Emily Windle, EdD
I love Winchester. Let’s just start there. Winchester is my home, the place where I started my family and where my kids will grow up. Thank you for trusting me to serve our community.
The opportunity to serve on City Council is a tremendous honor, and I’ve taken it to heart. I’ve dug deep into every issue, networked with stakeholders, met with residents, and truly done the work. If there’s a lone dissenting vote, it’s usually me. That’s because I won’t rubber-stamp something for the sake of convenience. We deserve the best.
I’m asking you to re-hire me for four more years. Put me back to work for you, for our community, and for the future. We’re at a critical juncture. A casino is being seriously discussed at the state and local levels. We’re rezoning legacy businesses and calling it progress. These decisions will permanently change the culture of Winchester. Send me back to work so you know you’ve got someone on your side.
Community First Leadership
Please allow me to reintroduce myself. Four years ago, when I earned your vote and your trust, things were a little different for me. I’ve gained experience and practical knowledge, and put down deeper roots in our city. I’m not done serving our community, but first, I need your vote!
Community Involvement & Support!
“Emily Windle has been a community advocate and effectively worked to ensure no tax increases for Winchester this year when handling the budget. She also was one of the only two current councilors who truly listened to the citizens on the casino topic that arose for Winchester City.”
Lee Snap, Winchester ResidentOpen Forum: It's important to keep Windle on City Council
Vincent DiBenedetto is a resident of Winchester.
Three weeks after Emily Windle took office as a member of City Council I did something I had never done before — I contacted my elected representative about a local problem that had come to my attention and asked for some help. It involved the Adult Care Center downtown.
My mother, who suffered with dementia, was going there daily. The drop-off was in front of their building and on a January day in 2023, we found that the city had dismantled some of the barricades they use for traffic control and these pieces of wood were stacked on the sidewalk, right where these elderly folks needed to get out of their cars. According to the center, they had called the city three times to complain about it, but to date nothing had been done.
That evening I sent an email to my neighbor, Emily, who had just become our newest Councilor from Ward 2 and made her aware of it. She responded immediately and said she’d take care of it first thing in the morning. Take care of it she did. I was delighted to receive a follow up message that afternoon with two photographs attached — one a before and one an after — that showed the site had been cleaned up.
I know this may seem like small potatoes to most people, especially when compared to some of the other issues facing the city. But I think it speaks volumes about the kind of person Emily is and why she gives me a fresh faith in local government.
Proud to Support Windle
"I am a lifelong Winchester resident, a Ward 2 resident who cares deeply about the place we call home. So when I speak about Councilor Emily Windle, I speak from what I have personally witnessed. Emily shows up. She cares.
She does her homework. She asks the questions people sometimes do not want asked. She speaks up when something does not sit right. Most importantly, she does not simply hold a title. She puts in the work.
My mother, Councilor Terry Sloane, serves alongside Emily in Ward 2. Watching them work together has taught me more about local government than I ever expected. I have seen how much time, energy, courage, and heart public service requires.
Emily has taught me something too. You do not have to be born in Winchester to love Winchester. Emily may not be a lifelong Winchester native, but she has shown this community that commitment is not measured by how long you have lived here. It is measured by how much you care, how often you show up, and whether you are willing to stand up for what you believe is right.
In my 30-plus years here, I have encountered plenty of people in public service. Emily stands out because she cares enough to do the work. That is what I see. That is what I have witnessed. And that is why I am proud to stand beside her!"
Jade Sloane, Winchester Resident
The Winchester Gazette“Windle’s opponent has experience with the city’s Economic Development Authority. Windle criticized the authority and said her own approach to development differs. She said she has challenged continued taxpayer support for Ward Plaza.
‘The EDA has a clear track record of bringing forward development that a majority of Winchester residents oppose,” she said. “My record shows that I evaluate development proposals on their merits, ask hard questions about taxpayer risk, and am willing to vote no.’
She added: ‘I am here to represent our community, not be another nodding head for an EDA deal.’”