Woodstock Holidays from AU$3,640
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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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was AU$4,290, price is now AU$3,640 per person
AU$3,640
per person
18 June - 25 June
found 1 day ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Room was slightly small and there was no microwave. But for the most part enjoyed my stay.
Reviewed on 15 Apr 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$6,811, price is now AU$5,560 per person
AU$5,560
per person
18 June - 25 June
found 1 day ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!
Reviewed on 7 Apr 2026
Kinzie Hotel
Downtown Chicago
Price was AU$6,062, price is now AU$5,097 per person
AU$5,097
per person
18 June - 25 June
found 1 day ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
9.2/10 Wonderful! (2,090 reviews)
Spotless room and a comfortable bed. Can't beat the location. Room was not super soundproofed, but not the worst I've ever experienced.
Reviewed on 15 Apr 2026
Level Chicago - River North
Downtown Chicago
Price was AU$7,621, price is now AU$6,416 per person
AU$6,416
per person
18 June - 25 June
found 1 day ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
The check in process was a little crazy, can’t say I have ever needed a background check to stay somewhere so it was a bit time consuming although I suppose good to know safety is a priority. View from property was the best part hands down! Cost of overall stay was great deal, parking for $65 a night was a bit disappointing because it is nice to have it on site. Overall would stay again.
Reviewed on 14 Apr 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was AU$4,891, price is now AU$4,141 per person
AU$4,141
per person
18 June - 25 June
found 1 day ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on 14 Apr 2026
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$139 per night from 23 Apr to 24 Apr
AU$139
23 Apr - 24 Apr
includes taxes & fees
8/10 Very Good! (1,002 reviews)
I requested adjoining rooms when I booked. No adjoining rooms.
Reviewed on 16 Apr 2026
Quality Inn & Suites Woodstock near Lake Geneva
1785 S Eastwood Dr Woodstock IL
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 17 May to 18 May
AU$120
17 May - 18 May
includes taxes & fees
6/10 (304 reviews)
Room had a smell of cat urine, bathroom was cold no vent or heat. There was no hot water and we were up graded to the jacuzzi room and was not able to use it due to the lack of hot water. Informed front desk of hot water issue when we checked out and we’re told to let the hot water run form15-20 ...
Reviewed on 12 Apr 2026
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 30 Apr to 1 May
AU$168
30 Apr - 1 May
includes taxes & fees
8.6/10 Excellent! (1,842 reviews)
Event was held at The Abbey. Enjoyed everything.
Reviewed on 16 Apr 2026
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.
