Just like its March Madness counterpart, the first round of our Westport Madness tournament featured close match-ups, blowouts and surprises.
The search to find the most quintessential element of Westport included one-sided victories:
- Compo Beach over Sherwood Island (83.8% to 16.2%)
- Angelina’s over Planet Pizza (79.6 to 20.4)
- Remarkable Book Shop over Arrow restaurant (90 to 10)
- Grass fields over turf fields (86.3 to 13.8)
- Greens Farms Academy over Fairfield Prep (81.2 to 18.8)
- Gold’s over Rye Ridge (83.8 to 16.2)
Much closer:
- Calise’s over Gaetano’s (52.1 to 47.9)
- MoCA over the Artists Collective of Westport (52.3 to 47.7)
And, in what some may think of as upsets:
- “New” school start times over “old” school start times (50.4 to 49.6)
- YMCA downtown over YMCA Mahackeno property (57.5 to 42.5)
Other results:
- Tennis over pickleball (61.7 to 38.3)
- Westport Library over Levitt Pavilion (67.9 to 32.1)
- Westport train station over Greens Farms train station (75 to 25)
- BMS over CMS (60 to 40)
- Merritt Parkway over I-95 (74.6 to 25.4)
- Saugatuck over Greens Farms (72.9 to 21.7)
Voting for the Round of 16 is underway. Click here; scroll down for each bracket, then hit “Submit.”
Voting is open through 11:59 p.m. Monday. Game on!

(Graphic and ballots courtesy of Luca Caniato)
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Ernest Hemingway 5%- Dan Woog 95%
Nothing for the repository/suppository. Sad.