The Staples High School Counseling Department works hard to encourage students and families to look beyond rankings and “prestige” when considering college, focusing instead on fit, engagement and long-term outcomes.
Last week, a large Westport Library audience heard a nationally recognized education expert emphasize those same ideas.
Jeff Selingo — the author of “Dream School: Finding the Fit That’s Right For You” — made several key points.
He noted that although the average acceptance rate across US colleges hovers around 65%, competition feels more intense than ever. Among the reasons: Students are more willing to travel longer distances to attend “name brand” colleges; it has become much easier to apply to a larger number of schools, and families increasingly see admission to a highly selective college as an “insurance policy” for the future.
Families often approach the admissions process as something that can be carefully optimized, with the right strategy. Selingo said that this often smacks into the reality of holistic admissions, where there is limited transparency about exactly what colleges look for. At the most selective schools, even highly accomplished students compete with thousands of similarly strong applicants from across the country.
Selingo emphasized that long-term outcomes depend less on where a student goes, and more on what they do once they arrive. He encouraged families to look for colleges that provide strong first-year support, opportunities for mentorship with faculty, access to experiential learning such as internships, co-ops or undergraduate research, and strong return on investment.
He also encouraged students to build balanced college lists — and think carefully about why they want to attend college in the first place. When visiting campuses, he suggested taking time to observe the culture, visit academic departments, and look beyond surface impressions to see how students actually engage with the community.
Before the presentation, Selingo met with Staples counselors for a professional development conversation about current trends in higher education and the admissions landscape.
Jeff Selingo (2nd from right), with Staples High counselors.
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Meanwhile, was not another manic Monday at the Westport Library.
Instead, it was a fulfilling Friday.
Bangles co-founder Susanna Hoffs — who also had a thriving career as a solo performer, and published a novel (“This Bird Has Flown”) — had a spirited and insightful conversation with former CNN journalist (and rock memoirist) Alisyn Camerota. and performed.
Hoffs said she’s still “living inside a dream” of music. She’s stretching that obsession into fiction and new songs rather than arena tours. She added that growing up as the daughter of a psychoanalyst and an artist made it natural to talk through the emotional toll of sudden fame.
Among the audience members: former Talking Heads musicians.
It was an early part of VersoFest. The Library’s annual music/media and more celebration kicks into full gear March 26 (click here for details). (Hat tips: Susan Garment, Allan Siegert)
Susanna Hoffs (left) and Alisyn Camerota. (Photo/Susan Garment)
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Speaking of music: Corky Laing is no stranger to Westport.
The legendary drummer for Mountain has played here before. He was a frequent guest of music executive Terry Coen and his wife Gail, at their Soundview Drive home.
Can’t quite place Mountain? They’re the “Mississippi Queen” band.
And Laing provided the iconic cowbell intro.
He returns April 11 (7 p.m., VFW Post 399), this time as a special guest with Ten$Grand Band.
“Fashionably Westport” is one of the hottest tickets on the local events calendar.
The Westport Downtown Association-sponsored evening is a benefit for Homes with Hope. It features an actual runway, with models everyone can relate to — because they’re friends and neighbors. (Spoiler alert: One of them will be yours truly.)
The evening includes a great silent auction. The WDA is finalizing the items now. If you’re a business looking to contribute to a great cause — or an individual with a second home to offer, a connection to Broadway or sports or other entertainment, or have something unique to donate — click here.
And finally … In honor of Corky Laing and Mountain (story above):
(From here to Mississippi — and everywhere else — “06880” is where Westport meets the world. If you enjoy this hyper-local blog, please click here to support our work. Thank you!)
Andrea Moore woke up on November 5 with nothing to do.
She had not felt that way in 40 years.
After college, she had spent over 20 years in financial services, with firms like UBS, Deutsche Bank and Salomon Brothers.
Returning to Westport, the 1984 Staples High School graduate was elected to the Representative Town Meeting (RTM). Then came the Board of Finance, including vice chair. In 2021 she ran with Jen Tooker, and became 2nd selectwoman.
Moore was an active civic volunteer too. She was president of the Child’s Place preschool board, Saugatuck Elementary School PTA and Staples Tuition Grants. She served on the Westport Weston Family YMCA board of trustees, and the National Charity League’s local board.
But on Election Day nearly 3 months ago — running for re-election — she and 1st selectman candidate Don O’Day suffered a resounding defeat.
He became 3rd selectman. She became unemployed. (Though the $2,000 stipend for 2nd selectperson may not really qualify as “employment.”)
Andrea Moore, at Studio Café.
Moore was so focused on the campaign, she had not thought about next steps if she lost.
In the weeks since, she’s taken time to figure out what’s ahead.
One thing she is not thinking about is “what if…”
Republicans nationwide suffered losses in November, from the governor’s mansion to town boards and commissions. In Connecticut alone, 30 cities and towns — including Westport — shifted from Republican leadership to Democratic.
“We worked hard. But nothing Don and I did differently would have mattered,” Moore notes. “There are masses of people who never would have voted for Republicans.”
Andrea Moore and Don O’Day, on the campaign trail.
The moment the first RTM district’s results came in, Moore knew they had lost. That chapter in her life was over.
Two months earlier, Moore’s youngest of 3 daughters began her first year at Emory University. The campaign was already in full swing.
The result: Moore never had time to deal with “empty nest syndrome.” Then came the holidays, and a trip to Australia, where she had spent a year during college.
Now, in January, she has time to do things like clean closets. But she knows she’s not the type to spend “the next 30 years” doing that.
