Boonesboro Trail Senior Living

Boonesboro Trail Senior Living Boonesboro Trail Senior Living is a provider of senior living.

At Boonesboro Trail Senior Living in Winchester, KY, we’re ready to help you find your perfect level of care in our senior living community. Our care options include personalized memory care, and short and long-term assisted living options. The caring staff here is ready to welcome you to your new home and provide expert levels of support for your individual needs.

11/04/2025

❄️ Snow is in the forecast for next week! ❄️
Now’s the perfect time to schedule your tour at Boonesboro Trail Senior Living—before the snowflakes start to fall! Come see our warm, welcoming community and find out how spending the winter with us means no more snow shoveling, icy driveways, or home maintenance worries.

Enjoy cozy meals, fun activities, and great company—all under one roof. ☕🏡

📞 Call us today to schedule your visit before the snow arrives!

This month, we’re delighted to shine our Resident Spotlight on Josephine! Jo is always smiling and never misses a campus...
10/31/2025

This month, we’re delighted to shine our Resident Spotlight on Josephine!
Jo is always smiling and never misses a campus activity! Josephine grew up in a small town nestled along the Ohio River between Cincinnati and Louisville—Rising Sun, Indiana. She attended college at Eastern, where she met her husband, who was five years her senior and studying to be a dentist. After he completed dental school, the couple moved to Winchester and opened a dental practice together. Josephine worked alongside her husband, even while expecting their children. During their years on Crescent Avenue, Josephine and her husband raised four children—Steve, Rick, Lynn, and Debbie. While living in Winchester, Josephine formed a close-knit group of friends who regularly enjoyed lunches and shopping trips around the area. She fondly recalls visiting Irish Acres when it first opened and remains a loyal patron to this day.
Josephine has proudly called Winchester home for over 53 years, and we’re so grateful to have her as part of our community. ❤️

All aboard the Boonesboro Trail Captain’s Cruise! We set sail on a tropical adventure without ever leaving home! The eve...
10/17/2025

All aboard the Boonesboro Trail Captain’s Cruise! We set sail on a tropical adventure without ever leaving home! The evening was filled with Caribbean rhythms from a live drum band, cheerful tunes from our ukulele player, and a delicious surf & turf dinner that made everyone feel like they were dining seaside. 🦞 ⚓

Island vibes made this cruise one to remember! 🌴

🍂✨ Getting crafty this fall! Our residents let their creativity shine by turning simple toilet paper rolls into beautifu...
10/17/2025

🍂✨ Getting crafty this fall! Our residents let their creativity shine by turning simple toilet paper rolls into beautiful fall bouquets! 🌻🍁 Who knew something so ordinary could become such a fun and festive decoration?

Big news! Meet our newest Director of Food Services! 👨‍🍳 Hello everyone,My name is Matthew Mohr, and I am extremely exci...
10/16/2025

Big news! Meet our newest Director of Food Services! 👨‍🍳

Hello everyone,
My name is Matthew Mohr, and I am extremely excited to join the Boonesboro Trail family as your new Food Service Director. My wife Tara and I have called Kentucky home for the last 4 years. Kentucky has opened doors to opportunities I once thought were out of reach back home in Pennsylvania. My background ranges from fine dining to classic comfort foods that together have shaped me into the well rounded, versatile chef I am today. I look forward to getting to know each of you, hearing about your favorite dishes, and sharing meals that feel like home. Food has always been a passion of mine, and I believe mealtime is more than just nutrition, it’s a moment of comfort, joy & connection. My goal is to serve not only the best quality food, but to also create enjoyable experiences and lasting memories. I’m truly excited for the journey ahead and the moments we’ll share together. 🌻

Stop in at Boonesboro Trail Senior Living this Halloween for a sweet treat! Our residents will be handing out plenty of ...
10/16/2025

Stop in at Boonesboro Trail Senior Living this Halloween for a sweet treat! Our residents will be handing out plenty of delicious candy, and we'll have warm hot chocolate waiting for you while you visit! 🍭 🍫

🟩⚡ FRANKIE IS HUNGRY! ⚡🟩Our Frankenstein monster needs CANDY to come alive this Halloween! We’re asking for candy donati...
10/02/2025

🟩⚡ FRANKIE IS HUNGRY! ⚡🟩
Our Frankenstein monster needs CANDY to come alive this Halloween! We’re asking for candy donations from our community so our residents can pass out treats during our fun festivities. 🎃🍬

Will you help us fill up Frankie’s jar of sweets? 👻✨

🚗✨ What a ride! ✨🚗Our 4th annual Cruise-In was a HUGE hit — shiny classics, roaring engines, and plenty of smiles all ar...
10/01/2025

🚗✨ What a ride! ✨🚗

Our 4th annual Cruise-In was a HUGE hit — shiny classics, roaring engines, and plenty of smiles all around! Our residents absolutely loved checking out the cars and swapping stories from the good ol’ days.

Best of all, thanks to everyone’s generosity, we raised over $600 for the Alzheimer’s Association! 💜

Address

2101 Old Boonesboro Road
Winchester, KY
40391

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