Hello Middleton

House of Blues Live
2026-06-20 20:00 - 23:00, 2026-06-19 20:00 - 23:00, 2026-06-18 20:00 - 23:00 (America/New_York) | Disney Springs, 1486 E Buena Vista Dr, Lake Buena Vista, FL, 32830, United States
Touring acts at House of Blues Orlando. Ticketed — check schedule.

Cirque du Soleil – Drawn to Life
2026-06-20 19:30 - 21:30, 2026-06-19 19:30 - 21:30, 2026-06-18 19:30 - 21:30, 2026-06-17 19:30 - 21:30, 2026-06-16 19:30 - 21:30 | Disney Springs, 1486 E Buena Vista Dr, Lake Buena Vista, FL, 32830, United States
Cirque du Soleil residency at Disney Springs. Reserved seating.

Live Music at Disney Springs
2026-06-20 17:30 - 21:30, 2026-06-19 17:30 - 21:30, 2026-06-14 17:30 - 21:30 | Disney Springs, 1486 E Buena Vista Dr, Lake Buena Vista, FL, 32830, United States
Free live music throughout Disney Springs — multiple stages, no park admission required. Check the schedule on arrival.

Sunsets at Pier 60 Festival
2026-06-20 17:00 - 21:00, 2026-06-19 17:00 - 21:00, 2026-06-18 17:00 - 21:00, 2026-06-17 17:00 - 21:00, 2026-06-14 17:00 - 21:00 | Pier 60, 1 Causeway Blvd, Clearwater Beach, FL, 33767, United States
Nightly arts/crafts festival with live music, street performers, and the Gulf sunset. Free.

Live Bands at Bigfire / Pat O'Brien's
2026-06-19 21:00 - 2026-06-20 00:00, 2026-06-13 21:00 - 2026-06-14 00:00 | Universal CityWalk, 6000 Universal Blvd, Orlando, FL, 32819, United States
Live music across CityWalk venues. No theme park admission required.

Live Music
2026-06-19 20:00 - 23:00 | Fenway Bar & Grill, Leesburg, FL, 34748, United States
Live local bands every weekend.

Live Music Friday Night
2026-06-19 19:00 - 22:00 | Magnolia Bar & Grill, 105 N 5th St, Leesburg, FL, 34748, United States
Local bands kick off the weekend in downtown Leesburg.

Wine Tasting Friday
2026-06-19 17:00 - 20:00 | Two Old Hags Wine Shop, Wildwood, FL, 34785, United States
Curated wine flights and small plates.

Poker Tournament Night
2026-06-18 19:00 - 23:00 | Oxford Downs Poker Room, 11695 NE Highway 301, Oxford, FL, 34484, United States
Weekly tournament — buy-in and rebuys at the door.

Live Acoustic
2026-06-18 18:30 - 20:30 | World of Beer Brownwood, 2780 Brownwood Blvd, The Villages, FL, 32163, United States
Acoustic sets on the patio.

BR Summer Media Center Open 1pm-6pm
2026-06-18 13:00 - 18:00 | BR – 4th & 5th Grade Media Center
Buffalo Ridge VCES Summer Media Center Hours:June 16th – July 16th open Tuesday and ThursdaysTuesday hours 8am -1pmThursday hours 1pm-6pm

Trivia Night
2026-06-17 19:00 - 21:00 | Fenway Bar & Grill, Leesburg, FL, 34748, United States
Mid-week trivia. Teams of up to 6.

Trivia Tuesday
2026-06-16 19:00 - 21:00 | World of Beer Brownwood, 2780 Brownwood Blvd, The Villages, FL, 32163, United States
Pub trivia at Brownwood. Free to play.

BR Summer Media Center Open 8am -1pm
2026-06-16 08:00 - 13:00 | 4th & 5th Grade Media Center

America 250: Constitution & Flag Giveaway
2026-06-15 09:00 - 18:00 | Belvedere Library, 450 Old Camp Rd, The Villages, FL, 32162, United States
Event at Belvedere Library. See sumtercounty.librarycalendar.com for details.

Friends of The Villages Library- Book Sale
2026-06-15 09:00 - 12:30 | Pinellas Plaza Library, 1050 Old Camp Rd, The Villages, FL, 32162, United States
Event at Pinellas Plaza Library. See sumtercounty.librarycalendar.com for details.

Webster Westside Flea Market
2026-06-15 07:00 - 14:00 | Webster Westside Flea Market, 516 NW 3rd Street, Webster, FL, 33597, 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.