“It’s a relief to not wake up thinking about “the community gardens, and the comments on ‘06880,’” Moore admits.
Still, there are many aspects of her most recent role the misses.
The 2nd selectperson has no specific role, beyond serving on the Select Board. Tooker delegated important tasks to Moore, including vetting potential members for all boards and commissions.
There was a large backlog of appointments, after COVID. Then — in response to a challenge to the makeup of TEAM Westport — the town reassessed the membership of all appointed bodies.
“I got to meet so many people I never would have known,” Moore says. “I was able to help them find a place where they could put their talents and passions to work for the town.”
She met others too, like Y’s Men members, whose friendships she now cherishes.
Selectwomen Jen Tooker and Andrea Moore, at a Wreathing for Community event.
Another highlight: Helping raise — very quickly — the funds and volunteers to light the Cribari Bridge in 2024, when it seemed the longstanding holiday tradition would end.
Tooker and Moore had an excellent relationship, professionally and personally. Moore acted as advisor to the 1st selectwoman.
She also acted as a buffer, an ambassador, and a conduit.
The role suited her well. “I had an impact. But I wasn’t on the firing line,” Moore says.
Now — as Moore assesses her next challenge — she is moving slowly and deliberately. Whatever she does, it must align with her interests and skill sets.
She already said “yes” to the Westport Downtown Association. With her deep knowledge of the town, its operations and its people, she’s eagerly joining their board of directors.
“It’s a very good group. They put on great events,” Moore says. “They support local business, and they’re expanding.”
Andrea Moore, at the 2025 Downtown Westport Association’s “Fashionably Westport” show. (Photo/Dan Woog)
Beyond that, she asks herself: “How can I use 20 years of relationships and knowledge in this town, to help create something good?”
One thing she has no time for: people who pat her solicitously on the arm and say, “I’m so sorry for you.”
“I hate that,” Moore says. “I was sad we lost. But now I’ve got a great opportunity to move ahead. I look forward to whatever comes next.”
What may be Westport’s last large open residential lot has been sold.
Two boldface names are involved in the transaction.
Marc Lasry — the billionaire hedge fund manager and former Milwaukee Bucks co-owner, who lives on Beachside Avenue — bought the 12.3-acre 109 Morningside Drive South property for $7 million.
The seller — Wildflower Haven LLC — is run by Shonda Rhimes. She too lives elsewhere in Westport. Rhimes bought it in 2022, for $5.925 million.
For many years before that, it was owned by the Kowalsky family.
Lasry tells “06880” that he has 5 children, and may build homes there for 2 or 3 of them. The land will not be subdivided for a dozen homes, as many Westporters feared when it was on the market.
But nothing will happen soon.
“There is absolutely no rush,” Lasry says.
109 Morningside Drive South is the vast open space at the center of this aerial view. It is bordered by Clapboard Hill Road and Turkey Hill Road South.
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Walking around town is treacherous, after the weekend’s snow.
This is the scene on Post Road East, near Turkey Hill Road North and Harvest Commons:
Meanwhile, the Westport Downtown Association has this message for residents:
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Tired of being cooped up indoors?
Friends of Sherwood Island State Park is hosting a “Love Yourself, Get Outdoors” event on (appropriately) Valentine’s Day (February 14, 11 a.m. to 12:15 p.m.)
Linda Gottlieb of FitTraining will lead the session. Organizers say: “Practice green exercise. Experience ‘forest bathing.’ Learn to use the ‘nature pyramid’ to guide your exercise.”
It’s free, and everyone is welcome. Dress in layers; it’s windy at the bach.
If recent weather has you thinking of warm sun: Head to VFW Post 399 on Thursday.
This week’s “Jazz at the Post” features The Caribbean Jazz Connection. Its leader — drummer Jim Royle — has been crossing genres of jazz and Caribbean Latin styles for years.
The band includes his former student and steel pan player Bryan Garbe. The Fairfield native is now an internationally acclaimed percussionist; bassist John Mobilio, and pianist Dave Childs.
And finally … happy birthday, Wolfgang Amadeus Mozart!
In just 35 years, he wrote over 800 pieces, in virtually every classical genre: symphonic, concertante, chamber, opera and choral repertoires. He is considered one of the greatest composers in the history of Western music.
(“06880” is nearly 17 years old — half of what Mozart was when he died. We’re not comparing ourselves to him. But we do work pretty hard. Please click here to support our efforts. Danke schön!)
Over 2,000 Westporters (and out-of-towners) of all ages (especially kids) filled downtown yesterday afternoon (and evening).
They posed for photos with Santa (and Buddy and his elves) (and in a photo booth), roasted s’mores, petted piglets, caroled with the Orphenians, sent letters to Santa, dropped off toys for the Police drive, got face paint, shopped and enjoyed store giveaways, met neighbors and friends — and did it all in perfect almost-winter weather.
The 5th annual Holiday Stroll was by far the biggest and best yet.
S’mores by Nômade, elves and more. (Photo/John Walker)
Co-sponsored by the Westport Downtown Association and “06880,” it’s our gift to the town. And the town embraced it.
Thanks to all who made it happen — especially the hard-working WDA crew (Maxx Crowley, Beth Meyer, Huong Belpedio, Brian Spurr and others). Thanks to Santa; the fabulous Staples Orphenians, characters and face painters; the retailers and restaurants and non-profits who welcomed all and handed out “stuff” — and everyone who strolled.
