Holiday Stroll: Westport Flocks To Winter Party

The Staples Orphenians sang carols.

Kids roasted s’mores, posed with Santa (and Buddy the Elf and the Grinch), petted piglets, made ornaments, got their faces painted, sent letters to the North Pole, and had a holiday blast in hundreds of other ways.

Nômade’s s’mores are a new Stroll tradition. (Photo/Ryan Allen)

Their parents enjoyed Champagne, shopped, snapped photos of their kids with Santa (and Buddy the Elf and the Grinch), met friends and neighbors, and had their own holiday blast.

Sorelle Gallery: fine art and more. (Photo/Ryan Allen)

A DJ blasted Christmas songs (with a bit of Motown and other popular music thrown it). Many people donated toys, to the Westport Police drive.

All your favorite holiday classics, from the Holiday Stroll DJ. (Photo/Ryan Allen)

Merchants up and down Main Street — and across the river, even in Saugatuck — added their own unique promotions, for even more fun.

Many merchants offered special Stroll deals. (Photo/Ryan Allen)

Yesterday’s 4th annual “06880” Holiday Stroll was the biggest and best yet. The Westport Downtown Association kicked it up many notches this year, adding dozens of activities, bringing in artisans and vendors, and making sure the 2,000 attendees had a holiday blast.

Even the weather cooperated. The air was brisk, but hey, it’s December. Winter is hot chocolate time, and there was plenty to go around.

The kettle corn guy had a busy night. (Photo/Ryan Allen)

Thanks to all the stores, restaurants, vendors and others who participated. Thanks too to the Westport Downtown Association, whose partnership with “06880” is invaluable (and greatly appreciated).

And of course, thanks to all who attended. Seeing downtown sidewalks filled with strollers (the walking kind, and the kind with infants strapped in) makes all of us realize what a truly great community this is.

Direct from Staples Players’ production of “Elf”: Buddy (left, Seamus Brannigan), with castmates Yusef Abdallah and Chloe Carson. (Photo/Dan Woog)

Face painting is always a Stroll hit. (Photo/Ryan Allen)

Everyone — including 1st Selectwoman Jen Tooker — loves a holiday piglet. (Photo/Cathy Malkin)

Kids dropped off letters to Santa at Savvy + Grace. He promises to reply to all. (Photo/Terry Brannigan)

Staples Orphenians sang on Main Street … (Photo/Ryan Allen)

… and in the acoustically great tunnel of love. (Photo/Shobana Mani)

Dylan Curran helped direct traffic. (Photo/Ryan Allen)

Main Street glistened … (Photo/Ryan Allen)

… and the Main and Elm Street parking lot hopped. (Photo/Ryan Allen)

Her first Holiday Stroll. Hopefully, there will be many more. (Photo/Ryan Allen)

Classic Santa pic … (Photo/Ryan Allen)

… but he’s not just for kids. (Photo/Dan Woog)

10 responses to “Holiday Stroll: Westport Flocks To Winter Party

  1. Mary Sikorski

    It was a great evening Dan! Thank you so much for all you did to make it so festive a fun!

  2. Charles Taylor

    Great stuff Dan and Happy Holidays!

  3. Bobbie Herman

    It’s times like this that I really miss living in Westport.

  4. Terry Brannigan Sr

    What an incredible event! Thanks to everyone who made it so fantastic. Thank you Dan Woog!

  5. Thank you Dan. What a great holiday night.
    Everyone had a lot of fun.

  6. Thank you, Dan! This was a massively exciting night. I met so many great people as a vendor and felt engulfed with love from the Westport community! Love this town so much!

  7. It was a pig-tastic event! Best yet! Well done to everyone involved .

  8. Katie Augustyn

    Very fun event! Loved the pigs and piglet! Shout out to my friend Lisa Pak for providing so many free mini-sessions in the Harmonic Egg at the Hummingbird Healing Center on Main St. and the delicious treats!