Woodstock Holidays from £761
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Your Woodstock Holiday
With one of our holiday packages to Woodstock, you'll discover infinite opportunities for excitement and adventure. There's tons to experience, including its rich history and spectacular views. You'll want to do some exploring during your trip to Woodstock. Make time for top attractions such as McHenry County College, McHenry County Courthouse and Woodstock Opera House. No matter your travel plans or the size of your budget, putting together the ultimate tailored Woodstock holiday is easy with Expedia.
Top Woodstock Flight + Hotel Deals
The Wade
Reviewed on 9 Feb 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Reviewed on 28 Jan 2026
Arlo Chicago
Reviewed on 5 Feb 2026
Virgin Hotels Chicago
Reviewed on 20 Jan 2026
Woodstock Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 25,200 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Petersen Park Beach, McHenry Shores Beach Park and Main Beach |
Top hotels in Woodstock
AmericInn by Wyndham Woodstock IL
Great
Reviewed on 3 Jan 2026
Abbey Resort and Avani Spa
The room is fine. Same for a resort. Just can’t understand why it was so cold everywhere?
Reviewed on 2 Feb 2026
Timber Ridge Lodge and Waterpark
Great stay. First family trip with my little girl who is 2yr old and she loved here water park, whirlpool bath! We will come back again ;) btw staffs are so nice👍
Reviewed on 3 Feb 2026
Popular places to visit
Woodstock Square
You can find out about the history of Woodstock when you stop by Woodstock Square. While you're in the area, stroll along the lakeside.
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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. Flight-inclusive packages are ATOL protected.
