If you’re looking for a holiday activity that combines a bit of city exploration with a good dose of fun, the Holly Jolly Hunt in Winston Salem might just be what you need. This app-based scavenger hunt offers a playful way to soak up some local atmosphere while getting into the seasonal spirit.
Whether you’re new to Winston Salem or a seasoned visitor, this activity promises a different perspective on the city’s sights and holiday cheer.
What makes this experience stand out? First, it’s flexible — you can choose your own route and play anywhere that strikes your fancy. Second, it’s interactive — with challenges and photos that keep everyone engaged. However, it does require your own smartphone and a bit of commitment to digital participation.
For groups looking for a light, humorous outing—whether with friends, family, or colleagues—this hunt offers a lively way to create holiday memories.
That said, if you prefer guided tours with storytelling or historical context, this might not satisfy your curiosity about Winston Salem’s deeper stories. But for those wanting a casual, fun activity that sparks laughter and friendly competition during the holiday season, it hits the mark.
Who Should Try This?
This is perfect for small groups wanting a budget-friendly, active outing. It’s especially well-suited for families, groups of friends, or co-workers looking to add some holiday sparkle without spending hours in museums or on formal tours.
This experience made our article of The 9 Most Popular Tours & Things To Do In Winston Salem.
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- Who Should Try This?
- Key Points
- The Experience and Challenges
- The Logistics
- Who Will Enjoy It Most?
- Detailed Tour Breakdown
- Starting Point: Corpening Plaza
- The Hunt Itself
- End Point: Same as the Start
- Accessibility and Comfort
- What We Like and What to Consider
- The Sum Up
- The Best Of Winston Salem!
- More Tour Reviews in Winston Salem
Key Points
- Flexible Location: Play anywhere you choose around Winston Salem, making it adaptable to different interests and schedules.
- Affordable Price: At just $20 per group (up to 10 people), it offers good value for a fun, quick activity.
- Engaging Challenges: Includes holiday-themed items and amusing tasks, guaranteed to generate smiles and laughter.
- Remote Assistance: A chat feature links you to a guide for questions or tips, enhancing the experience.
- Duration: Lasts about an hour, making it an easy addition to a day of exploring or shopping.
- Seasonal Availability: Runs from late November to New Year’s Eve, perfect for holiday festivities.
The Holly Jolly Hunt is a modern twist on the traditional scavenger hunt, set against the backdrop of Winston Salem’s lively streets. Starting at Corpening Plaza, a central spot often buzzing during the holiday season, you’ll find that the activity is designed to be accessible and straightforward. With a mobile ticket, the entire experience is as simple as downloading the app and jumping in.
Once underway, you’ll search for holiday-related items, both classic (like ornaments or Santa hats) and quirky (perhaps a unique local Christmas display or an unusual seasonal sign). The app encourages you to take photos, which then score points for your team. This visual aspect makes the hunt engaging and competitive, especially if you’re tracking your progress on a leaderboard, adding a healthy dose of rivalry.
You can also read our reviews of more tours and experiences in Winston Salem.
The Experience and Challenges
The fun challenges are what elevate the experience. You might be asked to perform silly tasks—such as singing a holiday song in public or finding a specific ornament—and share it through the app. This keeps the group lively, and the emphasis on laughter makes it ideal for groups wanting more than just sightseeing.
Many reviews mention the fun and lighthearted nature of the hunt, with one noting, “We loved the way it made us see Winston Salem in a new light—and we had a blast doing it.” The challenges seem designed to bring out everyone’s playful side, perfect for holiday cheer.
The Logistics
The price point at $20 per group is quite reasonable considering the activity includes all scavenger hunt tasks and access to a remote guide via chat. It doesn’t include the use of your own smartphone—so you’ll need your device fully charged. The activity can be played at your own pace within the hours of 9:00 AM to 5:00 PM, Tuesday through Sunday, from late November through December.
Since transportation isn’t included, you’ll want to plan your own way to the starting point at Corpening Plaza. Public transportation is nearby, making it accessible if you’re staying downtown or close by.
