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Pups in the Park Returns to Wellesley Wonderful Weekend

May 9, 2026 by Deborah Brown Leave a Comment

SPONSORED CONTENT: There is something special about the way dogs bring people together.

On Saturday, May 16, during Wellesley Wonderful Weekend, the Rotary Club of Wellesley will once again host Pups in the Park, a joyful celebration of dogs, community, and compassion at Hunnewell Field.

Wellesley Rotary, Pups in the Park
Wellesley Rotary, Pups in the Park. Officer Tana DiCenso & Winnie

The event invites families, dog lovers, and curious passersby to enjoy an afternoon filled with wagging tails and smiling faces. Highlights include a dog parade and costume contest, fun dog competitions, a photo booth, kids’ face painting, live music, a vendor market, and plenty of treats for both humans and pups.

One of the most exciting additions this year is a Ride-Along Raffle. One lucky Wellesley student will win a memorable ride to school on the first day of the new school year with Officer DiCenso and Winnie, the Wellesley Police Department’s beloved canine companion.

Beyond the fun, the event also supports an important cause. Proceeds from Pups in the Park benefit the International Fund for Animal Welfare (IFAW), a global organization dedicated to rescuing animals and protecting wildlife around the world.

For organizers, the heart of the event is simple: celebrating the connection between people and animals while bringing neighbors together.

Wellesley Pups in the Park
Boy with freshly painted face and his dog

“Dogs have a way of reminding us what community looks like,” said event organizer Linda Tighe. “They get us outside, they connect us with each other, and they bring joy wherever they go. Pups in the Park is really about celebrating that spirit.”

Dogs are welcome (of course), and attendees without dogs are equally encouraged to come enjoy the festivities.

More information and registration details can be found at WellesleyRotary.org.

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