Good morning, Westport.

Over 50 Westport residents and Parks and Rec officials gathered Tuesday to offer input on the master parks plan with ideas ranging from dividing Winslow Park for separate dog areas and community gardens to adding a mini golf course and splash pad — concerns over ADA access and beach restoration were also raised. A third workshop will be held in November to collect more feedback on the planned improvements.

Sephora will replace the former Brooks Brothers store at a Westport shopping plaza called Elm and Main at 136 Main St. The 5,200-square-foot makeup store is set to open in late 2027 or early 2028 after a lease agreement was brokered by Saugatuck Commercial Real Estate.

Connecticut resident Christina Derevjanik won Wheel of Fortune’s first $1 million prize in 11 years on Tuesday and said she will use her winnings to pay off her student loans—she appeared on Good Morning America Wednesday and joked about staying at her job at Con Edison.

Candidates for the Board of Education in Westport said leadership is the main issue facing public schools as they plan to improve accountability, academic support, and transparency—pledging more focus on teacher support and facility needs before Election Day.

On Oct 1, Niche released its 2026 rankings of private high schools and named Hotchkiss School in Lakeville the nation’s best based on factors like student-teacher ratio and college readiness.

Choate Rosemary Hall in Wallingford and Pierrepont School in Westport also ranked high—highlighting Connecticut’s strong private education options.

Five candidates are running in Westport's RTM District 3 contest and have shared their experience and plans to manage budgets, improve education, and address local issues—details that will guide voters on the Nov.

4 ballot.

The Registrar invites Westport residents to watch the test of new vote tabulators on October 6 at Town Hall—models DS300 and DS450 will run 17 ballots, 15 filled with blue Bic pens and two filled incorrectly, to confirm accurate counts and test flash media drives.

Mayors and first selectmen from across Connecticut including Westport officials say the planned Aquarion water deal risks local control as New Haven will effectively dictate water decisions—officials warn the rushed and opaque process lacks public input and may burden ratepayers with higher costs. They call on state regulators to slow down and ensure clear financial oversight before proceeding.

An in-depth guide details Connecticut high school football games scheduled on October 2, 3 and 4 with team records, game times and matchups from leagues like SCC, CCC and FCIAC.

The guide aims to help fans plan their week—presenting key contests and team statistics—while offering a clear schedule for the football season.

Oyster Festival on the Sound

6-8 p.m. — Copps Island Oysters by Norm Bloom & Son, LLC — Ticket required — Savor fresh local oysters and a buffet while enjoying stunning waterfront views.

Rhythm and Rhyme

10:30-11:00 a.m. — The Westport Library — Free entry — Enjoy a lively session of movement, nursery rhymes, and storytelling for young children.

Story Fun with Miss Jessica

4:30-5:00 p.m. — The Westport Library — Free entry — Enjoy engaging stories and fun activities for kindergarteners and first graders with Miss Jessica.

Tummy Time for Babies

9:30-10:00 a.m. — The Westport Library — Free entry — Engage pre-walking babies with songs, fingerplays, and bouncing during this playful session.

Create a Spooky Book Nook

5-6 p.m. — The Westport Library — Free entry — Craft a miniature spooky scene in a diorama to fit between your bookshelf books.

10th Annual Air Cooled Classic Car Show

9 AM – 2 PM — Veteran's Green, 109 Myrtle Ave, Westport, CT — $25 per car — A showcase of air cooled vehicles with bike tours, vintage displays, and family activities.

Murder Mystery Campfire

7-9 p.m. — Earthplace — Members $45 | Non-Members $50 — Participate in a live-action mystery under the stars as you solve a thrilling whodunnit by the campfire.

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.