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Boonesboro Trail Senior Living

2101 Old Boonesboro Road, Winchester, KY 40391 ·

  • Assisted Living · Memory Care
8.9Community score(0 reviews)Write a review

For pricing and availability(859) 695-6123
For residents and staff(859) 236-9466

Page info provided by: Sharon S. · Last updated Jul 24, 2026

About Boonesboro Trail Senior Living

Boonesboro Trail Senior Living is an Assisted Living community in the Winchester area that also offers Memory Care. Estimated costs for this community start at $5,400/mo, which is higher than the cost of care in the Winchester area of $5,188/mo.

Our team at Boonesboro Trail Senior Living seeks to know and understand each resident as an individual. We acknowledge your needs are always changing. That’s why Boonesboro Trail Senior Living provides a wide spectrum of services to meet you where you are. Residents of our Personal Care neighborhood receive assistance with their activities of daily living, as well as full access to our community’s delicious restaurant-style dining, life enrichment programs, and gorgeous grounds. Skilled Nursing residents have the same access with an added level of care, depending on their needs. Our Life Enrichment Programs at Boonesboro Trail Senior Living include daily activities meant to provide you not only fun, but purpose. Our tailor-made programs are designed to encourage individual residents’ hobbies, social inclinations, and spiritual passions. Explore the community around us with summer field trips, show off your green thumb during our Campus in Color program, discover a variety of art forms through Artisans, or take advantage of our Live a Dream program to see a lifelong desire fulfilled. Boonesboro Trail Senior Living offers the programs and continued community support to help our residents discover the best parts of themselves

About Boonesboro Trail Senior Living

Boonesboro Trail Senior Living is an Assisted Living community in the Winchester area that also offers Memory Care. Estimated costs for this community start at $5,400/mo, which is higher than the cost of care in the Winchester area of $5,188/mo.

Our team at Boonesboro Trail Senior Living seeks to know and understand each resident as an individual. We acknowledge your needs are always changing. That’s why Boonesboro Trail Senior Living provides a wide spectrum of services to meet you where you are. Residents of our Personal Care neighborhood receive assistance with their activities of daily living, as well as full access to our community’s delicious restaurant-style dining, life enrichment programs, and gorgeous grounds. Skilled Nursing residents have the same access with an added level of care, depending on their needs. Our Life Enrichment Programs at Boonesboro Trail Senior Living include daily activities meant to provide you not only fun, but purpose. Our tailor-made programs are designed to encourage individual residents’ hobbies, social inclinations, and spiritual passions. Explore the community around us with summer field trips, show off your green thumb during our Campus in Color program, discover a variety of art forms through Artisans, or take advantage of our Live a Dream program to see a lifelong desire fulfilled. Boonesboro Trail Senior Living offers the programs and continued community support to help our residents discover the best parts of themselves

AI-generated description based on CareScout's proprietary data. Contact a CareScout representative to learn more.

About Trilogy Senior Living

Average Rating

3.9 (28 reviews)

Founded in 1997 and headquartered in Louisville, KY, Trilogy Health Services has operates 126 senior living communities in the Midwest. Led by President and CEO Leigh Ann Barney who has been at the company for over 22 years, Trilogy has roughly 10,000 employees helping to enrich senior residents' lives. Trilogy also partners with Syncrony Health Services to deliver post-acute residents rehabilitative care.

Trilogy offers special programming such as their Vitality fitness program and Artisan arts program, and even helps seniors live out long-held dreams with their Live a Dream program. Designed to help seniors zip line, pilot planes, or take once-in-a-lifetime trips, the Live a Dream program is facilitated by the Trilogy Foundation. Consistently recognized The Great Place to Work Institute as a great place for employees to work and develop professionally, Trilogy believes that the right employee can make the difference. Trilogy has also received awards for women in leadership and its use of cleanliness technology, becoming 3M™ Clean & Protect Certified as part of its pandemic measures. From happy hours with live music to the gourmet meals, the Trilogy lifestyle offers plentiful activities and experiences for seniors to take advantage of each day. And The Trilogy Travel Club helps not just residents, but also friends and family make memories at a variety of destinations — and they'll handle all the arrangements. With unique offerings and top-notch care, Trilogy Health Systems makes it a point to treat every resident like family.

Pricing for Boonesboro Trail Senior Living

$5,400/mo

Estimated starting prices by room type

  • Private Room$5,400/mo
  • Studio$7,070/mo
  • One Bedroom$7,250/mo

Your monthly costs at Boonesboro Trail Senior Living will vary depending on room type and the level of care needed. Click the button above to connect with your CareScout Local Advisor for more accurate pricing.

Wondering if home care might be a better fit?

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Reviews for Boonesboro Trail Senior Living

8.9

CareScout Community Score

Based on CareScout’s proprietary scoring.

About CareScout Community Score

8.9

CareScout Community Score

Based on CareScout’s proprietary scoring.

The CareScout Community Score is calculated using our proprietary rating system, created to help families make well-informed choices about senior living options. This score is determined using a comprehensive set of criteria, including sentiment analysis of online ratings and reviews, user-submitted feedback on CareScout.com, completeness of the community profile, input from employees and local advisors, a community's contracted status with CareScout, and the frequency of visits to the community's website and location. Communities can earn a maximum score of 10.

