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Costumed Dogs Pack Boston Downtown Crossing for Halloween

Published October 26, 2026 at 7:45 am | By Daniela Barnes, Staff Reporter

Narrow brick-lined city street with parked cars

BOSTON, Mass. — Downtown Crossing in Boston went to the dogs on Saturday as the 12th annual Doggone Halloween Costume Parade brought out more than 150 dressed-up pups and the biggest crowd the event has seen. Estimates of the field varied, with one count topping 250 costumed dogs, and hundreds of spectators came to watch.

The Downtown Boston Alliance, a nonprofit, puts on the parade every year. An organizer said the streets were packed with people and that turnout topped every year since the contest began.

Owners went all out. Costumes ranged from familiar characters such as Woody from Toy Story, a Spider-Man spin called Spider-dog and Beetlejuice to more inventive builds. One winning entry turned a dog into a bag of leaves, leaf blower included. Another put a Snoopy look-alike on top of a doghouse roof, and a third dressed a dog as a KitchenAid stand mixer.

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Judges handed out awards in several categories: best costume, scariest costume, cutest costume, best dog and human duo, and best dog and child costume. Five dogs walked away with top honors.

Each category carried its own prize. Winners took home rewards such as hotel overnights, nights at the movies and meals out, along with a gift basket from a chicken finger chain.

Organizers called this year’s edition the largest in the contest’s 12-year run. Residents and their pets took over the shopping district for the celebration. One winning owner dressed her two dogs together as a Cookie Monster cafe, built around a spooky version of a kitchen stand mixer.

Filed under: Boston MA Neighborhood News

What's Happening
What happened?
More than 150 costumed dogs paraded through Downtown Crossing on Saturday.
Who hosts it?
The nonprofit Downtown Boston Alliance, for the 12th year.
What were the prizes?
Hotel stays, movie nights, meals out and a gift basket.
Daniela Barnes
HERE Boston · NEIGHBORHOODS

Daniela is a staff reporter for HERE Boston covering local news, community stories, and developments across Suffolk County. Daniela is committed to accurate, community-first journalism.

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