Staples Orphenians’ first stop, above Brandy Melville. Other caroling spots: the clock, “Tunnel of Love,” and Bedford Square courtyard. (Photo/Dan Woog)
Westport sure rocked around the Christmas tree.
And the brand-new, but looks-like-its-been-there-forever, Main Street clock.
At the clock: 1st Selectman Kevin Christie, Westport Downtown Association president Maxx Crowley, “06880” founder Dan Woog. The WDA donated the clock to the town; the WDA and “06880” co-sponsor the Holiday Stroll. (Photo/John Walker)
A classic shot. (Photo/John Walker)
Staples Players Scarlett Shope, Claire Kresser, Ellis Maroney and Seamus Brannigan are all in character. (Photo/Dan Woog)
Riverside Realty’s piglets were favorites. (Photo/Thomas Samaranayake)
Senior Cat Betit conducts the Orphenians. The day before, they sang at Radio City Music Hall. . (Photo/Dan Woog)
Orphenians singing at the clock. (Photo/John Walker)
Listening to the Orphenians. (Photo/John Walker)
(Photo/John Walker)
Annette Norton’s Savvy + Grace mailbox was filled with dozens of letters to Santa. The popular downtown store also sponsored the photo booth. (Photo/Dan Woog)
Just in “time” for the Holiday Stroll, the new Main Street clock has been installed, and wired.
The new attraction in front of the Gap is a gift to the town, from the Westport Downtown Association.
Today’s Holiday Stroll is another gift too, from both the WDA and “06880.”
For the 5th year in a row, everyone is invited downtown. From 4 to 7 p.m. today (Saturday), Main Street and environs is the site for caroling by Staples’ Orphenians, photos with Santa, Buddy the Elf, other characters (and a Riverside Realty piglet), face painting, a “letters to Santa” mailbox (Savvy + Grace), s’mores at Nômade, a collection box for the Police Department’s toy drive, and much more.
Over 60 stores, restaurants, vendors and non-profits will offer giveaways, promotions and more. They include:
American Colors by Henry Lehr: 20% off Hampton Wash and American Colors clothing Bartaco: Hot chocolate table Bella Bridesmaids:$25 off per dress Bloom Salon: Holiday treats, and discounted hair tinsel Bridgewater Chocolate: Raffle for $50 gift card, with purchase Brooks Brothers: 30% off nearly everything Candle Caboodle: TBD Chait Gallery/Photography Studio: 20% off all artwork, portraits in studio; $200 for 1-hour session, includes 8×10 print Chocolatieree: Blissfully toasted & gooey S’morestick with every purchase (minimum $20) Clarendon Fine Art: Holiday cheer; live music by Warren Bloom Cold Fusion: Free wrapped chocolates Core Burn Pilates: Discounted group class and private sessions (booked on day of Stroll) Courtgirl: 15-30% off storewide Earthplace:10% off Winter Solstice Campfire on December 21 (register here on Saturday) Eleish Van Breems: Raffles; cider in courtyard Everything But Water:Fit sessions; $25 off $150+ with Beach Club signup Faherty: Refreshments and cool vibes Fred: Gift with purchase Gabriele’s: Buy $500 worth of gift cards; get $100 extra Gioiella Jewlery: Raffles Hummingbird Healing Center: Light bites, wine, raffle Il Pastaficio: Focaccia di recco, Italian hot chocolate, salame di cioccolata; gift card for 10% off purchases of fresh pasta boxes and sauces Jimmy’s: Christmas-themed stocking fillers Joe’s Pizza: Garlic knots Johnny Was: 40% off sale; gift with purchase; free gift wrapping Kerri Rosenthal: 25% off selected items La Source: Enter to win a $500 gift card, with every purchase of $100 or more Lululemon: Hot chocolate from Oggi Gelato; chance to win gift basket and gift card (1 free entry for every $200 spent) Lux Bond & Green: Holiday cheer and treats Massi Co: Hot cider J. McLaughlin: Handbag raffle 10 a.m. to 6 p.m.; cookies and Prosecco in the afternoon Naturino Kids Shoes: 25% off single pair Nômade: S’mores Offline by Aerie: 10% off purchase; $25 off $125 if booking an appointment Paper Source: Buy one; get 50% off holiday boxed cards Rhone: Beverages; 15% off first purchase Rowan: Buy 2 non-piercing pairs of earrings; 2nd is 15% off Savvy + Grace:North Pole mailbox for letters to Santa; photo booth Scout & Molly’s: Free gift with $200 purchase Shoe-Inn: Up to 75% off Sorelle Gallery: 20% off original artwork and prints all day; Champagne and holiday treats Southern Tide: $50 off $150 or more Splash of Pink: Gift with purchase over $200 Swarovski: TBD SWTHZ: $10 off 60-minute contrast therapy session, in a private luxury suite Theory: Holiday sip and shop Toy Post: Small gifts for children Vince Westport: 25% off W Hair & Color: Raffle for package of 3 blowouts Walrus Alley: Happy hour, featuring Glüwein West Elm: General promotions West Out East: 15% off all accessories Westport Book Shop: Gift with purchase of children’s picture books Westport Centerpiece: Holiday gifts Westport Country Playhouse: Raffle for prizes; discounts on tickets Zoomin Groomin: 25% off any mobile grooming booked the day of the Stroll.
See you at the Stroll! (Photo/Ryan Allen)
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Speaking of the Orphenians: When you hear them later today at the Holiday Stroll, you’ll know how great they are.
