Outdoor Halloween Festival at Connolly Library on Oct. 31

Enjoy an outdoor Halloween Festival complete with games, activities, free food and more for the whole family on October 31 at the Connolly Branch Library. The event is hosted by the Hyde Square Task Force and the Connolly Branch Library, and will also include photo booths, and arts & crafts. The event will be from 2 to 5 pm on the Blessed Sacrament Plaza (361 Centre St.). Masks and social distancing are encouraged. Hand sanitizer will be provided at each station.

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Trick-or-Treat! Centre Street Bizs on Halloween Day

Attention all little astronauts, ballerinas, and construction workers -- there will be trick-or-treating this year on Centre Street. The Jamaica Plain Business and Professional Association is organizing trick-or-treating along South and Centre streets from noon to 5 pm on Halloween day. Businesses are being encouraged to give out treat outside of their businesses to avoid crowding indoors.

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Get Your Costumes Ready: Canine Costume Parade on Oct. 30 + Cornhole Tourney

Calling all doggie dinosaurs, puppy pirates and woofing wallabies -- the 17th Annual Dog Parade Costume & Fashion Show is on October 30. The costume parade is organized by JP Centre/South Main Streets, and this year they're hosting the first (and hopefully annual) cornhole tournament on the same day. For the Canine Costume Parade participants need to register in-person at the First Baptist Church (633 Centre St.) between noon and 12:30 pm on Saturday, Oct. 30. There is a $10 registration fee to enter the costume contest to be eligible for prizes, and 100% of registration fees will benefit the City of Boston Animal Shelter.

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Halloween Story Walk & Activity Packages in Hyde and Jackson Squares

Celebrate Halloween with a Story Walk by taking a stroll down from Hyde Square to Jackson Square and grab a kids' activity bag with games and treats. The Story Walk can be completed at any time between October 26th and 31st. While walking you read from the children's book Just a Minute: A Trickster Tale and Counting Book by Yuyi Morales, which will be hanging in business windows from October 26th to October 31st. There will be two routes that you can follow: one starting at Jackson Square and the other from the Connolly Branch of the Boston Public Library. Both routes end at the Blessed Sacrament Plaza where there will be a photo booth set up.

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