This weekend
This weekend in Middleton
Every show, market, and matinee around the neighborhood.
Nightlife
See all (2) →
Live Music
See all (66) →Lakeridge Winery Harvest Festival & Grape Stomp Returns
Fri Aug 21 · 6:00pm
Lake & Sumter Style Event
Bobby Blackmon & The B3 Band
Fri Aug 21 · 6:00pm
Sawgrass Grove
Uncle Bob’s Rock Shop
Fri Aug 21 · 6:00pm
Eastport
Groove Slayers
Fri Aug 21 · 6:00pm
Lake Sumter Landing
Handpicked Trio 12:00 PM – 3:00 PM | The Voodoo Gypsies 6:00 PM – 10:00 PM
Sat Aug 22 · 12:00pm
Sawgrass Grove
DeadLanders
Sat Aug 22 · 6:00pm
Spanish Springs
The Fire Rhythms Band
Sat Aug 22 · 6:00pm
Brownwood Paddock Square
The Rundown Band
Sun Aug 23 · 6:00pm
Sawgrass Grove
Food & Drink
See all (11) →
Brownwood Arts & Crafts Festival
Sat Oct 3 · 10:00am
Brownwood
Spanish Springs Arts & Crafts Festival
Sat Oct 3 · 10:00am
Spanish Springs
Murder Mystery
Mon Oct 5 · 4:00pm
City of Wildwood
41st Annual Mount Dora Craft Fair
Sun Oct 11 · 9:00am
Central FL
Winterfest
Fri Dec 4 · 6:00pm
City of Wildwood
Lake Sumter Landing Holly Jolly Arts & Crafts Festival
Sat Dec 12 · 10:00am
Lake Sumter Landing
Holly Jolly Arts & Crafts Festival
Sat Dec 12 · 10:00am
Lake Sumter Landing
Flashlight Adult Egg Hunt
Sat Mar 27 · 9:00am
Wildwood Community Center
Markets & Makers
See all (34) →Sumter County Farmers Market
Sat Aug 22 · 8:00am
Sumter County Farmers Market
Webster Westside Flea Market
Mon Aug 24 · 7:00am
Webster Westside Flea Market
Sumter County Farmers Market
Sat Aug 29 · 8:00am
Sumter County Farmers Market
Webster Westside Flea Market
Mon Aug 31 · 7:00am
Webster Westside Flea Market
Motorcycle Swap Meet @ Webster Westside
Sat Sep 5 · 7:00am
Webster Westside Flea Market
Sumter County Farmers Market
Sat Sep 5 · 8:00am
Sumter County Farmers Market
Motorcycle Swap Meet @ Webster Westside
Sun Sep 6 · 7:00am
Webster Westside Flea Market
Webster Westside Flea Market
Mon Sep 7 · 7:00am
Webster Westside Flea Market
Arts & Culture
See all (10) →
Florida Kids and Family Expo — 11th Annual
Sat Aug 22 · 10:00am
Orange County Convention Center
Buffalo HERD Meeting
Tue Sep 1 · 6:00pm
The Tracy Performing Arts Center, 2210 Dr Randy McDaniel Wy, Sumterville, FL 33585, USA
HS – Fall Band Concert
Wed Oct 7 · 7:00pm
The Tracy Performing Arts Center, 2210 Dr Randy McDaniel Wy, Sumterville, FL 33585, USA
Mount Dora Highwaymen Art Show, Sale, & Benefit
Sat Jan 9 · 9:00am
Central FL
Mount Dora Highwaymen Art Show, Sale, & Benefit
Sat Jan 9 · 9:00am
Central FL
Central Florida Film Festival
Fri Jan 22 · 9:00am
Central FL
Central Florida Film Festival
Fri Jan 22 · 9:00am
Central FL
American Ballet Theatre Studio
Tue Mar 30 · 7:00pm
The Sharon L. Morse Performing Arts Center
Outdoors & Rec
See all (55) →Florida Talks with Florida Humanities: “Exploring Florida’s Sacred Waters”
Mon Aug 24 · 1:00pm
Central FL
MS Middleton- Girls & Boys Golf vs Round Lake Charter
Wed Aug 26 · 3:30pm
Round Lake Charter, 31333 Round Lake Rd, Mt Dora, FL 32757, USA
VCM BR Boys/Girls Golf @ Citrus Hills Country Club
Thu Sep 3 · 3:00pm
Citrus Hills Golf and Country Club, 509 E Hartford St, Hernando, FL 34442, USA
MS- Middleton-Girls & Boys Golf vs Crystal River/Citrus Springs/Inverness
Thu Sep 3 · 3:00pm
Inverness Golf & Country Club, 3150 S Country Club Dr, Inverness, FL 34450, USA
College Colors Day
Fri Sep 4 · 11:00am
Lake Sumter Landing