Yesterday, thousands of others found out too.
Staples High School’s elite singing group was at Radio City Music Hall.
And not just to watch. They took the stage as a warmup act for the world-famous Rockettes.
But that’s not all.
Right after a group photo in front of the Rockefeller Center tree, they broke into song.
A crowd quickly gathered. They listened, filmed and celebrated the Orphs’ impromptu performance.
Passersby could not believe what they were hearing.
“They sound incredible!” they said. “Their harmonies are amazing!” “They’re doing this without a conductor!” (Choral director Lauren Pine — who led the group in Radio City — stood proudly off to the side.)
Well done, Orphenians! We’re honored you’ll join us in a few hours downtown.
Staples Orphenians and parents, at Rockefeller Center. Director Lauren Pine is in front, 5th from left.
The temperature was cold. But there were warm feelings yesterday on Post Road East.
The Westport Fire Department welcomed Bridgeport Rescue Mission. They picked up 1,887 winter coats. All were donated by community members. Each was inspected, folded, and prepared with care by firefighters and volunteers.
The WFD thanks everyone who made the mission a success. “When our neighbors need help, Westport shows up,” the department says.
Taking a break from loading nearly 2,000 winter coats. Front row, from left: Fire Chief Nick Marsan, Bridgeport Rescue Mission’s John DaCosta, Human Services director Elaine Daignault, BRM’s Laurie Molner, 1st Selectman Kevin Christie, Deputy Chief Matthew Cohen, Human Services’ Cynthia Pérez-Hernández. Rear: BRM’s Brian Stern, WFD’s Jennifer Petrosinelli, BRM’s Bennie Davis.
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Westporters already know and love Faith Sargent for her high tea parties, and her Wreathing for the Community (through which donated florals are transformed into wreaths, given away to spread cheer).
She’s got a new project: Faith’s Cottage Kitchen.
Her licensed home-based bakery offers small-batch breads, brownies, marshmallows and seasonal treats.
Faith Sargent (bottom right), and her creations.
Everything is made fresh in Westport. Faith uses simple ingredients — and the same warmth that goes into every gathering and every wreath.
See below for a full list of offerings, and prices. For orders and questions, text or call 603-219-2773.
Christ & Holy Trinity Episcopal Church’s annual Christmas 9 Lessons and Carols service is set for December 14 (5 p.m.).
The CHT Parish Choir of choristers, adults and soloists will be accompanied by organ and cello. From the first notes of “Once in royal David’s city,” sung by a lone chorister, to the soaring descants of “O come, all ye faithful” and “Hark! the herald angels sing,” the spirit of Christmas will be everywhere.
Admission is free; donations are gratefully appreciated. A reception follows the service.
With cold weather here, Westport has activated its “severe cold weather protocol.” It’s in effect through noon Tuesday.
Warming centers open to the public include:
Senior Center (Weekdays, 8:30 a.m. to 4:30 p.m.)
Westport Library(Saturday, 9 a.m. to 5 p.m.; Sunday, 1 to 5 p.m.; weekdays, 9 a.m. to 9 p.m.).
Westport Museum for History & Culture(Saturday, Tuesday, 11 a.m. to 5 p.m.).
Westport Weston Family YMCA (Weekend, 7 a.m. to 6 p.m.; weekdays, 5:30 a.m. to 9 p.m.)
Residents experiencing hardships due to the cold — including those without adequate heat — should call Westport Human Services (203-341-1050; weekdays, 8:30 a.m. to 4:30 p.m.). For other times, dial 211.
The Westport Astronomical Society is the space. December 16, 8 p.m. is the time.
The event is a free lecture by Yale physics professor Larry Gladney. The topic is “A Survey for the Ages: the Vera Rubin Observatory Legacy Survey of Space & Time.”
The talk will also be livestreamed, on YouTube and via Zoom.
Professor Larry Gadney
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Westport resident Mildred Bunche died peacefully on November 16. She was 92, and was diagnosed with lung cancer 8 years earlier.
The Alabama native taught biology in Chicago and Connecticut. Her husband Oscar was also a teacher.
They married in 1959, and moved to South San Francisco. Oscar worked for United Airline and IBM.
Mildred studied for degrees in social work and counseling, but those ambitions were put on hold with the arrival of her son Steven in June of 1965.
The family moved to Westport in 1972, when Oscar was transferred to White Plains. She headed the Young Parents Program, a group for unwed teen mothers, and Hall Neighborhood House for troubled girls.
After her divorce in 1975 she returned to teaching. She earned several counseling and hypnotherapy degrees during that era.
In her 50’s Mildred became involved with Christ & Holy Trinity Episcopal Church, feeling a sense of community and belonging with the clergy and congregation. She spent her last decades working with the church.
Mildred was also president of the Y’s Women, active in the Senior Center, a patron of the Quick Center for the Arts, and an avid bridge player.
Mildred also had a passion for travel. Her obituary says, “the girl from rural Alabama traveled to places her family could only have imagined, gaining wisdom and insight into cultures that enriched her mind and pursuits.
She is survived by her son Steven. A celebration of her life will be held today (Saturday, 10 a.m., Christ & Holy Trinity Church).
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New timber at Burying Hill Beach — stretching far into Long Island Sound — highlights today’s “Westport … Naturally” feature photo.
And finally … in honor of today’s “06880”/Westport Downtown Association Holiday Stroll (story above):
(“06880” is proud to co-sponsor today’s Holiday Stroll. We’re also glad we can bring Westport together in many ways. And we’re especially grateful to all who support our work. Thank you)
1st Selectman Kevin Christie says: Westport will soon complete its state-mandated property revaluation. Connecticut law requires all municipalities to conduct a revaluation every 5 years.
