Discover the captivating history and architectural wonders of Downtown Winston-Salem on this guided tour. Stroll through the city’s rich industrial past, uncovering fascinating tales of Prohibition-era moonshine while admiring iconic landmarks inspired by the Empire State Building. Led by expert guides, this 70-minute adventure offers an engaging and immersive experience, showcasing Winston-Salem’s transformation into a thriving productivity hub in the American South. For just $16 per person, embark on a journey that promises to surprise and delight – prepare to be captivated by the city’s untold stories.
Good To Know

- Explore Winston-Salem’s industrial heritage and architectural inspiration from the Empire State Building during a 70-minute guided tour.
- Discover the city’s history as a moonshine hub during Prohibition and its rise as an industrial center in the American South.
- Enjoy a flexible booking experience with no upfront payment required and free cancellation up to 24 hours in advance.
- Experience an alcohol and drug-free guided tour led by knowledgeable hosts, providing insights into Winston-Salem’s captivating past.
- Start the tour at the central meeting point of Fair Witness Fancy Drinks, with prices starting at $16 per person.
Tour Overview

The Downtown Winston-Salem Historic Guided Tour offers visitors a 70-minute journey through the city’s rich history.
Priced from $16 per person, the tour departs from Fair Witness Fancy Drinks in the heart of downtown.
Led by knowledgeable guides, you will explore the architectural wonders that inspired the Empire State Building and uncover Winston’s intriguing past as a moonshine hub during Prohibition.
The tour highlights the city’s transformation into a productivity center in the American South, immersing guests in the stories that shaped its industrial heritage.
With free cancellation up to 24 hours in advance, this tour provides a flexible and engaging way to discover the vibrant downtown of Winston-Salem.
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Tour Highlights

Explore the history of downtown Winston-Salem, the industrial heart of North Carolina. On this guided tour, you’ll see architectural inspiration from the Empire State Building and hear captivating stories of Winston’s role as a moonshine hub during Prohibition.
Experience the city’s rise as a center of productivity in the American South, where textile mills and tobacco factories thrived. Your knowledgeable guide will bring the past to life, transporting you through time and offering a deeper understanding of Winston-Salem’s rich heritage.
Enjoy the dynamic blend of past and present that defines this vibrant city.
Itinerary Details

On this downtown Winston-Salem guided tour, the experience lasts for 1 hour, with participants returning to the starting point at Fair Witness Fancy Drinks.
The itinerary takes visitors on a captivating journey through the city’s rich history. Along the way, they’ll discover the architectural inspiration behind the iconic Empire State Building and uncover tales of Winston-Salem’s moonshine-fueled past during Prohibition.
The tour showcases the city’s transformation into a thriving industrial hub in the American South, offering a comprehensive understanding of its evolving role and significance.
Though subject to change, this carefully curated itinerary promises an immersive and enlightening exploration of downtown Winston-Salem’s remarkable heritage.
Booking Information

Customers can reserve their spot on the downtown Winston-Salem guided tour and pay later, thanks to the flexible booking options.
Simply check availability to find the perfect starting time for your exploration. With no upfront payment required, you can easily fit this adventure into your travel plans.
Whether you’re a local or visiting the area, this tour offers a chance to uncover the captivating history of Winston-Salem’s vibrant downtown.
Discover the city’s industrial past, architectural wonders, and moonshine heritage – all while enjoying the expertise of professional guides.
Don’t miss this opportunity to explore the rich tapestry of North Carolina’s history.
More Great Thing To Do NearbyImportant Notes

