Maddie Fletcher is Dover VFW’s first female commander

VFW Post Cmdr.-Elect Maddie Fletcher Photo submitted

DOVER PLAINS — For the very first time in its 42-year history, a woman has been elected — with a unanimous vote — to lead the overwhelming male membership of the Veterans of Foreign Wars (VFW) Post 5444 in Dover as its next post commander. The official vote was held on Thursday, April 1, at the Post home on Route 22.
Fletcher, who is 34 and has been on the VFW’s roster for six years but an active member for only three, said she is “still kind of processing” what the promotion symbolizes.
Already having broken one record last year when she became the Post’s first female senior vice commander, Fletcher was nominated last month by Tod Humeston, a male member whom she described fondly as “one of the most rough and tough people” at Post 5444.
“And it was really funny,” she recalled, “because when they asked for nominations, I was a bit intimidated. Tod just yelled my name from behind me. I knew he was going to be my senior vice right then.”
In fact, she said despite Post 5444 being predominately male, with the military membership of 89 including only two females — including Fletcher — and the between 20 to 30 member Auxiliary being entirely female, Fletcher said she’s received an inordinate amount of support from both groups at Post 5444.
“When I came out of the room [that] night after the vote, I had a ton of people there to support me and cheer, and one of the people who came around, he gave me a little plaque that says ‘Girl Boss’ on it,” she said. “It’s nice to get that kind of reception. I still haven’t really processed the whole idea, but I think it’s good. I think it is a powerful thing in a way, to be an example for other females.”
Fletcher, who was born in New Milford, Conn., and raised in Brewster, moved to Dover when she was 13 and graduated from Dover High School. She served in the Navy aboard the U.S.S. Waft out of Norfolk, Va., for four years as a 3rd Class Cook CS3.
She also graduated from the Culinary Institute of America (CIA) in Hyde Park and has worked in 4-star restaurants but has since shifted gears and is now pursuing a teaching career; she will graduate from Dutchess Community College this semester and then transfer to either Marist College or West Conn.
In the meantime, Fletcher also bartends part-time at Post 5444, where she said she gets to hear all of the veterans share their war stories — a privilege and honor she treasures.
Mom to a 9-year-old daughter, Brooklyn, and 26-year-old step-daughter, Devanie, Fletcher said she and her husband decided to return to Dover to be close to her family, as her husband’s family is in Jamaica, too far away to consider living there.
The promotion will become effective on Thursday, May 6, when she takes her oath of office. It can set an important example — especially for Brooklyn — who is just learning that women earn less for doing the same work as men and often have less rights than their male counterparts, said Fletcher.
“I think it is great to be a role model for her, and for her to have someone to look up to who wants to help other veterans,” she said, noting she helps council other veterans struggling after returning from combat and works with the national Alliance for Mental Illness (NAMI) through its peer to peer classes. Fletcher also volunteers with the Homefront Program for friends and families of veterans and is a member of Student Veterans of America; she plans to speak to Congress in October about veteran issues on their behalf.
When asked what she would say to her daughter specifically about the historical significance of her promotion, Fletcher paused for a moment.
“I would say that we don’t have to limit ourselves, that we can push for the sky and there are no limitations on what we can do,” she said.
When asked if she ever encountered sexism when in the military, her response came much more quickly.
“One-hundred percent,” said the commander-elect. “When I first got in the military, having females on ships was a new thing. I entered the military in 2004; when I was in, we still weren’t allowed on submarines.”
Women weren’t admitted to the VFW for some time, either. In fact, according to the organization’s national website, www.vfw.org, “While female World War I nurses began qualifying for [VFW] membership in 1921 following the war, it wasn’t until 1978 that women were formally admitted to the VFW.”
The VFW goes back to 1899, “when veterans of the Spanish-American War [1898] and the Philippine Insurrection [1899-1902] founded local organizations to secure rights and benefits for their service. Many arrived home wounded or sick. There was no medical care or veterans’ pension for them, and they were left to care for themselves,” stated the website.
There are more than 1.5 million members of the both VFW and its Auxiliary today, it added.
The VFW and its Auxiliary advocate for many veteran issues; they helped pass the Veterans Access and Accountability Act of 2014 and continue to fight for improved conditions and services for men and women at VA medical centers.
