Turn Winston-Salem’s streets into a seasonal playground with the Holly Jolly Hunt, an app-based scavenger game for families, friends, and teams. Spend an hour tracking festive clues, photographing local holiday touches, and competing on the leaderboard.
Turn Winston-Salem’s streets into a seasonal playground with the Holly Jolly Hunt, an app-based scavenger game for families, friends, and teams. Spend an hour tracking festive clues, photographing local holiday touches, and competing on the leaderboard.
A cold breath of air lifts the scent of pine and baking spices as teams fan out beneath downtown streets festooned in lights. Playable anywhere in Winston-Salem, the Holly Jolly Hunt turns ordinary blocks into a seasonal course — shop windows daring you to spot the quirkiest ornament, murals that wink when photographed, and public squares where strangers become teammates for an hour.
Verified experiences and guided adventures in the surrounding area.
Operated by Holly Jolly Hunt - Holiday Scavenger Hunt · Winston-Salem, North Carolina
A cold breath of air lifts the scent of pine and baking spices as teams fan out beneath downtown streets festooned in lights. Playable anywhere in Winston-Salem, the Holly Jolly Hunt turns ordinary blocks into a seasonal course — shop windows daring you to spot the quirkiest ornament, murals that wink when photographed, and public squares where strangers become teammates for an hour.
Winston-Salem’s history from tobacco town to arts hub frames the hunt. Brick facades and early-20th-century storefronts form waypoints; the city’s industrial past and Moravian cultural roots peek through in candle displays and historical plaques. Geologically the Piedmont offers gently rolling streets rather than steep climbs, so the route favors walkability over elevation. Local culture leans festive: restaurants and galleries often lean into holiday themes, and the hunt routes are designed to showcase both historic and contemporary corners of town.
Practically, this is an app-driven, photo-and-challenge game — no special fitness required, just a charged phone and a sense of play. Teams earn points by photographing items and completing quick, family-friendly tasks; a remote guide is available via chat within the app. Expect light walking on paved sidewalks for about an hour, variable depending on how competitive your team gets.
Tips for planning: book ahead to secure your preferred time, plan for public-transit access or nearby parking, and choose sneakers or comfortable shoes. Bring a portable charger and dress for the season — holiday light displays are best seen after dusk, when the city shifts from errands to celebration.
Yes — the hunt is app-based; download and sign in before your start time to avoid delays.
Yes — activities are family-friendly and the route is stroller accessible, though children should be supervised for street crossings.
The hunt is designed to be playable across Winston-Salem, with routes that highlight central historic and commercial areas; confirm your chosen start point when booking.
Tours are not automatically canceled for weather; follow the app guidance and check cancellation/refund policy — organizers allow cancellations 24 hours prior for a full refund.
Holly Jolly Hunt - Holiday Scavenger Hunt operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




A cold breath of air lifts the scent of pine and baking spices as teams fan out beneath downtown streets festooned in lights. Playable anywhere in Winston-Salem, the Holly Jolly Hunt turns ordinary blocks into a seasonal course — shop windows daring you to spot the quirkiest ornament, murals that wink when photographed, and public squares where strangers become teammates for an hour.
A cold breath of air lifts the scent of pine and baking spices as teams fan out beneath downtown streets festooned in lights. Playable anywhere in Winston-Salem, the Holly Jolly Hunt turns ordinary blocks into a seasonal course — shop windows daring you to spot the quirkiest ornament, murals that wink when photographed, and public squares where strangers become teammates for an hour.
Winston-Salem’s history from tobacco town to arts hub frames the hunt. Brick facades and early-20th-century storefronts form waypoints; the city’s industrial past and Moravian cultural roots peek through in candle displays and historical plaques. Geologically the Piedmont offers gently rolling streets rather than steep climbs, so the route favors walkability over elevation. Local culture leans festive: restaurants and galleries often lean into holiday themes, and the hunt routes are designed to showcase both historic and contemporary corners of town.
Practically, this is an app-driven, photo-and-challenge game — no special fitness required, just a charged phone and a sense of play. Teams earn points by photographing items and completing quick, family-friendly tasks; a remote guide is available via chat within the app. Expect light walking on paved sidewalks for about an hour, variable depending on how competitive your team gets.
Tips for planning: book ahead to secure your preferred time, plan for public-transit access or nearby parking, and choose sneakers or comfortable shoes. Bring a portable charger and dress for the season — holiday light displays are best seen after dusk, when the city shifts from errands to celebration.