While the downtown Winston-Salem guided tour promises a captivating exploration of the city’s rich history, there are a few important guidelines customers should keep in mind.
The tour is strictly alcohol and drug-free, as the focus is on immersing participants in the city’s past, not indulging in substances. Plus, the itinerary is subject to change, ensuring the tour remains engaging and up-to-date.
Customers can expect a guided experience led by knowledgeable hosts who’ve thoroughly researched and written the tour content. Most importantly, the tour provides a unique opportunity to discover Winston-Salem’s transformation from an industrial hub to a center of productivity in the American South.
- Alcohol and drugs not allowed during the tour
- Itineraries subject to change
- Guided exploration led by knowledgeable hosts
- Discover Winston-Salem’s rich industrial history
Meeting Point
Conveniently situated at Fair Witness Fancy Drinks, the starting point of the downtown Winston-Salem guided tour promises an engaging introduction to the city’s captivating past.
Tour-goers will gather at this local watering hole, where knowledgeable guides await to lead them on a 70-minute journey through Winston-Salem’s historic downtown.
From this central meeting point, you will set off to explore the architectural gems and uncover the intriguing stories that have shaped the city’s evolution as an industrial powerhouse and cultural hub of North Carolina.
With easy access and a welcoming atmosphere, the Fair Witness Fancy Drinks location sets the stage for an immersive exploration of Winston-Salem’s storied past.
Duration and Price
The downtown Winston-Salem guided tour packs a punch, clocking in at a brisk 70 minutes.
Priced affordably from $16.00 per person, this immersive experience offers exceptional value.
Whether you’re a local or a visitor, this tour promises to captivate your senses and leave you with a deeper understanding of the city’s rich history.
- Discover the architectural marvels that inspired the Empire State Building.
- Uncover the tales of Winston’s role as a moonshine hub during Prohibition.
- Witness the rise of the city as a center of productivity in the American South.
- Explore the industrial heart of North Carolina, guided by knowledgeable hosts.
Live Tour Guide
Knowledgeable guides lead the downtown Winston-Salem tour, providing a captivating and immersive experience for participants.
These expert storytellers bring the city’s history to life, regaling visitors with tales of its industrial heyday and moonshine-fueled past.
As they navigate the charming streets, the guides point out architectural gems that evoke the Empire State Building, weaving in fascinating anecdotes that bring the past into vivid focus.
With their infectious enthusiasm and deep knowledge, the guides ensure that each tour is an engaging and enlightening journey through Winston-Salem’s remarkable transformation from a center of productivity to a thriving modern metropolis.
Frequently Asked Questions
Can We Take Photos During the Tour?
Guests are welcome to capture the historic sights and stories during the tour. However, they’re kindly asked to be mindful of others’ experiences and not disrupt the guide’s narration. Photography adds to the adventure, creating lasting memories of Winston-Salem’s rich past.
Is the Tour Wheelchair Accessible?
The tour is wheelchair accessible, allowing guests to explore Winston-Salem’s historic sights comfortably. Knowledgeable guides ensure an engaging experience, bringing the city’s past to life for all visitors, regardless of mobility needs.
Are Pets Allowed on the Tour?
Pets are not permitted on the tour. The guided exploration of Winston-Salem’s history is designed for human guests to fully enjoy the informative and adventurous experience without the presence of animals. Participants must leave their furry friends at home.
Can We Purchase Souvenirs From the Meeting Point?
Visitors can’t purchase souvenirs from the meeting point, Fair Witness Fancy Drinks. The tour focuses on exploring Winston-Salem’s rich history through a guided experience led by knowledgeable guides, not on shopping for mementos along the way.
Is There an Option to Extend the Tour Duration?
While the Downtown Winston-Salem Historic Guided Tour has a set duration of 70 minutes, travelers can’t extend the tour length. However, they can explore the city further on their own after the guided experience to discover more of Winston-Salem’s rich history.
The Sum Up
Set out on a captivating 70-minute journey through Winston-Salem’s rich industrial heritage and architectural marvels. Uncover the city’s fascinating Prohibition-era moonshine history, led by expert guides. Explore significant landmarks inspired by the Empire State Building and witness Winston-Salem’s evolution into a productivity hub in the American South. This engaging and memorable outing promises an immersive experience that’ll leave you with a deeper appreciation for the city’s vibrant past.
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