Stories
Run Among the Lakes: Celebrating 25 Years
The Orlando Health / Town of Windermere Run Among the Lakes turned twenty-five this year, and the town marked the occasion the way Windermere marks most things that matter: together, on its own home ground, with neighbors showing up for one another and cheering at every turn.
No Tricks, Just Treats from Your Library
Symphony storytimes, Halloween crafts, a fall plant clinic and book clubs: the Orange County Library System has a season full of treats for every age.
Walt Disney World Swan and Dolphin Becomes Largest Convention Hotel on US Eastern Seaboard
A new 100,000-square-foot event venue makes the Walt Disney World Swan and Dolphin the largest convention hotel on the US Eastern Seaboard.
Olive Luxury Ride: Luxury Transportation, Elevated
Serge, owner of Windermere’s Olive Luxury Ride, built his chauffeur service on three words: luxury, comfort, reliability.
The Glow Windermere Can’t Stop Talking About
Windermere’s own Lee Howell and Wonderly Lights of Orlando design custom holiday, permanent roofline and landscape lighting for homes across Isleworth, Bay Hill, Keene’s Pointe and Golden Oak.
An Extension of Home
Motor Volta brings Orange County its first luxury car condominium, and it started with a Windermere neighbor who ran out of room.
Safe Passage: Bridging the Generations
Windermere’s new Ward Trail bridge opened days before school started. Town Consultant Engineer John Fitzgibbon and the team who made the ten-week deadline.
Cops and Bobbers: 6th Annual
Kids ages 3 to 17 fished alongside the Windermere Police Department at the 6th annual Cops and Bobbers on Saturday, September 19.
Rise Up: Constitution Day in Windermere
A free evening of patriotic ceremony, live music and aerial artistry beneath the oaks of historic downtown Windermere on September 17, 2026.
Discover the Value of Your Library Card
September is Library Card Sign-up Month. OCLS Director Steve Powell on everything a free library card unlocks, from streaming to Local Wanderer passes.
Sixty Years of Hope at Edgewood Children’s Ranch
It began in 1966 with two boys and a prayer. Sixty years later, Edgewood Children’s Ranch is still a home and a school where children find hope.
A Quarter Century Run Among the Lakes
The Orlando Health Town of Windermere Run Among the Lakes turned twenty-five, with an anniversary medal honoring a hometown hero and a place for everyone.
Two Culinary Icons, One Unforgettable Tasting Experience at the Swan and Dolphin Food & Wine Classic
For the first time, celebrity chefs Michael Mina and Todd English will lead a joint tasting at the Walt Disney World Swan and Dolphin Food & Wine Classic.