Boonesboro Trail Senior Living

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Winchester, KY
Boonesboro Trail Senior Living

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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.

11/02/2026

We had a blast celebrating Halloween here at Boonesboro Trail! Our residents and team went all out for our costume contest, and our Trunk or Treat was a huge success thanks to all the wonderful families from the community who came out for treats and fun! 🎃

10/30/2026

Our campus came together for an elegant night celebrating the very best of the season. The room was filled with warm autumn colors, beautiful decor, and the wonderful sound of laughter and lively conversation.
Our amazing culinary team treated everyone to a delicious, seasonally inspired dinner and dessert. It was a beautiful reminder of how meaningful it is to come together, share great food, and make unforgettable memories.
A heartfelt thank you to our dedicated staff who worked so hard to make this elegant dinner a reality, and to the family members who joined us to make the night even more special!

10/23/2026

Today we fired up the grill to say a massive THANK YOU to our incredible team! ☀️ We hosted a staff cookout to celebrate the extraordinary care, compassion, and dedication our employees show our residents every single day.
Our team is the heart and soul of our community, and we are so grateful for everything they do. Thank you for making our residents feel loved, safe, and right at home! ❤️

10/23/2026

👻 You're Invited! Grab your costumes and candy buckets! Join us on Thursday, October 29th at 6pm for a fun-filled trunk - or treat! 👻

10/14/2026

You're Invited! Grab your costumes and candy buckets! Join us on Thursday, October 29th at 6pm for a fun-filled trunk - or treat!

10/13/2026

🎉❤️ Happy 60th Wedding Anniversary to Daril Montgomery and Wanda Montgomery! ❤️🎉

Today we celebrate an incredible milestone, 60 years of love, commitment, and cherished memories. Your journey together is a beautiful testament to the power of faith, partnership, and unwavering devotion. Through six decades of laughter, challenges, adventures, and blessings, you have built a legacy of love that inspires everyone around you.

May your special day be filled with joy as you reflect on the countless moments you've shared and the many lives you've touched along the way. Thank you for showing us what true love looks like.

Wishing you both a wonderful anniversary and many more precious moments together. Congratulations on 60 amazing years! 💎❤️

10/13/2026

5 years of Cruise-Ins, and our community just keeps getting better! 💜

Thank you to everyone who joined us at Boonesboro Trail Senior Living for our 5th Annual Car Cruise-In. It was a beautiful evening filled with amazing cars, great music by DJ Iceman, and lots of storytelling. Our residents and their loved ones had a wonderful time sharing memories of the cars from their past.

We ate some delicious kitchen-made chili, gave away fantastic raffle prizes donated by our generous community, and most importantly, united for a great cause!
Because of your incredible support, we exceeded our goal and raised $580 for the Alzheimer's Association! Every ticket purchased helps make a difference in the fight against Alzheimer's.

10/02/2026

A little Dolly fun made for a memorable day! We celebrated Dolly Parton on 9/25 with pink treats, festive drinks and a Dolly look-alike contest. Tim brought the star power and took home the win! 🎤💗 Huge Thank you to Bethany & Tara for putting this happy hour together!
What’s your favorite Dolly song?

09/28/2026

Celebrating heartfelt moments at Boonesboro Trail Senior Living! 🚗✨ One of our residents, a former Dodge dealership owner, loved reminiscing about his family’s automotive history. We made his dream a reality with a visit to Collection 21 museum, where he and his wife shared cherished memories. 🚘❤️ To end a perfect day, they enjoyed a chauffeured ride to Olive Garden, a special place they once frequented together. Witnessing their smiles reminds us why our community is so meaningful.

09/22/2026

💜 Happy Memory Care Professional Week! 💜

This week, we celebrate the incredible people who dedicate their hearts to caring for those living with dementia and memory loss. Memory care takes patience, compassion, understanding, and a whole lot of heart.

Our memory care professionals show up every day to create moments of comfort, connection, joy, and dignity for our residents. 🫶

Thank you for learning each resident’s story, meeting them where they are, celebrating the little moments, and providing care with kindness and purpose. What you do matters more than you may ever realize.

To our amazing Legacy Lane team — thank you for being the heart behind the care. We appreciate you today and every day!

Address

2101 Old Boonesboro Road
Winchester, KY
40391

Website

https://boonesborotrail.com/?utm_source=facebook&utm_medium=social

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