The best part of her new command, said Fletcher, is continuing to promote Post 5444 — a place where she’s consistently found support — no matter her gender, no matter her young age (at 34 she’s one of the youngest veterans, if not the youngest, to ever take charge in Post 5444’s history) and no matter her title.
“The VFW, to me, is a place where veterans can go and find home,” said Fletcher, asking readers to be on the lookout for events and fundraisers in the near future to help back the organization. “We’re a program that supports veterans and supports our community, not only the veteran community but the community in general.”
To read our thoughts on Fletcher’s historic journey, turn to this week’s Opinion Page, Page B4.
Graham Corrigan
Stissing Mountain High School in Pine Plains.
PINE PLAINS — Voters in Pine Plains rejected the school district’s proposed budget Tuesday, May 19.
While the measure achieved a majority — the final count was 458-432 in favor — it failed to reach the 60% supermajority necessary after the district’s budget pierced the state tax cap.
The school district is now left with three options: put the same budget up and hope for better results, revise the budget, or adopt a contingency budget with deeper cuts. Another round of voting will take place on June 16. State election laws mandate that a public hearing on any new budget needs to happen the week of June 2-9.
The proposed budget represented a year-over-year expense increase of 5.34%, and a tax increase of 4.43%. Budgeted expenses totalled $40,778,791.
New York State limits school districts to a maximum tax levy increase of 2%. Proposed levies that exceed that rate require a 60% supermajority approval at the ballot box.
Budget cuts of $491,000 were already included in the proposed budget. Chief among the eliminations are two 5 p.m. bus routes, new equipment purchases, and elementary school enrichment programs.
If the board of education makes additional reductions to fall within the tax cap, a simple majority of 50% is needed to pass the budget.
For that to happen, the board needs to eliminate $290,569 in expenses, District Superintendent Dr. Brian Timm said.
A contingency budget is the harshest scenario. If the proposed budget fails again on June 16, the district will be forced to reduce the budget by another $945,789, for a total difference of over $1.2 million from the budget that failed to pass Tuesday.
“Certainly some things will be unpopular,” Timm said at a special session after the vote. “Where we are allowed to make our recommendations is in getting it to the tax cap, but the contingency budget is up to the board.”
Timm suggested having a revised budget ready for board discussion by May 26, and a public hearing June 9. Both meetings will be open to the public.
In other ballot news, incumbent James Griffin and Amie Buehler were elected to the two open school board seats. Voters also approved a measure to buy five new school buses, using funds from a previously-approved bus reserve.
Graham Corrigan
Millbrook Vineyards & Winery’s winemaker Ian Bearup surveys ongoing landscaping work from the wedding loft on Monday, May 18.
MILLBROOK — The owners of Millbrook Vineyards & Winery are changing how visitors may use their property, ending a longtime policy that allowed guests to bring their own food, beverages and lawn chairs onto the vineyard grounds.
The changes come as the winery introduces new seating areas, expanded food offerings and updated visitor accommodations ahead of the summer season.
To support the shift away from open lawn-style seating, the winery is installing several designated seating areas across the property. A newly created adults-only patio will feature Adirondack chairs, private tables and sofa seating available for a small table fee that has not yet been finalized. Guests will also be able to reserve tables in advance, though walk-ins will still be welcome.
Additional picnic tables are also being added to the winery’s existing all-ages seating area.
Weekend food trucks are scheduled to return beginning June 1, but they will now be supplemented by expanded local food offerings inside the winery’s renovated tap room space, now renamed The Overlook. Local producers, including Millbrook Beef & Dairy and Chaseholm Farm, will offer cheese, charcuterie and prepared foods.
“We want to reinvigorate the brand,” said Ian Bearup, a winemaker at the vineyards.
The changes come during a period of broader transition for the wine industry, which has seen declining consumption levels following a pandemic-era surge, according to the International Organisation of Vine and Wine. Owner John Dyson recently reduced his stake in a California winery to refocus on Millbrook.
