Fright Hike: Chicago Halloween Bike Tour
Chicago, US
100% of travellers recommend this
Highlights
- Spooky Bicycle Tour through Chicago's Most Haunted Spots
- Explore the John Hancock Center's Haunting History
- Discover the Haunted Secrets of the Chicago River
- Uncover the Ghostly Stories of the Oriental Theatre
- Experience the Infamous Congress Plaza Hotel's Hauntings
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Duration: 3 hours
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Expert local tour guide
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Bicycle and helmet included
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Suitable for most ages
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Operates rain or shine
Get ready to experience the fright of your life on Bobby's Fright Hike: Chicago Halloween Bike Tour! Join our expert tour guides as they lead you on a spine-chilling adventure through the most haunted spots in the Windy City. Explore the John Hancock Center, known for its curses and tragic history. Cruise along the Chicago River, where the SS Eastland shipwreck claimed more lives than the Great Chicago Fire. Visit the infamous Congress Plaza Hotel, one of the world's most haunted hotels. Hear ghost stories in Grant Park and Museum Campus, including the chilling tales of H.H. Holmes, a serial killer who preyed on visitors to the 1893 World's Fair. End the tour with a ride along Lake Michigan, passing by the dark depths that hold countless shipwrecks. This 3-hour guided bicycle tour is the perfect outdoor activity for thrill-seekers and ghost hunters. Book now and prepare to be haunted forever!
At a Glance
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Free cancellation
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3 hours
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Instant Confirmation
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Available in English
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Mobile voucher
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Small Group tour
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Guided
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Family friendly
Featured Reviews
Join the Fright Hike in Chicago for a spooky 3-hour bike tour exploring haunted sites and ghostly tales in the Windy City.
Included
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Expert local tour guide -
Bicycle
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Helmet
Excluded
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$10 per person (or more) suggested guide gratuity. (via cash, venmo and paypal) -
Food and drinks
Meeting Point
Directions: The entrance to 540 N. Lake Shore Drive is on the south side of Ohio Street just west of Lake Shore Drive. Enter through the covered driveway and our entrance is on the right just past the Driveway. Please note: you must walk through the covered driveway, no cars and no public parking.
540 N Lake Shore Dr, Chicago, IL 60611 , United States
End Point
Directions: The entrance to 540 N. Lake Shore Drive is on the south side of Ohio Street just west of Lake Shore Drive. Enter through the covered driveway and our entrance is on the right just past the Driveway. Please note: you must walk through the covered driveway, no cars and no public parking.
540 N Lake Shore Dr, Chicago, IL 60611 , United States
What to expect
Bobby's Bike Hike Chicago
The journey begins at the Bobby’s Bike Hike headquarters in Streeterville, where you’ll meet your terrifying and fun-loving tour guide! We will outfit you with a ready-to-ride Bobby’s bicycle, complete with front and rear lights to keep the group shining bright amidst the spooky darkness. Our fleet of comfort bikes makes riding a breeze, so you can keep your focus on the frights!
15 minutes
John Hancock Center
The tour will then set out to see the John Hancock Center, home of the city’s most prolific curses and tragic demise. It’s one of the tallest buildings in Chicago and has an equally steep history of disaster.
15 minutes
Admission Not Included
James M. Nederlander Theatre
From there the guide will lead you into the Chicago Loop toward the Oriental Theatre, formerly known as the Iroquois Theatre. In 1903, a horrific blaze left hundreds trapped in the burning building and the alley beside it. It is largely believed that these souls still haunt the venue, even bringing their families to a show every now and again!
15 minutes
Admission Not Included
The Congress Plaza Hotel & Convention Center
Following that, you’ll trek to the South Loop’s Congress Plaza Hotel, one of the most infamous haunted hotels in the world. Here you’ll take a break and maybe hunt for a ghost or two in the lobby. Bobby advises against venturing upstairs—multiple rooms have been sealed off for a reason.
15 minutes
Grant Ulysses Park
ater, the frightening ride continues down to Grant Park and Museum Campus, two of Chicago’s most iconic waterfront parks. These centuries-old spaces are vast and haunting, the perfect place to share more ghost stories… including those of H.H. Holmes, a serial killer who preyed upon visitors to Chicago’s 1893 World’s Fair. Though his south-side murder castle has long been demolished, the spirits of his victims are still present all around.