Who Will Enjoy It Most?
This experience really shines for groups who enjoy interactive, low-pressure activities. It’s ideal for those who don’t want a rigid tour but prefer a playful, self-guided adventure. Families with kids, friends on a holiday outing, or colleagues looking for a creative team-building activity will likely find it a delightful way to spend an hour.
Detailed Tour Breakdown
Starting Point: Corpening Plaza
As the hub of downtown Winston Salem, Corpening Plaza offers a lively start, especially during the holiday season when it’s often decorated and bustling. From here, you’ll launch into your scavenger hunt, with the app guiding you through the list of items and challenges. The central location makes it easy to find and convenient to return to.
The Hunt Itself
Once underway, the app prompts you to look for a variety of holiday-related items. These can range from traditional decorations to unexpected surprises. For example, you might be asked to locate a specific holiday display and photograph it, or perform a task like “find a festive window display and imitate the scene in a photo.”
The challenges are designed to be light-hearted, ensuring everyone in your group stays entertained. The inclusion of photo-taking turns the activity into a mini photo safari, with plenty of opportunities for humorous or memorable shots.
End Point: Same as the Start
The hunt ends back at Corpening Plaza, making it easy to regroup, compare scores, or plan your next activity. The hour-long duration feels just right—long enough to explore without dragging on or losing interest.
Accessibility and Comfort
The activity requires no physical exertion beyond walking around and is suitable for most age groups. Service animals are allowed, and the activity is near public transportation, making logistics manageable. It’s a private activity, so only your group joins, ensuring a personal experience free from strangers.
What We Like and What to Consider
Positives:
– The activity’s cost is reasonable, especially considering it includes all activities and a chat guide.
– Its flexibility makes it suitable for different schedules and preferences.
– The interactive nature and photo challenges make it more engaging than a typical walk around town.
Considerations:
– You’ll need to use your own smartphone, so ensure it’s charged and capable of running the app smoothly.
– It’s not a guided tour with historical commentary, so those interested in learning about Winston Salem’s past might want to supplement this with other activities.
– The activity duration is about an hour, so if you’re craving a longer experience, you might want to combine it with other outings.
Holiday Scavenger Hunt in Winston Salem by Holly Jolly Hunt
The Sum Up

The Holly Jolly Hunt offers a lighthearted, interactive way to enjoy Winston Salem’s festive atmosphere during the holiday season. It’s particularly well-suited for groups who want to blend a bit of sightseeing with fun challenges and friendly competition. The activity’s affordability and flexibility make it an excellent choice for families, friends, or co-workers seeking a memorable, laughter-filled outing.
While it’s no substitute for a deep historical or cultural tour, it excels at creating lasting holiday memories and encouraging exploration in a playful, modern format. If you’re after a quick, cheerful activity that gets everyone moving and smiling, the Holly Jolly Hunt deserves a spot on your holiday itinerary.
Is this activity suitable for all ages?
Yes, since it involves walking around and simple challenges, most age groups can participate comfortably.
Do I need to bring anything?
You’ll need your own smartphone with the app downloaded and a charged battery. The activity provides all the scavenger hunt tasks and access to a remote guide.
Can I play at any time during the day?
The hunt is available Tuesday to Sunday, from 9:00 AM to 5:00 PM, between late November and December 31st.
Is this a guided tour with a guide present?
No, it’s a self-guided activity with optional remote chat support, making it flexible and private for your group.
Does the activity include transportation?
No, you’ll need to arrange your own transportation to the starting point, Corpening Plaza.
What is the cost and what does it include?
The price is $20 per group (up to 10 people), covering all scavenger hunt activities, challenges, and chat support. It does not include your smartphone or transportation.
This holiday season, if you’re after a fun, budget-friendly way to celebrate, the Holly Jolly Hunt in Winston Salem offers an engaging blend of exploration, laughter, and seasonal cheer that’s hard to beat.










