Photos from left: The whole Dreisman family was outfitted for the annual Children’s Halloween Parade on Main Street — Caroline cradles Edward, 10 months, and Adam holds Elinor, 2; Charlie Kraft, 3, poised for work with his hammer and steam shovel, and Andrew Pistor as “Luigi” and Ben Bonte is “Mario” with their son Drake, 10 months, as “Toad.” / Photos by Gretchen WebsterA post-parade party on Veterans Green drew a throng of trick-and-treaters. Photo left: Sister princesses Grace Vance, 2, and Margot, 3, have candy bags ready to fill. Right: big cauldrons of candy set out by Nômade restaurant attracted lots of costumed kids.
WESTPORT — Downtown was filled with Halloween spirit — hundreds, actually — Tuesday afternoon.
They were the costumed marchers in the annual Children’s Halloween Parade.
Princesses, witches, cartoon characters and dinosaurs were among the candy-hunting characters who collected treats from merchants as they headed up Main Street to Town Hall and Veterans Green.
They were greeted by First Selectwoman Jennifer Tooker, dressed as a cowboy(girl?), while firefighters and EMS personnel let youngsters check out emergency vehicles. The Halloween event is sponsored by the Parks and Recreation Department, Westport Downtown Association and Westport Police Athletic League.
Photo left: “Official” Halloween greetings were dispensed by First Selectwoman Jennifer Tooker, in western garb, and “Shark” Selectwoman Andrea Moore with, from left, Leanna Paulson, 10, Sophia Norris, 7, and Adeline Paulson, 8. Right: Michael Soumelidis, 3, hitched a ride on a dinosaur.Carts of kids traveled down Main Street, including Miles and Chase Maffei. Their friends at left are Mila Corso and brother Tre.Celebrating Halloween and Christmas at the same time, and promoting the Staples Players production of “Elf,” set for Nov. 15-23, are from left, seniors Yusef Abdallah and Chloe Carson, and junior Seamus Brannigan.Twins Victoria and Alexandra Medina, 11, paired up as mustard and ketchup with their sister “princess” Julia, 7, and “hot dog” Mishka. Even dogs dressed up for Tuesday’s parade, from left, Stephanie Rodriquez with Woody, Lisa Winger and Mark Agnew with canine friends Jessie and Buzz Light Year. All of them, including the dogs, work at Eyeglasses.com on Main Street.
Fairfield Public Library
165 Unquowa Road, Fairfield, Connecticut, United States
Join the Friends of Fairfield Public Library for their Annual Meeting & Author Event, featuring Latina authors Naima Coster and Cleyvis Natera in conversation with Christine Kandic Torres. In celebration of Latin American Heritage Month (Sept. 15 - Oct. 15), the authors will discuss Coster's book Take What You Can (release date: August 4) and […]
MoCA CT
19 Newtown Turnpike, Westport, Connecticut, United States
In this class, we’ll explore the ancient yet contemporary medium of Encaustic—beeswax-based paint that also serves as a versatile adhesive—to create unique collages. This technique is wonderfully flexible: if you’re not happy with an arrangement, simply re-melt and re-position. Participants will learn how to build richly layered artworks using Encaustic as “glue,” incorporating fabric, stencils, […]
Levitt Pavilion for the Performing Arts
40 Jesup Road, Westport, Connecticut, United States
FREE TICKET SHOW | Thursday, SEP 17th | 6:30PM DOORS / 7:30PM This concert was originally scheduled for 8/20/26. If you already claimed a free ticket, it will work on 9/17. If you can no longer use your free ticket, please email boxofficelevittpavilion@gmail.com so it can be redistributed. Reminders: Free tickets are also issued via […]
MoCA CT
19 Newtown Turnpike, Westport, Connecticut, United States
Join us for a special evening showcasing the winners of the 2025 Heida Hermanns International Music Competition. Since taking top honors last fall at MoCACT, these already exceptional pianists have gone on to impressive achievements, performing on major stages and earning recognition at worldwide competitions. Ye-Eun Hyun, a native of South Korea, began her musical […]
MoCA CT
19 Newtown Turnpike, Westport, Connecticut, United States
Your child can join us every Saturday for a relaxed and inspiring drop-in art class at the museum! Whether your child is an experienced artist or just looking to have fun, our multi-media classes offer a creative space to explore new techniques and expression through art. Each session is designed to be fun, interactive, and […]
Westport Country Playhouse
25 Powers Court, Westport, Connecticut, United States
Everyone’s favorite Big Red Dog, Clifford – bounds onto the stage in a brand-new musical comedy adventure that celebrates friendship, imagination, and the magic of unconditional love!
Fairfield Public Library
165 Unquowa Road, Fairfield, Connecticut, United States
Mix and mingle with the authors and browse and buy books! Meet some of Fairfield’s local authors! You will have the opportunity to ask the authors questions and get some insight into their books. And if you love a book, you can purchase it and get it signed! We also invite you to grab a […]
Everyone’s favorite Big Red Dog, Clifford – bounds onto the stage in a brand-new musical comedy adventure that celebrates friendship, imagination, and the magic of unconditional love!
Westport Country Playhouse
25 Powers Court, Westport, Connecticut, United States
Westport Country Playhouse will present a masterclass with actor Andrew Keenan-Bolger, best known for originating the role of Crutchie in Disney’s “Newsies” on Broadway. Titled “Building Characters from the Inside Out,” the interactive masterclass will give participants an opportunity to explore the craft of character development through monologue work, script analysis, and imaginative storytelling. The […]
Fairfield Public Library
165 Unquowa Road, Fairfield, Connecticut, United States
Please join us for our Fall Soundwaves concert, Echoes of Vienna, featuring the Library's trio-in-residence, Lions Gate Trio. Katie Lansdale on violin, Darrett Adkins on cello, and Florence Millet on piano will present a wonderful musical whirl through the centuries, exploring two masterworks by composers influenced by the city of Vienna. The concert will be […]
MoCA CT
19 Newtown Turnpike, Westport, Connecticut, United States
Experience a compelling evening of film and conversation with Steal This Story, Please! on Wednesday, September 23 at 6pm in the MoCACT galleries. This feature documentary traces the career of Amy Goodman, the acclaimed journalist behind Democracy Now!, whose reporting spans major global conflicts and pivotal moments in U.S. history. Directed by Academy Award–nominated filmmaker […]
Levitt Pavilion for the Performing Arts
40 Jesup Road, Westport, Connecticut, United States
FREE TICKET SHOW | WEDNESDAY, SEPTEMBER 23 | 7:30PM SHOW / 6:30PM DOORS Free tickets may be reserved in advance via Event Website linked below! Free tickets are also issued […]
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