Property owners will receive updated assessment notices by mail on or about December 8. They reflect assessed values as of October 1, based on field reviews and sales analysis completed by the Assessor’s Office and Vision Government Solutions. Assessed value is 70% of fair market value.
Residential values have risen sharply since the October 2020 revaluation. Estimates indicate an average increase of about 61% for residential properties, and about 17% for commercial properties. Individual assessments will vary.
A higher assessment does not mean your taxes will rise by the same amount.
A change in your assessment is only part of how property taxes are calculated. When the overall Grand List increases, the mill rate typically decreases (all else being equal). Any change to your tax bill will depend on how your new assessment compares to others in town, and on the Town’s approved budget in spring 2026.
Updated property data and values will be available online once notices are sent.
Property owners who believe information about their property is incorrect, or who would like to discuss their valuation, can request an appointment with Vision later in December.
Appeal applications to the Board of Assessment Appeals will be available after the Grand List is signed. They must be filed by February 20, 2026.
Main Street may soon have a new casual dining space.
159 Main Street — occupied most recently by a deli with that name; before that, Rye Ridge and, most famously for decades, Oscar’s — will be the site of Luya.
Westport Journal reported today that the family spot — with smoothies, along with healthy and diner food — is the third project for Ciara Webster, Patrick Jean and Zoli Kovacs.
They are the owner, general manager and chef of Nômade, across the street from Luya.
The trio are also partners in Anan. The French-Vietnamese restaurant — on the site of the former 190 Main — also hopes for a spring opening.
Long-time Westporters remember 159 Main Street as Oscar’s Deli. (Photo/Andrew Colabella)
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On Wednesday, Playbill posted a long, intriguing story about the 6 actors who play the lead role every night in “Masquerade,” the innovative, immersive staging of “Phantom of the Opera.”
One of the six — Staples High School graduate Clay Singer — is one of the youngest to play the Phantom ever, anywhere.
His insights into his character — how he prepared for it, how he plays it — are well worth reading.
But the piece is notable for something else: homages by the actors to Kevin Gray. Broadway’s first-ever Asian American Phantom in 1990 has the same roots as Singer. Gray graduated from Staples in 1976. Both Westport Phantoms were Staples Players stars.
Gray died of a heart attack, at just 55 years old, in 2013 — just 4 months before Singer graduated from Staples.
Westport art teachers are superb educators. From elementary through middle and high school they instruct, encourage and inspire students to express themselves creatively and fully.
But those teachers are superb artists themselves.
Now through January 3rd, they’ve got a showcase for their own work.
One River School’s Westport Art Teacher Exhibition provides a special opportunity to see the personal and professional sides — and the wide range of mediums and styles — of Mark Derosa, Cecily Cowburn Anderson, Stephanie Sileo, Angela Simpson, Paula Morgan, Timothy Soper and Danilo Sierra-Giraldo.
A reception is set for December 18 (5 to 7 p.m., 833 Post Road East). The public — including students — are invited to check out this other perspective on Westport’s art teachers.
Part of the Westport Art Teacher Exhibition, at One River Gallery.
Speaking of art: The Artists Collective of Westport’s 12×12 Holiday Exhibit runs December 17 -21, from noon to 4 p.m. at the Westport Country Playhouse barn. The opening reception (December 16, 6 to 8 p.m.) features food, beverages, and music by Rock & Roll Hall of Famer Mark Naftalin (Paul Butterfield Blues Band).
All works are 12×12. And all are for sale, just in time for the holidays.
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We’re just one day away from the Westport Downtown Association/”06880″ Holiday Stroll.
And merchants keep signing up for giveaways and promotions.
The latest is Chocolatieree. The Church Lane shop offers “blissfully toasted and gooey s’moresticks,” with every purchase of at least $20.
That — and 60 other specials — are part of tomorrow’s (Saturday) Stroll. Some are available only during the Stroll itself (4 to 7 p.m.); others run all day. Click here, then scroll down for the full list.
Among the attractions at the 5th annual Holiday Stroll: caroling with the Staples Orphenians, selfies with Santa and Westport’s favorite piglet, thanks to Riverside Realty Group (plus the brand-new downtown clock), face painting, a DJ, a “letters to Santa” mailbox, and much more.
The Staples Orphenians are a Holiday Stroll favorite. (Photo/Dan Woog)
See you at the Stroll!
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As the weather gets cold, Earthplace heats up. On tap this month:
Winged Wonders (Sunday, December 7, 1 to 1:30 p.m.; free with admission): Experience birds of prey outside their enclosures, in a bird-on-glove demonstration.
Kids’ Night Out (December 12, 6 to 9 p.m., ages 4-13; $50 members, $60 non-members): A nature-themed evening, including a winter-themed movie, popcorn, and a special treat from Bartaco
Winter Solstice Campfire (December 21, 1 to 2:30 p.m.; member families $25, non-member families $35): Celebrate the days getting longer with s’mores, a craft project, and a roaring fire.
Also: Drop-off programs — with immersive, nature-based experiences — begin January 6:
Free-Range Homeschoolers (Wednesdays, 1 to 3p.m., ages 4-11)
Lil’ Naturalists (Wednesdays, 4 to 5 p.m., grades K-2)
Nature Art Club (Thursdays, 4 to 5 p.m.,. grades 3-6)
Junior Staff (Fridays, 4 to 5 p.m., grades 6-12_
Animal Care Crew (Tuesdays, 4 to 5 p.m., grades 6-12).
