Westport
Daily News
Thursday, October 23rd, 2025
Good morning, Westport. Here's your local news at a glance for Thursday, the 23rd of October.
COMMUNITY NEWS
- ➤ The roundup covers Westport news from past events like Ryan Reynolds’ surprise visit at Staples Players and a heated selectpersons debate at the Library to current early voting figures with 423 votes cast and a sustainability video project that asks what Westport should be known for. It also previews future community events such as a free screening and discussion with Jim Abbott Friday at 7 p.m., a tag sale at the Inn at Longshore this weekend, upcoming theater and concert performances, and a historical note on Pretty Boy Floyd. 06880
CULTURE NEWS
- ➤ Ben Stiller's documentary 'Stiller & Meara: Nothing Is Lost' will premiere on Apple TV+ on October 24, telling the story of his famous parents who performed in Westport and forged lasting ties with local theater figures—such as former Westport Country Playhouse director David Saint. The Hour
- ➤ A fourth home has been added to the November 2 Historic Homes of 06880 tour when the Greens Farms Road estate replaces a Compo Road South property after the owner withdrew due to a family illness—this 1907 Victorian estate features a veranda, porch and balconies with views of its pool and grounds. 06880
- ➤ Ryan Reynolds visited Staples High School in Westport to watch theater students rehearse Les Misérables and offer advice—tickets for the November show are available on the school theater website. NBC Connecticut
GOVERNMENT NEWS
- ➤ Police departments across the state will collect unused prescription drugs on Saturday, October 25th—part of National Take Back Day—to keep them from falling into the wrong hands. Residents can drop off their medications at designated sites for safe disposal. WFSB
SPORTS NEWS
- ➤ Connecticut high schools will send 13 basketball teams — 10 boys and 3 girls — to compete at the Hoophall Invitational set for January 17–18 in Springfield; the event runs the same weekend as the Hoophall Classic and features returning teams facing new opponents. CTPost
- ➤ GametimeCT published its staff picks for Week 7 of the 2025 high school football season, with all 12 selectors choosing Fitch to beat NFA after a recent upset gave NFA a Magic 8-Ball toy. Top selectors Carl Adamec and Scott Ericson led with 7-3 records and a live pregame show will air from Dunning Field on Friday night (covering the Greenwich and New Canaan game). The Hour
- ➤ Former UConn star Paige Bueckers was named a finalist for the 2025 NCAA Woman of the Year on Wednesday by a selection committee—she is one of 30 finalists and was honored for her on-court achievements and for supporting the community by volunteering at Connecticut Children’s Hospital and helping provide free groceries at Hopkins West Junior High School, with the final winner to be announced in January. WFSB
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Reservoir Run Half Marathon
8:20 a.m.–12:00 p.m. — Weston High School — Proceeds benefit local charity — Run for a great cause and enjoy the scenic route across the finished bridge.
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Honor Our Veterans 5K Family Run/Walk
8 AM – 12 PM — Sherwood Island State Park — $35 entry — Celebrate Veterans Day with a scenic 5K supporting Heroes for the Brave.
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Westport Farmers' Market
10 a.m. – 2 p.m. — Westport Farmers' Market — Free entry — Enjoy fresh, local produce and engage with the community in a vibrant market atmosphere.
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Winter Wreath Workshop at Jenni Kayne
6:00-7:30 p.m. — Jenni Kayne Home - Westport — All materials included — Get crafty and festive by creating a beautiful winter wreath with seasonal florals.
No new real estate listings today. You can submit one here.
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No new community announcements today. You can submit one here.
TODAY'S FOOD FOR THOUGHT
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Reveal the authorAbout Westport Daily News
Welcome to the Westport Daily News, your community newsletter that's anything but snooze-worthy, packed with positive, impactful local news + events across the Westport, Connecticut community. If you like the Westport Daily News, support us by subscribing to our email newsletter and sharing us with your friends and family in Westport.
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