Cornhole Tournament — Dade City

Dade City runs a cornhole tournament every second and fourth Sunday of the month, split across two spots a short walk apart — cash prizes on the line at both Beef O’Brady’s and the Dade City Tap House & Spirits. It’s a casual, walk-in-friendly kind of afternoon: bring a partner if you’ve got one, or show up solo and see who’s around. Either way, it’s a good excuse to post up at a bar with a low-key crowd and actually do something instead of just watching whatever’s on the TV.

When: Sunday, August 23, 2026 (2nd and 4th Sunday of every month), 1 p.m.
Where: Beef O’Brady’s Dade City, 14136 7th St., and Dade City Tap House & Spirits, 37916 Pasco Ave., Dade City
Cost: Free to watch; entry fee not published — check the bar’s Facebook page for this month’s bracket signup

The Tap House side of it pairs a real cigar selection with its liquor and beer list — a combination more common in Tampa than in Pasco County, and part of what makes this stretch of downtown Dade City read differently from the rest of the county.

Parking

Downtown Dade City is small and walkable — both venues sit within the historic downtown grid near 7th Street and Meridian Avenue, with street parking and small lots typical of the district. It’s a much quieter parking situation than downtown New Port Richey on a weekend; a Sunday afternoon tournament crowd is rarely enough to fill the street.

One thing to know before you go

Neither venue publishes an exact entry fee or bracket format online as of this writing — check each bar’s Facebook page or call ahead if you want to actually sign up and compete rather than just watch. Since the tournament splits across two locations, confirm which one you’re headed to before you go; showing up to the wrong bar on the wrong Sunday is an easy mistake in a two-venue setup like this.

For the fuller story on this stretch of downtown, there’s the Dade City town guide.