Speaking of Earthplace: They just received a $162,600, from the Long Island Sound Futures Fund.
The grant will help provide watershed science programs for high school and college students. The total amount of the project $243,900. (Hat tip: Peter Gold)
Staples High School’s November Students of the Month are seniors Jennifer Londono and Avery Michalowski, Jaicelynn Denny and Elias Ramos, sophomores Lucy Bughman and Noa Katz, and freshmen Max Landau and Blake Serotta.
Students of the Month are “the ‘glue’ of the Staples community: kind, cheerful, hard-working, trustworthy students (who make it) the special place it is.” Nominations are made by teachers.
From left: Blake Serotta, Avery Michalowski, Jaicelynn Denny, Lucy Bughman, Noa Katz, Elias Ramos.
Westport resident Julie Parillo died in her sleep yesterday. She was 65 years old.
A 1978 graduate of CVA in Norwalk, Julie began her career at Deluxe Check Printers in Norwalk before moving to New Jersey, where she worked for One Call Medical.
Julie loved all creatures, especially her dogs Reba and Brandy. She was a kind and gentle soul who treasured time spent with her family and with her best friend, Teresa Smith.
She is survived by her mother Arlyne, brother Peter (Dana) Parillo, niece Jessica, nephew Dan, close cousin Pamela Mahon, and several other cousins. Her best friend was Teresa Smith. She was predeceased by her brother, Michael Parillo.
A funeral is set for December 9 (10 a.m., Harding Funeral Home). Interment will follow at Willowbrook Cemetery.
In lieu of flowers, donations may be made to the Connecticut Humane Society, 701 Russell Road, Newington, CT 06111.
Julie Parillo
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Every full moon draws “06880” photographers.
It’s tough to choose. But this shot by Rick Benson — overlooking Old Mill Beach, at very low tide — works especially well for today’s “Westport … Naturally” feature.
And finally … Steve Cropper — who the New York Times calls “the prodigious guitarist, songwriter and producer who played a pivotal role in shaping the lean gutbucket soul music made at Memphis’s Stax Records in the 1960s and ’70s,” died Wednesday in Nashville. He was 84.
Casual music fans may not have known his name. But nearly everyone knows his work: the “snarling Fender Telecaster lick” on Booker T & the MGs’ “Green Onions”; the “ringing guitar figure” that opened Sam & Dave’s “Soul Man,” and the “bell-toned guitar work” on Otis Redding’s “(Sittin’ on) The Dock of the Bay” (which he co-wrote). He later worked with the Blues Brothers.
In 2015 he was ranked 39th on Rolling Stone‘s list of the 100 greatest guitarists of all time. In 1996, Mojo had him second — behind only Jimi Hendrix.
The Times notes, “the original MG’s lineup, with both Black and white members (Mr. Cropper was white), helped integrate Stax at a time when the four men would not have been permitted to appear on a public bandstand together in the segregated South.” Click here for the full Times obituary.)
Staples High School graduate Roger Kaufman — a musician and events producer with Old School Music — knew Cropper. Kaufman urged him to donate the guitar he played on “Dock of the Bay” to the Smithsonian’s National Museum of American History.
On December 1, 2016 — almost exactly 9 years ago — there was a special ceremony there. In attendance were Booker T. Jones, Sam Moore, Eddie Floyd, and members of the Otis Redding, Rufus Thomas and Isaac Hayes families. Cropper and his band played many of their greatest hits.
Then the guitar went on display — right next to Judy Garland’s “Wizard of Oz” slippers.
Grand Central Terminal’s enormous clock is a central meeting place.
So is the clock in New Canaan’s downtown.
Tomorrow, Westport will have its own clock. And its own easy-to-meet-up spot.
The handsome new addition — at the corner of Main and Elm Streets, where one-way Main Street becomes two-way near Gap — is a gift from the Westport Downtown Association. The flower bed at the site will be enhanced too.
Two views of the new clock.
The WDA is paying for the purchase, installation, insurance, maintenance and repairs.
The clock arrived recently. The site is being prepared today. Installation is set for tomorrow.
Just in time for the Westport Downtown Association/”06880″ Holiday Stroll on Saturday, it’s one more attraction for the 5th annual event (4 to 7 p.m.). Besides selfies with Santa and the town’s favorite piglet, visitors can take photos with the newest downtown attraction.
The clock is “a beautiful addition to Westport,” WDA president Maxx Crowley notes. Black with gold trim, and two-sided — saying “Town of Westport” and “1835,” the year of our founding — it fits in with the lampposts currently downtown, and is designed in the same style as the Grand Central clock.
Ready for installation.
“This isn’t just a clock. It is a symbol,” Crowley adds.
“It’s a symbol of our past, our progress, and our promise to future generations.
A symbol of the timeless charm that makes Westport more than a destination, it makes it home.”
Crowley — a lifelong Westporter — calls the clock “one of the greatest honors of my service” as Downtown Association president.
“It represents the elegance of old New England town centers, the character that defines our community, and the pride we feel every time we walk through our downtown.
“It will stand as a daily reminder that Westport’s story is still being written — and we are all a part of it.
The clock aligns with the WDA’s mission to beautify and enliven the town. They string the holiday lights and season greenery, and sponsor major events like the Fine Arts Festival, Westoberfest — and Saturday’s Stroll.
