Moments before the 2nd annual Holiday Stroll yesterday, the weather cleared.
Hundreds of Westporters of all ages — including tons of kids — headed downtown.
A small part of the large crowd. (Photo/Lynn Untermeyer Miller)
They met Santa, dropped off letters to him, and gave gifts for the PAL toy drive. They had their faces painted, and got animal balloons.
11-year-old Owen Hill (blue jacket) provided animal balloons for dozens of even younger kids. (Photo/Dan Woog)
They were serenated by Staples High School’s Orphenians, and Greens Farms Academy’s Harbor Blues. They wandered all around downtown too, joining in carols led by professional singer Nick Calabrese (plus 1st Selectwoman Jen Tooker).
Nick Calabrese leads carolers. No, the teenagers are not checking their notifications. They’re reading the lyrics to holiday songs. (Photo/Dan Woog)
They nibbled free food and drank hot chocolate at a dozen restaurants, and snagged giveaways and discounts at a few dozen shops.
Garlic knots at Joe’s Pizza! (Photo/Dan Woog)
It was a magical evening. Thanks to the Westport Downtown Association, which partnered with “06880” for the event.
And to the weather gods, who delivered big time when we needed it most.
Staples Orphenians, directed by Luke Rosenberg, offered wonderful music … (Photo/Lynn Untermeyer Miller)
… and the crowd grew larger with every song. (Photo/Dan Woog)
Both 1st Selectwoman Jen Tooker and a young constituent were decked out in blinking lights. (Photo/Dan Woog)
Aarti Khosla offered hot chocolate at her Le Rouge chocolatier. (Photo/Lynn Untermeyer Miller)
Nomade handed out candied almonds in bamboo cones — and chocolate chip cookies. (Photo/Dan Woog)
The main tent was outside Cold Fusion. There were plenty of treats inside too. (Photo/Dan Woog)
More hot chocolate, at Manna Toast. (Photo/Dan Woog)
Savvy + Grace put out holiday treats. (Photo/Lynn Untermeyer Miller)
WEST owner Kitt Shapiro drew crowds with a $150 gift card raffle. (Photo/Dan Woog)
Some kids mailed letters to Santa in the Savvy + Grace mailbox … (Photo/Dan Woog)
… and some parents handed them directly to “Santa.” (Photo/Lynn Untermeyer Miller)
Santa greeted youngsters, who were excited … (Photo/Lynn Untermeyer Miller)
… and serious … (Photo/Dan Woog)
… and who photo-bombed him. (Photo/Dan Woog)
Santa was also popular with Greens Farms Academy’s Harbor Blues, after they sang. (Photo/Dan Woog)
Westport PAL collected gifts for kids in need. (Photo/Dan Woog)
Staples freshman Ava Carter and friend Nelly Kaminski painted dozens of young faces. (Photo/Jen Cirino)
The 2nd annual Holiday Stroll was sponsored by “06880” and the Westport Downtown Association. We’re already getting ready for next year’s! (Photo/Dan Woog)
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