15 minutes
Lake Michigan
The tour finishes with a lakeside ride back to Streeterville, passing the dark depths of Lake Michigan, home to countless deadly shipwrecks.
15 minutes
The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.
Additional Information
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Public transportation options are available nearby -
Participants should have at least a moderate level of physical fitness
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This tour is appropriate for most ages and fitness levels. Professional guides blend quality information, group interaction, and most of all, fun, to create an unforgettable Chicago experience. Bikes are provided. Child bikes, seats and tag-alongs are available.
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Please note: children must be strong, capable riders and be able to bike for 9 miles
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TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
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Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund.
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Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.
What our experts say
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Dress warmly; it can get chilly. -
Check out nearby Lou Malnati's for pizza.
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Visit the haunted Congress Plaza Hotel lobby.
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Arrive early to adjust your bike fit.
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Explore the ghost stories at Grant Park.
More About this Experience
Introduction
Bobby’s Fright Hike is the ultimate Halloween experience in Chicago. Created by Bobby’s Bike Hike, America’s longest-running city bicycle company, this spine-chilling tour takes you on a thrilling adventure through the haunted streets of the Windy City. Get ready to be spooked as you hop on two wheels and follow Bobby’s expert tour guides to the most paranormal and frightening spots in Chicago. With a duration of three hours, this guided bicycle tour is perfect for those seeking an outdoor activity that combines adventure and adrenaline with the spirit of Halloween.What to expect?
During the Fright Hike, you can expect a hair-raising journey filled with ghostly tales, haunted locations, and spine-chilling encounters. Explore the haunted John Hancock Center, where curses and tragedy have left their mark. Cruise along the Chicago River, the site of the devastating SS Eastland shipwreck. Discover the haunted Congress Plaza Hotel and feel the presence of restless spirits. Journey through Grant Park and Museum Campus, where the ghosts of H.H. Holmes’ victims still linger. Finally, ride along the dark depths of Lake Michigan, home to countless deadly shipwrecks. This tour promises to satisfy your inner ghost hunter and provide an unforgettable Halloween experience.Who is this for?
The Fright Hike is an experience for all thrill-seekers and adventure enthusiasts. Whether you're a local looking for a unique way to explore your city or a visitor seeking an unforgettable Halloween experience, this tour is tailored to suit your preferences. If you're fascinated by the paranormal and enjoy a good ghost story, this tour is perfect for you. The Fright Hike is designed to be inclusive and welcomes individuals, couples, and groups of friends who are eager to embark on a spooky adventure through the streets of Chicago.Why book this?
Discover the darker side of Chicago with Bobby’s Fright Hike. This one-of-a-kind tour provides a unique blend of history, spooky tales, and thrilling bike riding. Bobby’s Bike Hike, with its reputation as America’s longest-running city bicycle company, ensures a well-organized and professional experience. The expert tour guides are well-versed in the haunted history of Chicago and will keep you engaged with their captivating storytelling. Riding a bicycle allows you to cover more ground and experience the city in a way that is both exhilarating and immersive. The Fright Hike guarantees a memorable adventure that combines adrenaline, history, and the supernatural.Good to know
Before embarking on the Fright Hike, ensure you arrive at the meeting point, located at 540 N. Lake Shore Drive, Streeterville. The tour lasts for approximately 180 minutes, providing ample time to explore the haunted sites while enjoying the adrenaline rush of biking through the city streets. Comfortable bikes equipped with front and rear lights are provided, ensuring a safe and enjoyable ride. It is recommended to bring a jacket or sweater as the Chicago nights can be chilly, and don't forget to charge your cameras to capture the spine-tingling moments along the way. Join Bobby’s Fright Hike and experience the thrill of Halloween like never before.Reviews
Guests who have experienced Bobby’s Fright Hike are raving about the spine-chilling adventure it offers. They praise the knowledgeable and engaging tour guides who bring Chicago's haunted history to life. Many describe feeling a sense of excitement and anticipation as they journeyed through the city's most haunted spots. Guests also appreciate the well-maintained bicycles provided by Bobby's Bike Hike, making the ride comfortable and enjoyable. Overall, the feedback is overwhelmingly positive, with visitors recommending the Fright Hike as a must-do activity in Chicago, especially for those who love a good scare.
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