MS Middleton- Cross Country @ Florida Horse Park
Sat Sep 5 · 9:00am
Central FL
MS-Middleton-Girls & Boys Golf vs Crystal Springs/Buffalo Ridge/Seven Rivers
Thu Sep 10 · 3:00pm
Citrus Springs Golf and Country Club, 8690 N Golfview Dr, Citrus Springs, FL 34434, USA
VCM BR Boys/Girls Golf @ Citrus Springs Golf & Country Club
Thu Sep 10 · 3:00pm
Citrus Springs Golf and Country Club, 8690 N Golfview Dr, Citrus Springs, FL 34434, USA
Kids & Family
See all (52) →Florida Kids and Family Expo — 11th Annual
Sat Aug 22 · 10:00am
Orange County Convention Center
Krafty Kids
Mon Aug 24 · 11:00am
E.C. Rowell Library
Krafty Kids
Tue Aug 25 · 10:30am
Gloria Rowe Hayward
Buffalo Stampeders Basketball Skills Development — First Session
Tue Aug 25 · 6:30pm
Buffalo Sports Complex
Krafty Kids
Wed Aug 26 · 11:30am
Bushnell Library
Buffalo Stampeders Volleyball Mini Club — First Session
Wed Aug 26 · 6:30pm
Buffalo Sports Complex
Krafty Kids
Thu Aug 27 · 10:30am
Pinellas Plaza Library
Krafty Kids
Fri Aug 28 · 10:30am
Belvedere Library
Day Trips
See all (4) →🎬 Halloween Horror Nights
Fri Aug 28 · 5:00pm
Hope Lutheran Church Fellowship Hall
Buffalo Ridge: 5th Grade Kennedy Space Center Field Trip 1
Thu Nov 5 · 12:00am
Central FL
Buffalo Ridge: 5th Grade Kennedy Space Center Trip 2
Thu Nov 12 · 12:00am
Central FL
🎬 Holidays at Universal
Sun Nov 22 · 5:00pm
Umatilla High School, 320 N Trowell Ave, Umatilla, FL 32784, USA
Civic & Community
See all (67) →Tourist Development Council Meeting – August 25, 2026
Tue Aug 25 · 2:00pm
Sumter County Board of County Commissioners
Code Enforcement Special Master Hearing
Thu Aug 27 · 9:00am
Sumter County
Planning and Zoning Special Master Meeting (PZSM)
Mon Sep 7 · 5:00pm
Sumter County
Police Pension Board Meeting
Wed Sep 9 · 1:30pm
Lady Lake Town Hall
Town Commission Meeting
Wed Sep 9 · 6:00pm
Lady Lake Town Hall
Town Commission Meeting
Wed Sep 9 · 6:00pm
Lady Lake Town Hall
Special Commission Meeting – Fire and Solid Waste Assessments
Mon Sep 14 · 5:30pm
Lady Lake Town Hall
First Public Hearing for Adoption of Tentative Budget and Millage Rate
Tue Sep 15 · 6:00pm
Sumter County Board of County Commissioners
Also happening
See all (437) →HS – Volleyball vs. Santa Fe (@ Forest)
Fri Aug 21 · 4:30pm
Forest High School – Ocala, 5000 SE Maricamp Rd, Ocala, FL 34480, USA
The Brothers Jukebox
Fri Aug 21 · 6:00pm
Brownwood Paddock Square
5.0.1.
Fri Aug 21 · 6:00pm
Spanish Springs
🏈 Buffalos Football: vs Zephyrhills
Fri Aug 21 · 7:00pm
TVCS K-8
4th Street Art Experience
Fri Aug 21 · 7:00pm
Central FL
MSGG Program Practice @ VCM BR
Sat Aug 22 · 7:00am
Central FL
Chair Yoga
Sat Aug 22 · 11:00am
Belvedere Library
Pawsome Readers Program Hearts of Gold
Sat Aug 22 · 11:00am
Belvedere Library
School & Campus (68)
- HS – Football vs. ZephyrhillsThe Range at H.G. Morse Stadium, Sumterville, FL 33585, USA
- HS – Open HouseTVCS Middleton Campus
- Buffalo Stampeders Basketball Skills Development — First SessionBuffalo Sports Complex
- Buffalo Stampeders Volleyball Mini Club — First SessionBuffalo Sports Complex
- VCMS@Middleton-Girls Volleyball vs Foundation AcademyTVCS Middleton Campus
- VCMS@Middleton- Girls Volleyball vs Lecanto Middle SchoolTVCS Middleton Campus
- HS – Football vs. South LakeThe Range at H.G. Morse Stadium, Sumterville, FL 33585, USA
- VCMS@Middleton- Girls Volleyball vs Inverness Middle SchoolThe Villages Charter Middle School