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Bobby’s Fright Hike: Halloween Edition Night Bike Tour

Only in Chicago can you be scared witless while enjoying a rip-roaring entertaining bicycle tour!  Bobby’s Fright Hike – Halloween Edition bike tour is a three-hour guided adventure through Chicago’s spookiest spots. On this Chicago Halloween tour, you’ll be regaled with tales of our hauntings and horrors while rolling by some of the Windy City’s most famous landmarks, all cast in the shadow of night! Witness the cursed energy of the John Hancock Center, the lingering spirits of the SS Eastland, the trapped souls of the Iroquois Theater, and the ghastly elegance of the Congress Plaza Hotel. Perfect for thrill-seekers, ghost-hunters, Halloween parties, or anyone looking to have a chilling good time!

Join us on Bobby's Fright Hike: Halloween-themed Bike Tour running all month long. Equal parts scary and fun, kind of like this video.#Chicago #Halloween #FrightHike #IBikeChi #BikeTour

Posted by Bobby's Bike Hike – Chicago Tours on Monday, October 30, 2017

What To Expect

Named for Captain George Wellington Streeter, Streeterville is the bustling downtown district east of Michigan Avenue, north of the Chicago RIver. Streeterville was founded after megalomaniac George Wellington Streeter ran his boat aground nearby, turning the area into a wild and wicked Red Light district.

The John Hancock Center is a 100-story skyscraper in downtown Chicago, designed by Skidmore, Owings, and Merrill. It’s only the fourth tallest building in the city, but by far the most cursed structure in Illinois.

The Loop is Chicago’s bustling business district, named for its location within the rectangular convergence of multiple “El” train tracks. As one of the oldest neighborhoods in the city, the Loop has seen generations of business deals gone wrong… as well as the hauntings that follow.

The Site of the Eastland Disaster is located on the Chicago River in the downtown area. In 1915, the passenger ship SS Eastland overturned and killed 844 people.

The Chicago River is the only river in the world that flows away from its mouth, and the reason for Chicago’s entire history of trade and commerce. Countless shipwrecks make for seriously spooky waters.

The Iroquois Theater was a popular Chicago performance venue, but in 1903, it suffered the deadliest single-building fire in American history. Over 600 people were killed in the blaze. The theater was rebuilt as the Oriental, still in operation today.

The Congress Plaza Hotel is a historic hotel on Michigan Avenue in downtown Chicago, which first opened in 1893 for the World’s Columbian Exposition. Over the last century, several rooms have been cordoned off for pervasive paranormal activity.

The South Loop is the vibrant neighborhood bordered by Harrison Street in the North, and Cermak to the south. The neighborhood is home to countless historic buildings, now occupied by colleges and universities whose students are constantly reporting ghost encounters.

Grant Park, lovingly known as “Chicago’s Front Yard,” is a waterfront park located adjacent to the Loop. Grant Park host some of the Windy City’s biggest culture festivals including Lollapalooza and Taste of Chicago. The park is not without its own history of disaster, and the spooky remnants of such events can be felt by all who visit.

Museum Campus is a unique piece of waterfront parkland located just south of the Chicago Loop. It’s the sprawling home of The Field Museum, The Shedd Aquarium, and the Adler Planetarium, three of the most highly-regarded museums in the world. After dark, the bright limestone structures loom large over the empty promenades, a terrifying sight to see.

What Our Customers Are Saying“I went on the  Haunted Halloween tour with Bobby’s Bike Hike. I learned some interesting facts about disasters and some spooky information about different locations around the city.  The comfort bikes were easy and fun to ride. 5-stars!!”

– Jenelle N.  College Station, TX

Bobby’s Fright Hike: Halloween Edition Night Bike Tour

Duration: 3 hours
Length: 8mi/13km
Level: Mostly Easy
Schedule: RESUMES OCTOBER 2021
Age: 12+

(Discount Online Rates includes bike)

Price: Fri-Sun Mon-Thurs
Adults $42.99 $39.99
Youth (Ages: 4-11) $29.99 $26.99
Infants (Ages: 0-3) $9.99 $7.99
Squad Price (Private Groups up to 9 people) $349.99 $349.99
Electric Bike Upgrade $19.99

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