Monticello Scavenger Hunt: Monticello's Downtown Delight Adventure.
Embark on a Monticello scavenger hunt adventure through the charming streets of this Old Florida Town. Explore the Historic Courthouse Square and Spanish Moss Streets as you solve riddles, complete missions, and tackle exciting challenges. This interactive walking tour promises teamwork, flexibility, and unforgettable sightseeing in North Florida's
This scavenger hunt will help you explore Monticello. This top rated Monticello Scavenger Hunt scavenger hunt is 1.68 miles and has 8 stops.

Activity Info: Monticello's Downtown Delight Adventure.
Monticello, nestled in North Florida's Secret, is a Southern Charm Hub with it's Historic Courthouse Square and Spanish Moss Streets. On this adventure, discover landmarks like Esther Haile Connolly Sundial and Coca Cola Cross Walk while solving puzzles. Perfect for locals seeking new perspectives or visitors exploring Tallahassee's neighbor.
You can do our interactive scavenger hunt at any time.
Featured Locations On This Scavenger Hunt
Esther Haile Connolly Sundial
Visit the Connolly Sundial, a tribute to a local legend who helped Monticello flourish. Time seems to slow here, making it perfect for sharing laughs and capturing creative photos with your team.
1940: Coca Cola on the wall @ Suwannee Stores grocery Monticello FloridaPast
Explore traces of a 1940s Coca-Cola mural at Dogwood and Cherry, where shoppers once cooled off. Feel the nostalgic chill as you uncover hidden gems with friends on this fun scavenger hunt.
1940: SCHOOL SAFETY PATROL Monticello FloridaPast - Coca-Cola Cross Walk
Discover the vintage Coca-Cola sign where Monticello's school safety patrol once stood. Locals recall it as a lively meeting spot, ideal for a photo challenge during your scavenger hunt adventure.
Fred Mahan Memorial Drive
Walk along Fred Mahan Drive lined with wildflowers and shade trees. Spot rare redbuds planted decades ago—a favorite mission for keen-eyed scavenger teams seeking local treasures.
Ernest I. Thomas Memorial
Pause at Ernest I. Thomas Memorial, where bravery from Iwo Jima echoes. Leave a pebble in tribute as you prepare for your next scavenger hunt challenge in this historic setting.
Constant Attack Plaque
Visit the site of historic battles with narrow trails and flying arrows. After heavy rains, locals find arrowheads—keep an eye out during this thrilling outdoor adventure.
1930: Night Lights at Cooper Chevrolet, Monticello, FloridaPast
Relive Monticello's early auto era at Cooper Chevrolet's corner. Local lore tells of lightning bugs competing with showroom lights—see if you can spot them on this lively walking tour.
1939: Courthouse in Monticello
Stand where history reigns at Monticello's courthouse, an architectural marvel in Classical Revival style. Once a gathering place for parades, it is now a must-see landmark on your scavenger hunt.
How the Monticello Scavenger Hunt works
With just your phone and some free time, dive into the Monticello Scavenger Hunt using our app. Solve riddles, snap photos at iconic spots like Ernest I. Thomas Memorial, and explore downtown gems. Earn points as you compete on the city leaderboard while discovering hidden treasures in this fun-filled walking tour experience.
More details
Activity Type: Anytime Scavenger Hunt
Starting Area: 310 N Jefferson St, Monticello, FL 32344, USA
Travel Method: Walking
Walking Distance: 1.68 Mi (2.7 KM)
Time:1.5 - 2 Hours
Skill Level:Friend & Family Fun
Extra Admissions: None
Earn The Monticello Scavenger Hunt High Score
Love a little competition? On the Monticello Scavenger Hunt, each player will tackle interactive challenges at spots like Fred Mahan Memorial Drive. Work together to solve riddles and complete photo tasks for a chance to top the leaderboard—earn ultimate bragging rights while enjoying every thrilling moment!

Team: Max Power

Team: For the Lolz
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Team: 1st not Last
Do you have what it takes to be a Monticello Scavenger Hunt champion?
Reviews for Monticello Scavenger Hunt: Monticello's Downtown Delight Adventure.

The hunt in Monticello is a must-do! From historic landmarks like Night Lights at Cooper Chevrolet, it's an engaging activity for tourists and locals alike.
Charlie Morris

Our walking tour of Monticello unveiled hidden gems like Fred Mahan Memorial Drive. A fantastic way to explore what Downtown has to offer!
Diana Collins

A fun date idea in Monticello's heart. We loved the challenges at Esther Haile Connolly Sundial and ended our day feeling connected to our town.
Henry Parker

Loved the Monticello Scavenger Hunt! Perfect for families. We enjoyed solving puzzles and learning history at spots like the Coca-Cola Cross Walk.
Alice Thompson

Exploring Monticello's downtown was a blast! From the Constant Attack Plaque to the Ernest I. Thomas Memorial, it was an adventure full of surprises.
Stephen Martin

The Scavenger Hunt app made exploring Monticello so easy and fun. Discovering unique places like Esther Haile Connolly Sundial was memorable for our group.
Emma Murphy

A fantastic way to spend an afternoon in Monticello. From the Constant Attack Plaque to Fred Mahan Memorial Drive, this hunt is a great outdoor activity.
Ethan Hughes

Our family enjoyed this downtown adventure. The kids loved the Coca Cola Cross Walk and we all learned something new about local history.
Olivia Mitchell

This was an amazing date idea in Monticello. The walking tour brought us to spots like the Courthouse and we had so much fun solving riddles together.
Liam Parker

Exploring Monticello's downtown with this scavenger hunt was a blast. We loved the puzzles and discovering hidden gems like the Ernest I. Thomas Memorial.
Alice Bennett

Touring through Monti, we found quirky history tidbits at places like Ernest I Thomas Memorial. A great way to see points of interest around town!
Olivia Wilson

A fun thing to do in Monticello is this scavenger hunt adventure. It’s an outdoor activity that lets you uncover hidden gems like Fred Mahan Memorial Drive.
Sophia Brown

Exploring Downtown with this walking tour was fantastic. The Constant Attack Plaque and Night Lights at Cooper Chevrolet were highlights for us!
Michael Davis

The scavenger hunt was a perfect date idea in Monticello. We loved the puzzles and discovering spots like the Esther Haile Connolly Sundial.
Emily Smith

I had a blast exploring Monticello's Downtown Scavenger Hunt. Solving riddles at the Coca Cola Cross Walk and seeing the Courthouse was truly amazing.
Alex Johnson

What an amazing downtown walking tour! From historic lights at Cooper Chevrolet to quirky trivia, it made my visit to 'Celo unforgettable.
Ava Miller

Discovering Monticello's hidden gems through this scavenger hunt was fun and engaging. Stopping by the courthouse was definitely a highlight.
Sophia Davis

The Monticello Scavenger Hunt was perfect for our family. We loved solving puzzles at each location like the Esther Haile Connolly Sundial.
Emma Brown

We had a wonderful time exploring the Downtown area on our date. The Coca-Cola Cross Walk and Fred Mahan Drive added charm to our adventure.
Liam Johnson

Exploring Monticello with the Scavenger Hunt app was a blast. The Ernest Memorial and Constant Attack Plaque were fascinating stops in Downtown.
Oliver Smith
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