Halloween Events & Accommodations in Chicago

If you’re relishing our Luxury Collection hospitality along Michigan Avenue here at The Gwen this Halloween season, you’re in luck: The Windy City knows how to mark this spookified holiday with the right kind of (ghostly) gusto.

Let’s have a look at just a few of the Halloween options at your fingertips as a guest at The Gwen!

Arts in the Dark Halloween Parade of Artists

You’ll see spectacular costumes, floats, and performers during the annual Arts in the Dark Halloween Parade of Artists on Saturday, October 20th: a State Street tradition that serves as one of Chicago’s great yearly parades. After the Arts in the Dark parade itself, you’ll have after-parties at your disposal: DJs, stilt walkers, fortune tellers, and more at Millennium Park beginning at 7:30 PM, and trick-or-treating, games, and Beetlejuice over in Maggie Daley Park starting at 8 PM.

The Windy City’s Paranormal Side

Why not take a deep dive into the Halloween “spirit” on a supernatural tour of Chicago, which certainly isn’t lacking for ghost stories? You’ve got many options for delving into the city’s phantasmal underbelly, including Chicago Hauntings, the Gangsters & Ghosts Tour, and a two-wheeled Haunted Chicago Segway Tour, to name a few.

32rd Annual Edgar Allen Poe Readings

Talented actors from Lifeline Theatre will once again be reading some of the most spine-tingling and fraught of Edgar Allen Poe’s works in the historic Glessner House Museum. This 32nd run-through of a very special tradition takes place this year on Saturday, October 27th beginning at 5 PM.

Dead Poets Halloween Party at Life Force Arts Center

If you want even more literary horror on October 27th, swing by the annual Dead Poets Halloween Party at Life Force Arts Center, a spooky soiree hosted by Frankenstein creator Mary Shelley that begins at 7 PM. Dress as your personal fave Dead Poet, and you might just nab the Best Costume prize!

Six Flags Fright Fest

The Gates of Hell to Manslaughter Manor, Big Top Terror to Infestation, Dead Haven to Henchmen Alley: Do you have the steely nerves required to brave the various haunted realms and “Scare Zones” of Fright Fest over at Six Flags Great America?

Spooky Zoo

The perfect Chicago Halloween celebration for the kiddos, Spooky Zoo turns Lincoln Park Zoo into a trick-or-treating extravaganza: Better than 30,000 kids and families attend each year!

Weekend Rates From $199/Night