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Step aboard Ollie the Trolley’s two-hour Haunted Cemetery Tour through Omaha’s dark past. Discover ghost stories, gangster lore, and eerie cemeteries every Sunday from September through November.
Step aboard Ollie the Trolley’s two-hour Haunted Cemetery Tour through Omaha’s dark past. Discover ghost stories, gangster lore, and eerie cemeteries every Sunday from September through November.
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Verified experiences and guided adventures in the surrounding area.
Operated by Ollie the Trolley · Omaha, Nebraska
Omaha, Nebraska’s skyline might strike most as modern Midwest, but hidden in its shadows lies a darker chapter. Ollie the Trolley offers a gripping two-hour Haunted Cemetery Tour that walks the line between history and the supernatural, shining a light on the city’s lesser-known stories. This tour is not your typical daytime stroll — it unfolds mostly in the company of undertakers, with newly trained historians dressed in period attire guiding you through the city’s eerie cemeteries and haunting mansions every Sunday from late September to early November.
Departing promptly at 1 p.m. from the West Lawn-Hillcrest parking lot at 5701 Center Street, the trolley navigates through Omaha’s historic burial grounds where the specters of gangsters, brothels, and midnight deals are as much a part of the narrative as the gravestones themselves. The atmosphere blends folklore and fact seamlessly, giving participants a fascinating glimpse into Omaha’s reputation as a "Wicked Little City"—a place rife with survival, crime, and human drama after dark.
What sets this experience apart is the immersive storytelling effort by Ollie the Trolley, which turns a simple city history tour into a theatrical engagement with the past. Guests are invited to bring their own spirits to toast the lingering presences, making the journey both communal and personal.
More than an adventure, this tour offers a unique way to engage with Omaha’s cultural and urban landscape — stepping beyond the typical trails and parks into a narrative woven through cemeteries and mansions. It’s perfect for history buffs, thrill seekers, and anyone looking for an unusual way to spend a fall afternoon. With an accessible meeting point near established city parks and straightforward logistics, it’s a rare blend of outdoor ambiance and storytelling that enriches Omaha’s broader outdoor and cultural scene.
easy.
2 hours.
Suitable for most fitness levels; involves mostly seated trolley time and brief walking
Tours operate every Sunday from September 21st through November 9th.
The trolley departs from the West Lawn-Hillcrest parking lot at 5701 Center Street, Omaha.
Due to the mature themes and dark history, this tour is recommended for adults and older teens.
Comfortable shoes, layered clothing, and optionally a flashlight and camera are recommended.
Please contact Ollie the Trolley directly to confirm accessibility accommodations.
If canceled due to weather or mechanical issues, your ticket will be honored for a future tour or credit.
Omaha's role as a bustling hub during the Prohibition era fostered a complex network of gangsters and clandestine activities linked to the areas visited on the tour.
Ollie the Trolley promotes respectful interaction with historic sites to aid preservation efforts for Omaha’s cemetery heritage.
Ollie the Trolley operates guided trolley experiences in Omaha, Nebraska. The company offers seasonal and specialty tours that combine local history, neighborhood lights, and recreational activities. Signature experiences include the Pickleball Trolley Tour — with two drinks, two trolley rides, and a professional pickleball lesson at Midwest Pickleball Club — as well as Halloween Lights Tours guided by the Omaha Halloween Yard Haunts group. Holiday Lights Tours run from the weekend after Thanksgiving and showcase displays installed by Brite Ideas. Haunted Cemetery Tours run every Sunday from September 21 to November 9 and feature newly trained Historians dressed as undertakers who present Omaha’s darker past, including stories about gangsters and historic brothels. Tours depart from central Omaha locations and partner with local businesses such as Lucky Bucket Brewery and Beyond Golf for food, beverages, and activities. Each tour is structured as a two-hour experience except where noted, with curated routes, knowledgeable guides, and on-board narration. Ollie the Trolley focuses on accessible group outings that blend entertainment, education, and local commerce. Customer safety and local collaboration are emphasized; tours work with community groups and contractors named in promotional materials. Booking information, schedules, and seasonal availability are published for each tour so guests can plan trips in advance. The business targets local residents, visitors to Omaha, and groups seeking themed outings that highlight the city’s attractions and neighborhood traditions. Reservations are available online or by phone, and tours accommodate private bookings, group rates, and seasonal scheduling for community events.
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