Highlights of Winston-Salem: A Tobacco Trail
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.
per player · one-time · yours forever
An evening of adventure for less than two coffees
Each player races on their own phone.
Full refund until you start playing · 12 stops · 2 hrs · 2.1 km
Live in Winston-Salem? The Annual Pass is how locals play — $79.99/yr. See the Annual Pass →
Places you will visit
12
It will take you
98-128 mins
You will walk
2760 steps
Total distance
2.1 km
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.
Bring your crew
Race to the finish.
Everyone plays on their own phone — race solo, as a couple, or with a crew of any size. First to solve every clue takes the crown.
Adventure
Your pace, no timer
Escape
Beat the clock
Plays offline at your own pace — live group races need a connection.
Final leaderboard
Landmarks & Hidden Gems Included
The Depot Street Mural
The Bailey Brothers Factory
The Nissen Building
The R.J. Reynolds Statue
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!
Good to know before you play
- 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 at least 60% 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
Quests are more fun with friends or family. Each player who wants to play on their own phone needs their own access.
Ratings and Reviews
62 ratings
Andrew Jones
Diane Goldstein
Lgm5214
Kristin95
Sheena
Beat the best: Top Winston-Salem explorers
Jacqlyn is a writer based in North Carolina. She loves exploring the frontiers of storytelling and hopes you enjoy her Questo game!
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Compare Questo vs. Guided Walking Tours
Flexibility
Regular Guided Tours
Fixed schedules & no pausing
Questo
Start, pause, and resume anytime
Privacy
Regular Guided Tours
Crowds of up to 30 strangers
Questo
Private experience for your group only
Pricing
Regular Guided Tours
$30-$40 per person
Questo
Affordable per-group pricing
Availability
Regular Guided Tours
Requires advance booking
Questo
Instant access 24/7/365
Experience
Regular Guided Tours
Passive listening to a guide
Questo
Active gamification; you solve the mystery
| 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 |
