
Charles City Scavenger Hunt Adventures

Unhurried. Uncommon. Unspoiled. Let Us Surprise You.
Get ready to explore Charles City like never before! We’ve crafted two one-of-a-kind scavenger hunt adventures that blend history, flavor, and fun into unforgettable experiences. Whether you’re uncovering hidden gems along our country roads or cycling through presidential history on the Virginia Capital Trail, each challenge reveals the uncommon charm that makes Charles City such a special place to visit.
There’s always something new to discover in Charles City, where surprise is part of the journey.


Challenge 1: 5 & Dime Scavenger Hunt Adventure
Let us surprise you with a scavenger hunt inspired by the classic 5 & Dime Trail complete with five unforgettable stops that showcase the nostalgic, classic americana-charm, flavor, and spirit of Charles City.
Here’s where the trail takes you:
📍Breez-In Charles City
Objective: Foodstagramming at the Breez-In
Snap a foodie pic of your crispy fried chicken, tenders, or wings at this humble gas station eatery—home to Virginia’s Finest Chicken!
📍Berkeley Plantation
Objective: A Historic Selfie
Take a selfie at the brick monument commemorating the 1619 First Thanksgiving, a piece of history you won’t find anywhere else.
📍Upper Shirley Vineyards
Objective: Drink in the View
Snap a photo of a wine glass or a meal set against the stunning backdrop of the James River.


📍Indian Fields Tavern & 5 Fields Brewing
Objective: High Five at 5 Fields!
Raise your hand (or a pint) and capture a group high-five in celebration of this cozy local favorite.
📍Cul’s Courthouse Grille
Objective: Ask about Ms. Viv’s Homemade Desserts
Order dessert, snap a pic, and savor a slice of sweetness from this former courthouse turned hometown eatery.
Start the 5 & Dime Scavenger Hunt in the Scavify App!

Challenge 2: Presidential Trail Scavenger Hunt
Pedal- or run – through presidential history along the Virginia Capital Trail, uncovering the roots of two U.S. Presidents born in Charles City. From historic plantations to hidden markers, discover a side of Virginia that’s truly unhurried, uncommon, and unspoiled.
Stops include:
📍Berkeley Plantation
Objective: Answer a Question
How many days did President William Henry Harrison serve? (Hint: It’s the shortest in U.S. history.)
📍Shirley Plantation
Objective: Scan the QR Code
Linked to Thomas Jefferson through his mother, this site connects deeply to America’s founding generations.


📍North Bend Plantation
Objective: GPS Check-In
Visit this presidential family home and double your points with a selfie from your stay!
📍Sherwood Forest Plantation
Objective: Photo Entry at the Historic Marker
Snap a selfie at the historic marker honoring President John Tyler along the Virginia Capital Trail.
Start the Presidential Trail Scavenger Hunt in the Scavify App
Stay tuned for more scavenger hunt challenges are coming soon!

How It Works
- Download the Scavify App on your mobile device.
- Search “Charles City” to find both scavenger hunts.
- Choose your adventure or try them both!
- Complete the challenges by uploading photos, answering questions, or checking in.
- Once finished, you’ll be entered to win sweet Charles City prizes!
Challenge Accepted
Whether you’re a history buff, foodie, adventurer, or just looking for a fun way to explore, the Charles City Scavenger Hunts are your invitation to take it slow and discover something unexpected.