Millbrook’s winemaker Bearup said the renewed focus on Millbrook Vineyards & Winery exemplifies Dyson’s commitment to his hometown. “We take a lot of pride in still keeping agriculture in Dutchess County,” Bearup said. “This pullback has forced us to ask, how can we change things? And how can we still stay authentic to who we are, which is really just a family farm winery.”
Bearup acknowledged some visitors may be unhappy with the changes, but said growing crowds have made it increasingly difficult to manage the property during busy weekends.
“It’s gotten difficult for us to oversee the grounds during busy weekends,” Bearup said. “There’s a lot of liability. There’s a lot of garbage, and the grounds get quite beat up.”
The winery said visitors will still have access to the property’s ponds, trails and vineyard views, but the new seating arrangements are intended to better organize crowds and reduce wear on the grounds.
“We’re already hearing from a lot of upset people, which I completely understand,” Bearup said. “But we can’t operate this business as a park anymore, unfortunately.”
Graham Corrigan
The Washington town pool in the hamlet of Mabbetsville along Route 44 sits ready for the start of the 2026 season.
MILLBROOK — Members of the Washington Town Board are calling for upgrades to the town’s recreation area in Mabbetsville along Route 44, saying the park’s roughly 80-year-old pool is outdated and increasingly difficult to maintain.
Former Washington Councilmember Mike Murphy presented a new report to the Town Board during its regular meeting on Wednesday, May 13, detailing the needed updates to the park.
His report is part of a larger Washington project called the Recreation Area Strategic Planning Committee. Starting in 2024, Murphy and a committee of 11 community members undertook a comprehensive evaluation of the property, focusing on the town pool and its facilities. “It’s nobody’s fault,” Murphy said. “But over the years, it’s just aged out.”
The committee was made up of various community experts including contractors and environmentalists. The group used last year’s Community Day to field suggestions from local residents, asking what changes they’d like to see at the park.
An online survey followed, and the committee compiled those suggestions for the town board. Suggestions included indoor facilities, a children’s playground, a dog park and pool improvements.
The Town Park consists of the pool and several athletic fields. The town bought the lower part of the property in 1946 for $16,000, and it became a municipal pool soon after. The athletic fields were added in 2006.
The 29 acres “are a jewel within the town,” Murphy said. “We need to figure out how to get people to use it.” But the pool’s aging infrastructure has made maintenance and upkeep unwieldy. It also lacks modern amenities popular in other municipal pools, like splash pads or fountains. Millerton and Newburgh, Murphy noted, both included those elements in their new pool plans.
Washington has more serious fixes to make, like updating the pool’s filtration system. One estimate Murphy received approximated that cost at six figures. “The tax structure of this community will never be able to handle the major costs that are coming down the road,” Murphy said.
Instead, the Committee to Re-Imagine the Town Park proposed several non-structural ways to stimulate the park’s activity, and resulting revenue: extended hours, a third pavilion, more athletic facilities, and an easier way to access the park.
Currently, there’s only one way in or out of the park. It makes for a crowded drop-off — especially when summer camp is in session. Murphy said connecting the park’s entrance to Little Rest Road to the west is one feasible solution.

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Leila Hawken
Enhancing educational opportunities for students in the Millbrook Central School District since 2001, the Millbrook Educational Foundation took part in the Millbrook Volunteer Fair on Saturday, May 16. Residents were invited to learn about volunteer opportunities with the foundation and a variety of other local and regional organizations. The event, now in its fifth year, was held at the Millbrook Library.
Christine Bates
Known as the “Ice House,” 12 State Line Road on 3.81 acres was sold by the mortgage holder after standing vacant for years. The property was later renovated and resold for $400,000 on April 15.
MILLERTON — North East’s housing market continued to cool this spring, with home prices holding relatively steady and sales activity slowing compared with the post-pandemic surge that drove prices sharply higher across the region.
The 12-month trailing median sale price for residential properties in the Town of North East, including the Village of Millerton, was $420,000 for the period from May 1, 2025, through April 30, 2026. That figure remained essentially unchanged month-to-month, but marked the second consecutive year of declining annual median prices.
The residential median includes all types of housing sales — from modest village homes to large estates with significant acreage — but excludes commercial properties and vacant land sales. Among the higher-end transactions during the period was the sale of 5-15 Homestead Lane for $3.1 million.
