Leesburg Events May 2027
Concerts, sports, comedy shows, Broadway performances, and live events across Leesburg, FL.
- Updated: November 4, 2026
Explore upcoming events in Leesburg in May 2027, including concerts, sports events, comedy shows, Broadway performances, festivals, and live entertainment across the city and nearby areas. Browse events by date, venue, category, and neighborhood throughout the month.
- 8 Upcoming Events
- 7 Event Categories
Browse Events in May By Category
- All Events 8
- broadway 8
- Live Shows 8
Popular Events in May
Leesburg Events by Date
Browse events happening each day during May 2027.Leesburg Events Schedule – May 2027
Browse concerts, sports, comedy shows, Broadway performances, festivals, and live events across Leesburg.- May 01, 2027, 7:00 PM Sat — MUSICAL / PLAY, Weekend Event: Pictures From Home at Melon Patch Theatre At The Tropic,
122 W Main Street, Leesburg, FL 34748, US. From $37, Avg Ticket Price: ~ $42, 2 tickets remaining! Select Seats - May 02, 2027, 2:00 PM Sun — MUSICAL / PLAY, Weekend Event: Pictures From Home at Melon Patch Theatre At The Tropic, 122 W Main Street, Leesburg, FL 34748, US. From $37, Avg Ticket Price: ~ $42, 2 tickets remaining! Select Seats
- May 07, 2027, 7:00 PM Fri — MUSICAL / PLAY: Pictures From Home at Melon Patch Theatre At The Tropic, 122 W Main Street, Leesburg, FL 34748, US. From $37, Avg Ticket Price: ~ $42, 2 tickets remaining! Select Seats
- May 08, 2027, 2:00 PM Sat — MUSICAL / PLAY, Weekend Event: Pictures From Home at Melon Patch Theatre At The Tropic, 122 W Main Street, Leesburg, FL 34748, US. From $37, Avg Ticket Price: ~ $42, 2 tickets remaining! Select Seats
- May 09, 2027, 2:00 PM Sun — MUSICAL / PLAY, Weekend Event: Pictures From Home at Melon Patch Theatre At The Tropic, 122 W Main Street, Leesburg, FL 34748, US. From $37, Avg Ticket Price: ~ $42, 2 tickets remaining! Select Seats
- May 14, 2027, 7:00 PM Fri — MUSICAL / PLAY: Pictures From Home at Melon Patch Theatre At The Tropic, 122 W Main Street, Leesburg, FL 34748, US. From $37, Avg Ticket Price: ~ $42, 2 tickets remaining! Select Seats
- May 15, 2027, 7:00 PM Sat — MUSICAL / PLAY, Weekend Event: Pictures From Home at Melon Patch Theatre At The Tropic, 122 W Main Street, Leesburg, FL 34748, US. From $37, Avg Ticket Price: ~ $42, 2 tickets remaining! Select Seats
- May 16, 2027, 2:00 PM Sun — MUSICAL / PLAY, Weekend Event: Pictures From Home at Melon Patch Theatre At The Tropic, 122 W Main Street, Leesburg, FL 34748, US. From $37, Avg Ticket Price: ~ $42, 2 tickets remaining! Select Seats
Explore Leesburg Events by Month
About Events in Leesburg During May 2027
May 2027 features concerts, sports games, comedy shows, Broadway performances, festivals, and live entertainment across Leesburg and nearby FL areas. Major arenas, theaters, clubs, and entertainment venues continue to update their schedules throughout the month.
Browse All Events in May
Frequently Asked Questions
What events are happening in Leesburg during May 2027?
Leesburg hosts concerts, sports games, comedy shows, Broadway performances, festivals, and live entertainment throughout May 2027.
Where can I find Leesburg events by date?
Use the monthly event calendar and date filters to browse concerts, sports events, comedy shows, and live performances happening across Leesburg.
Are concerts happening in Leesburg during May 2027?
Yes. Concert schedules include touring artists, arena shows, local performances, music festivals, and live entertainment events throughout Leesburg and nearby FL areas.
What are the top event venues in Leesburg?
Popular venues include arenas, theaters, comedy clubs, stadiums, music halls, and entertainment venues located across Leesburg and nearby areas.
Do event prices change during May 2027?
Yes. Event prices can change based on demand, seating location, performer popularity, venue size, and event date.
Are there weekend events in Leesburg?
Yes. Weekends are usually the busiest time for concerts, sports games, comedy shows, festivals, and major live entertainment events across Leesburg.