Team vs team
Use your own phones and join a team. Any teammate’s answer advances everyone. Beat the other teams on the leaderboard.
City exploration game
Highlights of Winston-Salem: A Tobacco Trail
4.85Player ratingA DIFFERENT WAY TO SEE THE CITY
Play at your pace · usually 113 min 2.1 km Winston-Salem App-guided
Play in
English
The experience
About this quest
Race through Winston-Salem's tobacco past with this city exploration game!
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!
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!
Play at your own pace or challenge your friends.
Ready to ride along with history?
Heeyah!
Note: Ideal parking is along Main Street between 1st and 4th. Tour is best done during the day.
What makes this quest special
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.
From people who played this quest
Good times. In their words.
4.85 / 5
61 player ratings
Selected player reviews. Original words and ratings.
Most relevant starts with detailed five-star reviews. All ratings remain available.
From your phone to the streets
A walk that turns into an adventure.
- 1
Open the app. You’re on your way.
Choose your pass, then open your quest in the Questo app. It guides you from the starting point.
- 2
Get outside. Follow your curiosity.
Discover real places and their stories on foot. Stop for a coffee or a photo, then pick up where you left off.
- 3
Crack a clue. Share a little victory.
Look around for answers, solve puzzles and enjoy the “we got it!” moments.
CHOOSE YOUR PASS
How many are playing?
Get this questNo booking slot · play any dayFull refund until you start playing
BRING YOUR WHOLE GROUP
One city. Rival teams. Great stories together.
A school trip, a team day or friends out together. Turn your next outing into a little friendly competition.
Everyone for themselves
One player per phone. Solve clues on your own and race for the top spot on the final leaderboard.
Can a team share one phone?
Yes. Play together on one phone per team, or use your own phones and join the same team in the app. We recommend your own phones so everyone can take part.
Your walk, at a glance
Winston-Salem
A · Start
Second St NW & N Main St, Winston-Salem, NC 27101, USA
B · Finish
51 4th St E, Winston-Salem, NC 27101, USA
Start and finish only. Discover the stops as you play.
Along the way
Landmarks & Hidden Gems Included
The people behind the adventure
Created by Jacqlyn Phillips.
A route that brings places and playful storytelling together.
Made by Jacqlyn Phillips
WHAT MAKES A QUEST DIFFERENT
Your adventure, with a playful twist.
1 / 4
Experience
- This quest
- Discover places through stories and clues in the app
- Guided walking tour
- Hear stories and ask a guide questions
2 / 4
Pace
- This quest
- Pause for a photo, a café or a longer look
- Guided walking tour
- Usually follows the guide’s schedule
3 / 4
Company
- This quest
- Explore with your own people or on your own
- Guided walking tour
- Private and shared group tours are available
4 / 4
Guidance
- This quest
- Directions and challenges in the Questo app
- Guided walking tour
- Live interpretation from a guide
Features and terms vary by experience. Check the details before booking.
Good to know before you play
- We recommend not playing at night
- No attractions ticket(s) required
Keep exploring
Every quest. One year.
Explore the annual passGive them a story
A day out, gifted.
Explore Questo giftsKeep exploring Winston-Salem
More adventures in Winston-Salem
EXPLORE WINSTON-SALEM ON FOOT
A flexible self-guided way to discover Winston-Salem
Highlights of Winston-Salem: A Tobacco Trail is for travelers who want a private, self-guided city experience rather than joining a scheduled walking-tour group. You follow a route, solve clues and discover places at your own pace.
The route starts at RJ Reynolds Statue and finishes at Reynolds American over 2.1 km, with 12 challenge locations. Typical duration: 113 min; 2.1 km walking route; 12 challenge locations
Choose this for flexibility, privacy and active discovery. Choose a guided walking tour when live commentary and asking a guide questions matter more. Playable languages: English.
