Visit Historic Jefferson County

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Monticello courthouse in Jefferson County, FLHistoric building in Monticello, FLRodeo rider carrying flagConoeing in Jefferson County FloridaAnnual bike ride during Watermelon FestivalPeople sitting in rockers on a front porchArts & Crafts during Watermelon FestivalSmall town people saying Pledge of AllegienceWagon Wheel storefront in Monticello, FLWatermelon Festival Queens 2017

See it. Do it. Love it.

Welcome to
Jefferson County and Monticello, Florida

Heritage Roads Program - Jefferson County Florida

Stretching from the Gulf of Mexico to the State of Georgia, Jefferson County is called Florida’s Keystone County. Jefferson County is located between two large and exciting communities: Tallahassee, Florida and Thomasville, Georgia. Accessible by the Florida-Georgia Parkway, Interstate 10 and other major roads, Jefferson County is a small, quiet and relaxing community.

Our pre-history is also preserved in our archeological sites. Our ecological offerings are majestic. Pristine rivers and streams, hunting and fishing preserves, vast woodlands and plantations offer a spectacular and unique identity to Jefferson County. Canoeing, kayaking, bird-watching and horseback riding are popular pastimes.

Jefferson County is one of the only counties remaining in Florida with NO stoplights. At the same time, exciting activities play an important community role. The Watermelon Festival is in its 66th year – running strong. The historic Monticello Opera House hosts a yearlong parade of plays and musical events in the 1890 theater.

Jefferson County is served by charming bed and breakfast inns, country cabins and more modern hotels and motels. Camping sites and RV parks are also available. Numerous restaurants with the “hometown atmosphere” are ready to serve.

Jefferson County welcomes you in a special “southern” way. Come visit us. Relax, prop your feet up and sit a spell.

Monticello Home & Heritage Tour

March 5, 2019

Wrick-Simmons House, Historical Association of Jefferson County Florida

Monticello Home & Heritage Tour The annual Monticello Tour of Homes is one of our most treasured events. Tour the stately homes, restored public buildings and glorious gardens of Monticello, Florida on Saturday, March 23rd. Get a glimpse into the lives of the old South as you follow this self-guided tour. Eat at one of … Read More

Girlfriend Getaway to Charming Monticello

Girlfriends on a Getaway in Historic Monticello

With four historic Bed & Breakfast Inns located in the center of the historic district, Monticello, Florida is a great destination for a quick girlfriends’ get-away. Relax on vast verandas, sipping afternoon tea, or something stronger. …Read more

Celebrating Monticello Florida

February 25, 2019

Photo of Kim at Tupelo's Bakery in downtown Monticello, FL

Our own KIm Davis, one of the founders of Tupelo’s Bakery & Cafe is featured in a short video inviting the region to “Our Town,” a play by Thornton Williams. With humor, wit, and exceptionally powerful storytelling, Wilder delivers universal truths about what it means to be human and encourages us to live life to its fullest. …Read more