To read more about CareScout Community Score, click here

What families are saying

We’ve gathered and summarized real family reviews from across the internet for you. Contact a CareScout representative for details.

Boonesboro Trail Senior Living Center is highly praised by residents and their families for its exceptional care and welcoming environment. Many reviews highlight the compassionate and professional staff who treat residents like family, fostering a strong sense of community. The facility offers a variety of activities, including a popular gardening club, craft periods, and outings, which contribute to the residents' happiness and engagement. Special events for holidays and regular outings to restaurants and country drives are also appreciated. The campus is described as beautiful, clean, and thoughtfully designed, with a range of comfortable floor plans. The food receives consistent praise for its quality and variety, enhancing the overall living experience. Memory Care services are particularly noted for their excellence, with staff demonstrating unmatched compassion and professionalism. While most feedback is overwhelmingly positive, one review mentions a delay in response time when using the emergency call button, suggesting a potential area for improvement. Despite this, the facility is recommended for its outstanding care and supportive environment. Boonesboro Trail is also noted for its transparency regarding care levels and costs, with some residents benefiting from promotional offers. The facility's newness, having been built in 2021, adds to its appeal, with modern amenities and a vibrant community atmosphere. Overall, Boonesboro Trail Senior Living Center is highly recommended for those seeking a nurturing and engaging environment for their loved ones.

  • Activities
  • Care services
  • Cleanliness
  • Facilities
  • Dining services
  • Resident satisfaction
  • Staff
  • Value

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Care offered at Boonesboro Trail Senior Living

  • Assisted Living
  • Memory Care

Care services

  • Specialized memory care programmingSensory-based programs
  • Mild cognitive impairment
  • Dementia care
  • Dementia waiver
  • Medication management
  • 24-hour supervision

Care services at Boonesboro Trail Senior Living

  • Specialized memory care programmingSensory-based programs
  • Mild cognitive impairment
  • Dementia care
  • Dementia waiver
  • Medication management
  • 24-hour supervision
  • Activities of daily living assistance
  • Assistance with bathing
  • Assistance with dressing
  • Assistance with transfers
  • Caregivers languages spokenEnglish
  • Diabetes care
  • Incontinence care
  • Non-ambulatory care
  • Hospice waiver
  • 24-hour call system
  • Coordination with health care providers
  • Wheelchair accessible
  • Cognitive learning center

Amenities Boonesboro Trail Senior Living

  • Kitchenette
  • Cable TV
  • Furnished
  • Climate control
  • Wi-Fi and internet access
  • Telephone in room
  • Community-sponsored activitiesHoliday parties, Cooking classes, Karaoke, Cards / pinochle club, Live music events, Garden club, Book club, Current events club, Live well programs, Wii bowling, Bible study group, Cooking club, Dances, Trivia games, Wine tasting, Birthday parties, Happy hour, Resident band or musicians, Bridge club, Quilting or sewing club, Walking club
  • Barber / salon
  • Music program
  • Day trips

Amenities Boonesboro Trail Senior Living

  • Kitchenette
  • Cable TV
  • Furnished
  • Climate control
  • Wi-Fi and internet access
  • Telephone in room
  • Community-sponsored activitiesHoliday parties, Cooking classes, Karaoke, Cards / pinochle club, Live music events, Garden club, Book club, Current events club, Live well programs, Wii bowling, Bible study group, Cooking club, Dances, Trivia games, Wine tasting, Birthday parties, Happy hour, Resident band or musicians, Bridge club, Quilting or sewing club, Walking club
  • Barber / salon
  • Music program
  • Day trips
  • Walking paths
  • Fitness programsYoga / Chair Yoga, Stretching Classes
  • Movie nights
  • Arts room
  • Garden
  • Volunteer programs
  • Resident run activities
  • Emergency alert system
  • Transportation and parking
  • Faith BasedIslamic services, Adventist services, Devotional activities offsite, Catholic services, Buddhist services, Christian services, Jewish services, Mormon services
  • Continuing learning experience
  • Housekeeping
  • Move in coordination
  • Laundry
  • Gluten free
  • Kosher meals
  • Grill
  • International cuisine
  • Café/bistro
  • Allergy sensitive
  • Professional chef
  • All day dining
  • Pureed meals
  • Vegetarian
  • Diabetes diet
  • Dining room
  • Restaurant style dining
  • Sports or cocktail lounge
  • Low sodium

Ask a local senior living advisor a question

CareScout offers a free consultation with a local senior living advisor who lives in your area and knows all the information about senior living communities near you. So go ahead and ask – they're here to help!

Hallie Bandy
Hallie Bandy

Winchester CareScout Advisor

  • 6+ years of experience
  • 42+ families helped

Senior living tools

CareScout Neighborhood Insights for Winchester, KY (40391)

Discover crucial neighborhood insights from reputable sources like census.gov and epa.gov. Remember, this data offers a general overview of the area and might not reflect the area immediately surrounding the property.

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