Upcoming Monticello Events

Check out what's happening all around Monticello, FL

Jefferson County Schools Graduation

 Fri, 22 May at 07:00 pm Kilpatrick Civic Auditorium

Monticello, Jefferson County Florida: Celebrating 250 Years of Independence

 Sat, 04 Jul at 06:00 pm Monticello Fla

Fiddler on the Roof

 Fri, 15 May at 07:30 pm 185 W Washington St, Monticello, FL, United States, Florida 32344

Fuego de Mayo 2026 : CONNECTION

 Fri, 01 May at 08:00 am 1593 W Washington St, Monticello, FL 32344-1133, United States

Watercolor Classes with Bill Holkham in Monticello Florida

 Sun, 12 Apr 575 W Washington St, Monticello, FL 32344-1447, United States

Monticello FL - "Midget Mayhem / Little Mania" Mini-Wrestling LIVE! (12+)

 Wed, 15 Apr at 06:30 pm Flashbacks Lounge, Motel & Self Storage USD 30 to 169

Watermelon Pickleball Tournament

 Sat, 16 May at 08:00 am Jefferson County Recreation Park

Monticello Kiwanis Club 5K Watermelon Run 2026

 Sat, 13 Jun at 08:30 am First United Methodist Church USD 18 to 26

Live and Let Spy- Murder Mystery Dinner Theatre

 Sat, 11 Apr 185 W Washington St, Monticello, FL, United States, Florida 32344

Bill Holkham "The Wonders of Watercolor" Exhibition

 Sat, 02 May at 12:00 pm Jefferson Arts Gallery

16th Annual Hood Reunion

 Sat, 18 Apr at 02:00 pm MLK center USD 0 to 10

Monticello, FL - Little Mania Mini Wrestling @ Flashbacks Lounge & Motel

 Wed, 15 Apr at 06:30 pm 2465 S Jefferson St USD 28 to 135

AUDITIONS: The Little Mermaid, Jr.

 Sun, 12 Apr 185 E Walnut St, Monticello, FL 32344-1946, United States

Justice On The Block: Jefferson County Community Outreach

 Tue, 05 May at 03:00 pm 375 S Water St, Monticello, FL 32344-1346, United States

Spring Formal 2026

 Sat, 02 May at 07:00 pm Monticello Opera House

Live Music with Randy Wiley

Fri, 17 Apr at 09:00 pm 80 N. Jefferson Street, Monticello, FL

Garden to Table

 Thu, 23 Apr at 10:00 am UF/IFAS Extension Jefferson County USD 18

Country Club Work Day

 Sat, 18 Apr at 08:00 am Jefferson Country Club

The Elements at Flashbacks

Fri, 08 May at 09:00 pm Flashbacks Lounge & Motel

5th Annual 1st Lady’s Tea BeauTea Within

 Sat, 02 May at 11:00 am 930 Mamie Scott Dr Free

How to Homeschool Seminar!

 Sat, 27 Jun at 09:00 am First Baptist Church of Monticello

Watermelon Festival After Party at Flashbacks!

 Fri, 19 Jun at 09:00 pm Flashbacks Lounge & Motel

Lloyd Spring Festival

Sat, 18 Apr at 02:00 pm 2616 Gamble Rd. Monticello