Photo by Erik Rowley

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Pick from 2 Woodstock Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

"The most unique thing about the Hotel were the perfect atmosphere and people. There was an old lady there who was like my grandmother and she came up and sat with me while I waited on my ride. Everyone was awesome. Great stay and God bless that whole staff there. "

SAR 293 total

includes taxes & fees

23 Jum. II - 24 Jum. II

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Woodstock?

Use Expedia to arrange your flight to Chicago, IL (DPA-Dupage) airport or Chicago, IL (PWK-Chicago Executive) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you’d like to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Woodstock offers. Woodstock has some interesting things to see and do including Woodstock Square and Woodstock Opera House, so you might want to take in the local sights during your visit.

What's the best time to vacation in Woodstock?

Planning for the weather is an important factor for making your trip to Woodstock a success, especially when you’re splurging. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 27°F. Average annual precipitation for Woodstock is 43 inches.

What's there to see and do in Woodstock?

Enjoy Woodstock with a stop at Woodstock Square, Woodstock Opera House, and McHenry County Fairgrounds. If you have some spare time during your trip, you might want to check out McHenry County Courthouse and Bull Valley Golf Club.

How can I get around Woodstock?

It’s easier to get around town comfortably when you know your options. If you want to venture outside of the area, ride aboard one of the trains from Woodstock Station.