Name: Tiny Explorers at Leesburg Library
Start: 2026-05-11T10:00:00-04:00
End: 2026-05-11T11:00:00-04:00
Location: 100 E Main St

May 2026
Image via The Villages Entertainment
Bourbon Street Brass
May 10 @ 5:00 pm - 9:00 pm

Lake Sumter Landing 1020 Lake Sumter Landing, The Villages, FL, United States
New Orleans brass band music, but also includes jazz and other stylings. Good Time Party Music.
Image via The Villages Entertainment
September Dogs
May 10 @ 5:00 pm - 9:00 pm

Eastport 4110 Wedgewood Ln, The Villages, FL, United States
September Dogs is a four piece, female fronted band. The live shows are driven by strong, layered vocals by Cate & Michael. with a diverse, unique song selection which sets … Continue reading "September Dogs"
Image via The Villages Entertainment
Ember Road
May 10 @ 5:00 pm - 9:00 pm

Spanish Springs 1000 Avenida Central, The Villages, FL, United States
With roots in Southern rock and country, Ember Road delivers groove, soul, and a little reggae twist to fan-favorite songs across the decades.
Image via The Villages Entertainment
Sheila & The Sound
May 10 @ 5:00 pm - 9:00 pm

Sawgrass Grove 3581 Kiessel Rd, The Villages, FL, United States
From Aretha to Journey, Sheila & The Sound bring the power, passion, and pipes to turn every stage into a retro-fueled dance floor.
Sunsets at Pier 60 Festival
May 10 @ 5:00 pm - 9:00 pm

Pier 60 1 Causeway Blvd, Clearwater Beach, FL, United States
Nightly arts/crafts festival with live music, street performers, and the Gulf sunset. Free.
Live Music at Disney Springs
May 10 @ 5:30 pm - 9:30 pm

Disney Springs 1486 E Buena Vista Dr, Lake Buena Vista, FL, United States
Free live music throughout Disney Springs — multiple stages, no park admission required. Check the schedule on arrival.
Webster Westside Flea Market
May 11 @ 7:00 am - 2:00 pm

Webster Westside Flea Market 516 NW 3rd Street, Webster, FL, United States
Florida's largest flea market — 35 acres of antiques, collectibles, jewelry, tools, clothing, food vendors and more. Open every Monday rain or shine.
Imagination Village Open Play
May 11 @ 9:00 am - 4:00 pm

15410 CR 565A suite H-I
Open Play at Imagination Village! | Cost: $15 for first child $12 for each additional siblings 10 & under, $5 for siblings over 10 years | Location: 15410 CR 565A … Continue reading "Imagination Village Open Play"
Four Corners Fit ‘N Fun Open Gym
May 11 @ 9:00 am - 5:00 pm

1050 US HWY 27 1050 US HWY 27, Clermont, FL, United States
Each day we open our gym for play sessions called OPEN GYM. Parents are welcome to play alongside their child ... | Cost: Visit website for prices. | Location: 1050 … Continue reading "Four Corners Fit ‘N Fun Open Gym"
Tiny Explorers at Leesburg Library
May 11 @ 10:00 am - 11:00 am

100 E Main St 100 E Main St, Leesburg, FL, United States
Bring your baby, toddler, and preschooler to play in educational, sensory centers for a hands-on fun-filled adventure in learning and ... | Cost: Free | Location: 100 E Main St, … Continue reading "Tiny Explorers at Leesburg Library"

Events in Middleton

May 2026