Photo by Erik Rowley

Romantic Hotels in Woodstock, Illinois

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Woodstock Romantic Hotels

Tonight
Jul 20 - Jul 21
Tomorrow
Jul 21 - Jul 22
Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3

Top Woodstock Romantic Hotels

Frequently asked questions

Searching for romantic hotels in Woodstock?
Are you looking for a romantic vacation? If you'd like to explore some of the area's notable sights, you might make a stop by Woodstock Opera House, Woodstock Square, or McHenry County Fairgrounds. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
What's the best place to stay for a couple visiting Woodstock?
Super 8 by Wyndham Woodstock is a favorite property for couples, and features cable TV and refrigerators.
When is the best time of year for a romantic getaway to Woodstock?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Woodstock: 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 is there to do in Woodstock?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Woodstock has to offer. You might think about stopping by Woodstock Opera House, Woodstock Square, or McHenry County Fairgrounds while you're seeing the sights.
What's the best way to get to Woodstock and around town during my romantic getaway?
This information about transportation options in Woodstock might help your romantic getaway go off without a hitch: Make your way to Woodstock with a flight to Chicago, IL (DPA-Dupage), which is the closest major airport located 29.9 mi (48.1 km) from the city center. To venture out into the surrounding area, hop aboard a train at Woodstock Station.