Live Acoustic
2026-05-28 18:30 - 20:30, 2026-06-04 18:30 - 20:30, 2026-06-11 18:30 - 20:30, 2026-06-18 18:30 - 20:30 (America/New_York) | World of Beer Brownwood, 2780 Brownwood Blvd, The Villages, FL, 32163, United States
Acoustic sets on the patio.

Poker Tournament Night
2026-05-28 19:00 - 23:00, 2026-06-04 19:00 - 23:00, 2026-06-11 19:00 - 23:00, 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.

Wine Tasting Friday
2026-05-29 17:00 - 20:00, 2026-06-05 17:00 - 20:00, 2026-06-12 17:00 - 20:00, 2026-06-19 17:00 - 20:00 | Two Old Hags Wine Shop, Wildwood, FL, 34785, United States
Curated wine flights and small plates.

Live Music Friday Night
2026-05-29 19:00 - 22:00, 2026-06-05 19:00 - 22:00, 2026-06-12 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.

Live Music
2026-05-29 20:00 - 23:00, 2026-05-30 20:00 - 23:00, 2026-06-05 20:00 - 23:00, 2026-06-06 20:00 - 23:00, 2026-06-12 20:00 - 23:00, 2026-06-13 20:00 - 23:00 | Fenway Bar & Grill, Leesburg, FL, 34748, United States
Live local bands every weekend.

Saturday Night Live Music
2026-05-30 20:00 - 23:00, 2026-06-06 20:00 - 23:00, 2026-06-13 20:00 - 23:00 | Magnolia Bar & Grill, 105 N 5th St, Leesburg, FL, 34748, United States
Saturday night live music — check the venue for tonight’s act.

Trivia Tuesday
2026-06-02 19:00 - 21:00, 2026-06-09 19:00 - 21:00, 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.

Trivia Night
2026-06-03 19:00 - 21:00, 2026-06-10 19:00 - 21:00, 2026-06-17 19:00 - 21:00 | Fenway Bar & Grill, Leesburg, FL, 34748, United States
Mid-week trivia. Teams of up to 6.
