Turn Boston’s streets into a playful holiday game with the Holly Jolly Hunt—an app-led scavenger hunt that pairs local history and seasonal displays with silly tasks and a live leaderboard. Perfect for families and groups, this 60-minute urban walk highlights city landmarks and neighborhood charm while keeping the focus on fun.
More ways to explore the area's outdoor wonders
A chill of winter wind pulls at your scarf as you tap the screen and step off toward the green heart of the city—Boston Common. The Holly Jolly Hunt folds the urban grid into a playful route: gas lamps, red-brick facades, and store-front light displays become clues, while cobblestone alleys and park paths set the cadence for a fast, family-friendly hour of discovery.
Difficulty
easy
Duration
1 hour
Fitness Level
Light walking ability; suitable for families and most fitness levels
Wildlife
History
Many hunt routes pass through streets laid out in the 17th and 18th centuries and skirt landmarks associated with Boston’s colonial and maritime history.
Conservation
Players are encouraged to respect displays and private property—keep to public sidewalks, avoid damaging decorations, and dispose of trash responsibly to protect urban green spaces.
Reserve your spot on the Get in the holiday spirit with a scavenger hunt by Holly Jolly Hunt in Boston today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Charge your phone
The game is app-based—start with a full battery and bring a portable power pack to avoid interruptions.
Use public transit
Start near Boston Common and rely on the T or buses to reach central meeting points; parking can be limited during holidays.
Dress in layers
Boston weather shifts quickly; wear a windproof outer layer and comfortable shoes for walking on brick and pavement.
Plan for crowds
Choose morning or weekday slots to avoid heavy tourist traffic around Freedom Trail sites and major shopping streets.
Smartphone with camera
Runs the Holly Jolly Hunt app, captures items, and submits answers to the leaderboard.
Comfortable walking shoes
Paved streets and short bursts of walking require supportive footwear for all ages.
Portable battery pack
Keeps your phone powered through the app and any photo tasks.
Light rain jacket or windbreaker
An outer layer protects against coastal wind and winter drizzle common in Boston.
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