price is now AU$1,624 per person
AU$1,624
per person
10 Feb - 13 Feb
found 21 hours ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
I had an amazing stay at The Pendry Chicago. The hotel is gorgeous, modern, and feels truly high-end without trying too hard. My room was super clean, comfortable, and quiet—honestly one of the best sleep setups I’ve had in a hotel.
The staff made the whole experience even better. Everyone I talked to was friendly, helpful, and actually seemed to enjoy their jobs. The lobby bar and restaurant were great too, and the whole vibe of the place is relaxed but still upscale.
The location made it easy to get around the city, but I kept finding myself wanting to head back early just to enjoy the hotel.
I’d definitely stay here again and recommend it to anyone visiting Chicago.
Reviewed on 30 Nov 2025
Woodstock Holiday
Woodstock Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 25,200 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Main Beach, Woodstock Opera House and McHenry Shores Beach Park |
Our pick of the best Woodstock Hotel Deals
AmericInn by Wyndham Woodstock IL
990 Lake Avenue Woodstock IL
Fully refundableReserve now, pay when you stay
The price is AU$130 per night from 2 Dec to 3 Dec
AU$130
2 Dec - 3 Dec
includes taxes & fees
7.8/10 Good! (985 reviews)
Room was clean. Hotel was safe and quiet. Breakfast options were decent. I did not have any complaints.
Reviewed on 26 Nov 2025
Super 8 by Wyndham Woodstock
1220 Davis Rd Woodstock IL
Fully refundableReserve now, pay when you stay
The price is AU$98 per night from 30 Dec to 31 Dec
AU$98
30 Dec - 31 Dec
includes taxes & fees
6/10 (531 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 AU$93 per night from 1 Jan to 2 Jan
AU$93
1 Jan - 2 Jan 2026
includes taxes & fees
5.8/10 (284 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.
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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.