The clock will be installed here tomorrow.
Crowley says, “a project of this significance is never accomplished alone. Our thanks go to former selectwomen Jen Tooker, Andrea Moore and Candice Savin; and Public Works director Pete Ratkiewich and assistant town attorney Eileen Lavigne, whose leadership, support, and enthusiasm helped make this vision a reality.
“Enormous gratitude also goes to Jimmy Izzo of Izzo Electric and Marc Bolduc of Guinta Bolduc Masonry, whose craftsmanship and dedication brought the clock to life with extraordinary care.”
Crowley also thanks “the remarkable WDA board and team. Your passion for Westport is visible in every detail of this project.
“As Westport comes together this weekend, strolling, celebrating and sharing in the joy of the season, a new symbol of community pride will take its place. With every moment spent beneath it, this clock will remind us why Westport is such a special place to gather, shop, celebrate, and call home.”
Final preparations are underway for this Saturday’s Westport Downtown Association/”06880″ Holiday Stroll.
Among the attractions: Savvy + Grace is sponsoring an Airstream photo booth, and a “Letters to Santa” station. All supplies for letters will be provided. And (if there’s a return address) Santa will personally answer all letters.
The Holiday Stroll (Saturday, December 6, 4 to 7 p.m.) also includes caroling with the Staples Orphenians, selfies with Santa and Westport’s favorite piglet, face painting, a DJ, giveaways from restaurants and retailers, and 6 dozen store specials.
Here are the latest signups (new since Monday):
Brooks Brothers: 30% off nearly everything
Earthplace: 10% off Winter Solstice Campfire on December 21 (register here on Saturday)
La Source: Enter to win a $500 gift card, with every purchase of $100 or more
Il Pastaficio: Focaccia di recco, Italian hot chocolate, salame di cioccolata; gift card for 10% off purchases of fresh pasta boxes and sauces
Scout & Molly’s: Free gift with $200 purchase
American Colors by Henry Lehr: 20% off Hampton Wash and American Colors clothing
Everything But Water: Fit sessions; $25 off $150+ with Beach Club signup
Johnny Was: 40% off sale; gift with purchase; free gift wrapping.
This year, they are bringing two exciting experiences: an Airstream Photo Booth and a Letters to Santa station with all supplies provided.
“A Sherlock Carol” — the family-friendly production based on both Sherlock Holmes and “A Christmas Carol” — returns to the Westport Country Playhouse for a third great year.
There are 8 performances, from December 13 through 21.
The New York Times “Critics’ Pick” is written and directed by Mark Shanahan, Playhouse artistic director. The Westport production is one of 30 “Sherlock Carol”s happening around the world, including Australia, Canada, England and the US.
Meanwhile, over 35 vendors will pack the Senior Center December 12 (1:30 to 4:30 p.m.), for a holiday craft and gift sale.
In addition to a wide array of special items, including wood-turned pieces, pottery, fused-glass art, glass ornaments, beaded gemstone jewelry, clocks, silver jewelry, handcrafted necklaces, earrings, potholders, art and painted glass, origami, painted shells, birdhouse ornaments, holiday centerpieces, wreaths, decoupage shells, watercolor gifts, children’s books, mystery novels, painted baby shoes, quilted art, home décor, baby blankets, knits, scarves, Pearl’s famous salad dressing, holiday cards, tableware, specialty ceramic painted tiles (and much more!), there’s free gift wrapping — and cookies baked by the National Charity League.
The Longshore golf course closes for the winter this Sunday (December 7).
Parks & Recreation director Erik Barbieri says, “We are pleased to have been able to extend the 2025 season this far into December. On behalf of head pro Jon Janik, golf course superintendent Sean Charles and the entire staff, we wish all our loyal golfers a happy and healthy new year. We look forward to seeing you in the spring.”
But golfers can still swing. Two Westport businesses — The Clubhouse and Sticks — offer simulators for practice.
Two great choral groups — the Dartmouth Brovertones and Staples Orphenians — bring holiday music and more to Saugatuck Congregational Church this Sunday (December 7, 7 p.m.).
The free program includes classic pop songs, along with Christmas favorites.
Posted onNovember 24, 2025|Comments Off on Roundup: Stroll, Turkeys, Tickets …
The “06880”/Westport Downtown Association Holiday Stroll is less than 2 weeks away.
Over 50 merchants and vendors have already signed up for giveaways, promotions and more.
The 5th annual event (December 6, 4 to 7 p.m., Main Street and beyond) features all kinds of family fun, from Orphenians caroling to photos with Santa Claus, face painting, and much more.
Nômade returns with their much-loved s’mores. Savvy + Grace will again be North Pole center, for kids’ letters to Santa (all get answered!).
Toy Post offers small gifts for children. Adults will enjoy holiday cheer at Clarendon Fine Art and Lux Bond & Green; $50 off $150 or more at Southern Tide; up to 75% off at Shoe-Inn — and those are just a few.
Here’s the list — as of now. New specials are added daily.
