Woodstock Holidays from AU$710
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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.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was AU$950, price is now AU$710 per person
AU$710
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Clean room, friendly staff, great location and within walking distance from all shops!
Reviewed on 7 Oct 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$2,023, price is now AU$1,401 per person
AU$1,401
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Very clean very nice hotel. Easy accesss to restaurants and shopping.
Reviewed on 11 Oct 2025
Pendry Chicago
Downtown Chicago
Price was AU$1,351, price is now AU$997 per person
AU$997
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) 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
Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was AU$1,009, price is now AU$758 per person
AU$758
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.2/10 Wonderful! (1,574 reviews)
Excellent staff, great location. I definitely stay there my next visit to Chicago
Reviewed on 7 Oct 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$1,964, price is now AU$1,484 per person
AU$1,484
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
We have stayed at every luxury property in Chicago and when coming to visit we always stay at the Park Hyatt. The rooms are spectacular!
Reviewed on 10 Oct 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$139 per night from 12 Oct to 13 Oct
AU$139
12 Oct - 13 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 AU$109 per night from 19 Oct to 20 Oct
AU$109
19 Oct - 20 Oct
includes taxes & fees
5.8/10 (271 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 AU$109 per night from 19 Oct to 20 Oct
AU$109
19 Oct - 20 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.
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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.
