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Discover Breckenridge’s dark side with the Strange but True walking tour, featuring stories of crimes, kidnappings, and wild west tales for about 1.5 hours at $33.

The Strange but True tour stands out as a one-of-a-kind experience in Breckenridge, highlighting the town’s darker history through captivating storytelling. Priced at $33 per person, this 1 hour 30 minutes walking tour explores the lesser-known side of the mountain town, focusing on violent crimes, kidnappings, and wild west deeds that have shaped Breckenridge’s past since 1961.
Led by Gail Westwood, a guide known for her engaging storytelling and extensive knowledge, the tour visits approximately 7 stops in the downtown area, starting at 100 N Main St and ending near Breck Sports on Main Street. With a maximum group size of 12 travelers, this tour maintains an intimate and personalized feel, making it ideal for groups seeking a spooky, fun break from outdoor activities like skiing or snowboarding.
While the tour is praised for its entertaining and factual stories, it’s important for guests to know it primarily focuses on stories of the town’s darker side, rather than comprehensive historical facts. The stories are family-friendly but dive into some sordid tales, making it appealing especially for bachelor/bachelorette parties, groups of friends, and those interested in Colorado’s mysterious history.

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The Strange but True tour begins at 100 N Main St, where Gail Westwood welcomes guests in front of Summit Jewelry Store. From there, she walks the group through downtown Breckenridge, stopping around 7 times to share stories of the town’s dark history since it transitioned from a gold mining town in 1961 to a thriving ski destination.
Each stop is carefully chosen for its historical significance and storytelling potential. Guests learn about crimes of passion, suspected kidnappings, and murder cases that have happened right in the town’s streets. The stories are told with flair, and the ability to stand at the actual locations where these events occurred adds a layer of authenticity and interest.
The tour’s storytelling style makes it entertaining and engaging, with Gail’s expertise shining through her ability to deliver facts in an accessible, personable manner. The stories are family-friendly but retain a spooky edge that appeals to those curious about mystery and crime.
The tour stops at notable locations where the stories of violent crimes and mysterious disappearances unfold. As Gail narrates, guests get to walk right up to the actual buildings and spots involved in these legendary tales. This close-up experience makes the stories more vivid and memorable.
One of the highlights is the ability to see the exact locations of some of the most infamous events in Breckenridge’s dark past. This makes the tour feel more immersive, as you get to stand where history happened — a feature that many reviewers find particularly compelling.
The stories involve everyday life in Breckenridge, with some tales involving families, locals, and notorious figures from the town’s past. The stories also include twists and unexpected details, keeping the tour lively and unpredictable.
Gail Westwood is the heart of this tour, often praised for her knowledge, enthusiasm, and ability to bring stories to life. She is described as an expert storyteller, who makes each story engaging. Her personal involvement in some of the tales adds a touch of authenticity.
Guests note that Gail’s delivery is lively and personable, often making sure everyone stays in the shade and comfortable during the walk. Her fascination with Breckenridge’s “strange but true” tales shines through, and her depth of knowledge enhances the experience.
Many reviews mention her ability to include family-friendly stories, changing names to protect the innocent, and her willingness to accommodate last-minute bookings. This flexibility and her passion for local lore make her a well-loved guide.
The tour starts at 2:00 pm in front of Ruby Jane boutique on South Main Street. It is near public transportation, making it accessible for most visitors. The group size is limited to 12, which preserves an intimate atmosphere and allows for more personal storytelling.
Guests should book 18 days in advance on average, as this tour remains popular. The mobile ticket system makes it easy to access and manage reservations. The tour includes entry to some buildings where appropriate, though no additional costs are involved.
Cancellation is free if canceled at least 24 hours in advance, providing flexibility for travelers’ plans. Since the experience depends on good weather, cancellations due to poor conditions are possible, but guests are offered a different date or full refund.
The tour begins at 100 N Main St, and from there, Gail leads the group through downtown Breckenridge. She focuses on stories rooted in actual locations around the town, which enhances the storytelling. The final stop is at Breck Sports on Main Street at 127 S Main St.
Each stop emphasizes a different tale of crime or mystery, giving guests a varied and comprehensive look into the town’s dark history. The storytelling often involves entering or viewing buildings connected to each story.
This tour offers an entertaining way to learn about Breckenridge’s less-known history. It balances fun and factual storytelling, making it especially suitable for groups seeking a memorable evening activity. The stories are family-friendly but spooky enough to satisfy those looking for a thrill.
The walking pace is comfortable, with stops in shaded areas to keep guests cool and comfortable, especially in warmer months. Because the stories are delivered at each location, the tour maintains a lively pace that keeps everyone engaged.
This experience appeals primarily to history enthusiasts, crime story fans, and those interested in Colorado’s wild west past. It’s also perfect for bachelor/bachelorette parties or groups of friends seeking a fun, spooky activity that offers local lore in a lively setting.
Those looking for a comprehensive history tour might find this more story-focused rather than detailed, but for those who enjoy narrative storytelling, it’s a delightful choice.
The Strange but True tour offers a unique look at the darker stories of Breckenridge, led by a knowledgeable and charismatic guide. Its affordable price, personalized group size, and engaging storytelling make it a worthwhile option for visitors wanting a different perspective on the town.
While it’s mainly about mystery and crime tales, the tour also provides a fun and atmospheric experience that complements outdoor adventures or ski days. It’s especially recommended for those interested in local legends, Colorado history, or just a spooky evening walk.
If you appreciate a well-told story and want to stand at the sites of real events, the Strange but True tour is a great addition to any Breckenridge itinerary.
“Excellent and interesting tour. Our family of 5 adults enjoyed it a lot. I would recommend this tour.”
Is this tour suitable for children?
Yes, the stories are family-friendly but have a spooky tone. It’s suitable for most ages, but parents should use discretion for very young children.
How long does the tour last?
The tour lasts approximately 1 hour 30 minutes.
Where does the tour start?
It begins in front of 100 N Main St at 2:00 pm.
Is the tour accessible by public transportation?
Yes, the meeting point is near public transit options.
Do I need to book in advance?
Yes, booking about 18 days in advance is typical, as the tour is popular.
What is included in the ticket price?
The ticket price covers the guided storytelling, and entry to some buildings if appropriate.
Can I cancel the tour if my plans change?
Yes, cancellations are free up to 24 hours before the start time.
Is the group size small?
Yes, limited to 12 travelers for a more intimate experience.
What makes this tour different from other Breckenridge tours?
It focuses exclusively on dark history and mysteries, offering a storytelling experience rather than a traditional historical tour.
Can I join the tour last-minute?
Yes, Gail may accommodate last-minute bookings if availability allows, but it’s best to reserve early.