Highlights of Winston-Salem: A Tobacco Trail
🔒 Instant Access: Book now and start immediately. No need to wait for a guide.
⏱️ Total Flexibility: Start, pause, and resume whenever you want.
🧩 Gamified Discovery: Solve 12 location-based puzzles to unlock hidden stories and secret spots.
📍 Starting Point: RJ Reynolds Statue, Second St NW & N Main St, Winston-Salem, NC 27101, USA
🛡️ Free Cancellation: Cancel up to 24 hours before your planned start for a full refund.
🌐 Available In: 🇬🇧 English
Places you will visit
12
It will take you
98-128 mins
You will walk
2760 steps
Total distance
2.1 km
Route you will explore
Starting point RJ Reynolds Statue
Second St NW & N Main St, Winston-Salem, NC 27101, USAFinish point Reynolds American
51 4th St E, Winston-Salem, NC 27101, USAAbout this quest
Follow clues and solve challenges to unlock local stories. See famous landmarks and not-so-famous hidden gems. Learn about the New South's industrial rise. And have fun solving puzzles!
Note: Ideal parking is along Main Street between 1st and 4th. Tour is best done during the day.
What to Expect
This self-guided walking tour in Winston-Salem combines exploration, storytelling, and puzzle-solving into one unique experience. As you navigate through the city, you will discover 12 carefully selected locations, each revealing a piece of the story.
The entire quest takes approximately 6780 minutes to complete and covers 2.1km on foot. You will move at your own pace, with the freedom to pause whenever you want to take photos, grab a coffee, or simply soak in the atmosphere.
Each location features a challenge or puzzle that unlocks the next chapter of your story. These challenges are designed to be fun and engaging while teaching you about the history, culture, and hidden gems of Winston-Salem.
No tour guide needed – your smartphone becomes your guide. The Questo app provides directions, shares stories, and presents challenges along the way.
Highlights
Discover the most important leaf in Carolina history.
Uncover the rebel legacy of Bailey Park.
Explore the disappeared Depot Street neighborhood.
Learn who won downtown's Race to the Sky.
Grab a drink in 1929's Best New Building of the Year.
The mission: Your story in Winston-Salem
You're the Chief of Salem's Rough and Ready Fire Company—and a fire is afoot!
The bells are sounding in every district, smoke is filling the streets. But strangely, the source of the fire is completely unknown.
Your job, Chief, is to track it down.
Find that fire before it spreads and save your beloved Camel City.
There's no time to spare. Grab your trustiest steed and ride!
Heeyah!
Landmarks & Hidden Gems Included
The Depot Street Mural
The Bailey Brothers Factory
The Nissen Building
The R.J. Reynolds Statue
- We recommend not playing at night
- No attractions ticket(s) required
Tips & Recommendations
Wear Comfortable Shoes
You will be walking throughout the city, so comfortable footwear is essential for enjoying the experience.
Charge Your Phone
Make sure your smartphone is fully charged. The quest runs through the Questo app, and you will be using it throughout.
Check the Weather
This is an outdoor activity. Bring an umbrella or sunscreen depending on the forecast.
Bring a Camera
You will discover photogenic locations and hidden gems perfect for capturing memories.
Stay Hydrated
Bring water, especially during warmer months or longer quests.
Play with Friends
While you can play solo, quests are more fun with friends or family. One ticket works for a group.
Important Information
Duration
Approximately 6780 minutes
Distance
2.1km walking
Group Size
Unlimited
Difficulty
Easy to Moderate
Accessibility
Not wheelchair accessible (stairs and uneven surfaces)
Cancellation Policy
Free cancellation up to 24 hours before your scheduled start time
Need to Know Before Booking
- •You will need the Questo app on your smartphone (iOS or Android)
- •Each ticket can be used by a group (share one device or play separately)
- •Internet connection required to download the quest initially
- •Once downloaded, you can play offline if needed
Ratings and Reviews
61 ratings
Beat the best: Top Winston-Salem explorers
Compare Questo vs. Guided Walking Tours
| Feature | Regular Guided Tours | Questo |
|---|---|---|
| Flexibility | Fixed schedules & no pausing | Start, pause, and resume anytime |
| Privacy | Crowds of up to 30 strangers | Private experience for your group only |
| Pricing | $30-$40 per person | Affordable per-group pricing |
| Availability | Requires advance booking | Instant access 24/7/365 |
| Experience | Passive listening to a guide | Active gamification; you solve the mystery |