Bartaco:Hot chocolate table
Bella Bridesmaids: $25 off per dress
Bloom Salon:Holiday treats, and discounted hair tinsel
Bridgewater Chocolate:Raffle for $50 gift card, with purchase
Candle Caboodle: TBD
Chait Gallery/Photography Studio: 20% off all artwork, portraits in studio; $200 for 1-hour session, includes 8×10 print
Clarendon Fine Art: Holiday cheer; live music by Warren Bloom
Cold Fusion: Free wrapped chocolates
Core Burn Pilates:Discounted group class and private sessions (booked on day of Stroll)
Courtgirl:15-30% off storewide
Eleish Van Breems:Raffles; cider in courtyard
Faherty: Refreshments and cool vibes
Fred: Gift with purchase
Gabriele’s: Buy $500 worth of gift cards; get $100 extra
J. McLaughlin: Handbag raffle 10 a.m. to 6 p.m.; cookies and Prosecco in the afternoon
Naturino Kids Shoes: 25% off single pair
Nômade:S’mores, and free Advent calendar
Offline by Aerie: 10% off purchase; $25 off $125 if booking an appointment
Paper Source:Buy one; get 50% off holiday boxed cards
Rhone:Beverages; 15% off first purchase
Rowan: Buy 2 non-piercing pairs of earrings; 2nd is 15% off
Savvy + Grace:North Pole mailbox for letters to Santa
Shoe-Inn:Up to 75% off
Sorelle Gallery:20% off original artwork and prints all day; Champagne and holiday treats
Southern Tide:$50 off $150 or more
Splash of Pink:Gift with purchase over $200
Swarovski:TBD
Theory: Holiday sip and shop
Toy Post:Small gifts for children
Vince Westport: 25% off
W Hair & Color: Raffle for package of 3 blowouts
Walrus Alley:Happy hour, featuring Glüwein
West Elm: General promotions
West Out East: 15% off all accessories
Westport Book Shop: Gift with purchase of children’s picture books
Westport Centerpiece:Holiday gifts
Westport Country Playhouse:Raffle for prizes; discounts on tickets
Zoomin Groomin: 25% off any mobile grooming booked the day of the Stroll.
The Staples Orphenians return for the 5th annual Holiday Stroll.
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This weekend, with the strong support of the Westport community, Homes with Hope ensured that no family in the area goes without a Thanksgiving meal.
Supported by hundreds of volunteers of all ages, the non-profit provided 475 full Thanksgiving meals to individuals and families facing food insecurity
As the managing partner of Basket Brigade, Homes with Hope oversaw the preparation of 300 Thanksgiving baskets on Saturday. The CT Basket Brigade — which provides Thanksgiving meals to vulnerable families for many years — has expanded its reach beyond the greater Bridgeport and Norwalk areas. Each basket feeds a family of 6.
A few of the many turkey baskets …
On Sunday, 175 clients of the Gillespie Center Food Pantry picked up their own Thanksgiving meals.
Together, the effort will provide Thanksgiving dinner to more than 2,500 local residents. The meals include turkeys, pies, fresh potatoes and carrots, vegetables, stuffing, gravy, cranberry sauce and more.
Homes with Hope thanks the volunteers, donors, Staples Service League of Boys, Builders Beyond Borders, Girls Scouts and other organizations at the Basket Brigade, and community partners whose generosity made the weekend possible.
… and the volunteers who helped prepare and distribute them.
If you were one of those who reserved them early: congratulations.
If you were among the many who scrambled (the action on social media was insane), or arrived early, hoping a seat would open up, you dealt with Players’ box office.
With their quick response time and professionalism, you may have thought you were dealing with a full-scale operation.
Nope. Despite the show’s professionalism, this is not Ticketmaster or TKTS. It’s high school.
Co-director Kerry Long offers this look behind the scenes:
“Dianna Betit and Sloan Jamali are our volunteer box office chairs.
Dianna Bettit (left) and Sloan Jamali, taking a quick break.
“They spent countless hours dealing with ticketing software; setting up seating charts; organizing ticket sales for cast and crew families; filling ticket requests from teachers, administrators and town officials; filling ticket requests from Players staff — and then creating ‘ticket magic,’ to squeeze as many people into the auditorium as possible when our show was not only sold out, but oversold as well.
“If you’ve been on Westport Front Porch the past couple of weeks, or shopped at Trader Joe’s or Walgreens or any number of places, you heard the scuttlebutt about getting tickets for ‘Les Mis.’
“Dianna and Sloan were the ones who handled all the requests, changes, etc. They have a great team of volunteers, but they were our intrepid (and totally volunteer) leaders.”
Thanks to Dianna, Sloan and all who helped — far from the stage lights!
With Thanksgiving guests ready to arrive — and plenty of tasks on the to-do list — Wheels2U reminds Westporters: They can bring company right to your house, then back again to return home.
Just download the Wheels2U app, then book a ride as the train approaches the station.
Wheels2U goes between the Saugatuck and Greens Farms train stations, and anywhere in Westport, from 5:30 to 10:30 am, and 4 to 9:30 p.m. this Wednesday and Friday. (Sorry — there’s no service on Thanksgiving day).
Veterinarian and Weston resident Jeff Feinman is about to publish “Path to Pet Wellness: The Holistic Vet’s Guide to Thriving Pets and Empowered Pet Parents.”
The guide is for “pet lovers who want their furry friends to live happier, healthier lives, to support their pet’s health naturally and confidently.
He explains how to:
Interpret your pet’s symptoms, especially ones that keep coming back, and respond to them meaningfully
Support healing with both conventional medicine and holistic traditions
Apply a “love-centered” approach to your pet that unlocks their natural healing ability
Make informed health decisions based on your pet’s physical and spiritual well-being
Whatever you did — getting ready for Thanksgiving, stringing Christmas lights, lighting a fire — odds are high it was not what these folks did, at Compo Beach:
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Comments Off on Roundup: Stroll, Turkeys, Tickets …
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