Outside the village, where homes are generally situated on larger parcels, the median sale price reached $575,000. Within the Village of Millerton, where lots are typically smaller, the median price for the 10 homes sold during the period was $410,000.
The townwide median price of $420,000 was down 2% from the $430,000 median recorded during the 12-month period ending April 30, 2025. It was also 4% below the median recorded the year before that, continuing a gradual market slowdown following the price increases seen during and immediately after the COVID-19 pandemic.
Sales activity has also slowed considerably. North East recorded 24 residential transactions on a trailing 12-month basis at the end of April, down from 37 sales during the previous year.
Housing inventory showed modest improvement entering the spring market. In early May, 14 homes were listed for sale in North East, including four properties with asking prices above $1 million. Among them was the Hudson Valley Magazine “design home,” listed for $3.99 million.
Only two residential properties were listed for sale within the Village of Millerton in early May. Meanwhile, four commercial properties remained on the market in the village, along with eight parcels of vacant land throughout the town.
Town of North East March and April property sales
710 Smithfield Road — 23.89 acres were sold on April 20 for $190,000.
26 South Center St. —An investment property in the Village of Millerton was sold on April 15 for $700,000.
12 State Line Road — 3 bedroom/2 bath renovated home on 3.8 acres sold on April 15 for $400,000.
5-15 Homestead Lane — 3 bedroom/2 bath home built in 1950 on 258 acres sold on March 27 for $3.1 million.
Town of North East and Village of Millerton closed sales for March and April from realtor.com with property details from Dutchess Parcel Access. Median price and activity calculations for all residential properties from NY State Sales Web transfers through February 2026 with updated residential sales for March and April. Current market data from One Key MLS. Compiled by Christine Bates, Real Estate Advisor with William Pitt Sotheby’s International Realty, Licensed in Connecticut and New York.
Graham Corrigan
MILLBROOK — Innisfree Garden is set to welcome northeast Dutchess residents for its annual Spring Community Day.
The beloved community event returns Saturday, May 23 — with free admission for residents of Millerton, North East, Amenia, Wassaic, Pine Plains, Clinton Corners, Dover Plains, Pleasant Valley, Stanford, Wingdale, Washington, and of course, Millbrook. Visitors seeking free admission must present identification showing residency in one of the listed towns or hamlets.
There’s a day of programming in store, too. The garden opens at 10 a.m., then Qigong exercise lessons with Cris Caivano kick off at 10:30 a.m. Discounted tickets for the day’s events are available to Dutchess County residents, who are invited to “stretch like a tiger, twist like a dragon,” through guided stretching and acupressure exercises.
Then at 2:30 p.m., visitors are invited along on The Great Pollinator Ramble. Part scavenger hunt, part live theater, the Ramble features larger-than-life pollinator puppets spread across Innisfree’s 185 acres. Nature lovers can use the provided habitat map to find and identify 10 key pollinators that frequent the garden.
“We’re always looking for ways we can introduce the arts into Innisfree,” said Innisfree Executive Director Laura Palmer. “It’s a celebration of the natural environment and all the richness of the natural world.”
Birds, butterflies, beetles and other pollinators will be represented through the oversized puppets, which were designed by Processional Arts Workshop, a Red Hook-based collective led by co-directors Alex Kahn and Sophia Michahelles.
The concept dates back five years, when the COVID pandemic challenged Processional Arts to develop outdoor programming that could activate public spaces.
“The idea was, if you set loose pollinator puppets in a natural environment, you can encourage people to look deeper at their surroundings,” Kahn said. “It becomes a kind of hide and seek with these species.”
After successful rambles at Catskill’s Thomas Cole House, Hudson’s Olana State Historic Site, and Brooklyn Botanical Garden, Kahn and Michahelles are bringing their pollinators to Innisfree.
The puppeteers are instructed to be elusive and shy, hiding in the garden’s remote corners — as their real-life counterparts might. In that way, visitors are encouraged to investigate parts of the grounds they might bypass.
Spring Community Day is in its sixth year at Innisfree. It serves as the kickoff to the garden’s warm-weather programming season, which includes guided nature walks, wellness workshops, calligraphy classes and live music. A full calendar is available at innisfreegarden.org/events

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