Pricing ranges from
    $4,907 – 5,888/month

    Boonesboro Trail Senior Living

    2101 Old Boonesboro Rd, Winchester, KY 40391
    • Assisted Living
    • Memory Care

    Comfortable home with caring staff

    I moved my brother here and couldn't be happier overall. The two-year-new, super-clean building with roomy apartments and garden views feels comfortable and thoughtfully designed; staff from nurses to housekeeping are genuinely caring and helpful, and they made the move-in easy. The home-cooked meals are excellent, activities and outings keep residents engaged, and the community is warm and family-like - I'd definitely recommend it.

    Loved one of resident
    Sep 2026

    Pricing

    Prices shown are estimates and subject to change. Contact your senior living advisor for current pricing.

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    Amenities

    Healthcare services

    • Activities of daily living assistance
    • Assistance with bathing
    • Assistance with dressing
    • Assistance with transfers
    • Coordination with health care providers
    • Hospice waiver
    • Medication management
    • Mental wellness program

    Healthcare staffing

    • 24-hour call system
    • 24-hour supervision

    Meals and dining

    • Diabetes diet
    • Meal preparation and service
    • Special dietary restrictions

    Room

    • Cable
    • Fully furnished
    • Housekeeping and linen services
    • Kitchenettes
    • Telephone
    • Wifi

    Memory care community services

    • Dementia waiver
    • Mild cognitive impairment
    • Specialized memory care programming

    Transportation

    • Transportation arrangement (medical)
    • Transportation to doctors appointments

    Common areas

    • Beauty salon
    • Dining room
    • Garden
    • Outdoor space

    Community services

    • Move-in coordination

    Activities

    • Community-sponsored activities
    • Resident-run activities
    • Scheduled daily activities

    Reviews

    4.88·(24)

    Overall rating

    1. 5
    2. 4
    3. 3
    4. 2
    5. 1
    • Care

      4.7
    • Staff

      4.8
    • Meals

      5.0
    • Amenities

      4.8
    • Value

      3.5

    Pros

    • Compassionate, attentive nursing and caregiving staff
    • Strong memory-care capabilities
    • Fresh, home-cooked dining with varied menu and notable desserts
    • Modern, well-maintained facility (built 2021)
    • Spacious, thoughtfully designed apartment floor plans
    • Engaging activity program with clubs, crafts, parades, and outings
    • On-site amenities: library, courtyard garden, small gym
    • Laundry and bedding included with optional paid extras
    • Community transportation for off-site trips
    • Welcoming move-in assistance and helpful front-line staff
    • Clean, attractive interior and landscaped campus
    • Sense of community and family-like atmosphere

    Cons

    • Variable staff engagement and morale
    • Inconsistent administrative communication (email and voicemail response)
    • Gaps in clinical-incident response and family notification
    • Inconsistent emergency response timeliness
    • Premium pricing with additional fee structure

    Summary of reviews

    Boonesboro Trail Senior Living presents as a modern, well-appointed senior living campus with many consistently praised strengths. The building (completed in 2021) and grounds are described as clean and attractively designed, with roomy apartment floor plans, garden views, and communal features such as a library, courtyard garden and a small fitness area. Reviewers commonly highlight housekeeping and maintenance as responsive and the overall environment as welcoming and comfortable.

    Care and staffing receive frequent positive mention: families and residents describe compassionate, attentive caregivers and a strong memory-care program. Staff are characterized as professional and patient, with some reviewers noting particularly supportive nursing communication about resident status. At the same time, there is variability in staff engagement; some comments indicate differences in individual staff commitment and morale, suggesting that experience can depend on specific caregivers or shifts.

    Dining and activities are clear strengths. Meals are described as home-cooked, well-liked, and varied; several notes single out desserts and specific items like oatmeal cookies. The community offers a broad activity calendar — crafts, gardening club, parades, outings and regular transport for off-site meals — supporting socialization and resident involvement. Laundry and bedding are included in the base services, with additional paid options available.

    Operational patterns suggest a broadly well-run community with some administrative and clinical gaps to watch. Multiple reviewers cited inconsistent responsiveness from administrative channels (phone and email) and occasional delays in emergency or acute-event response; these have translated into concerns about communication during clinical incidents. There are also mentions of premium pricing and additional fees such as sign-in costs that prospective residents should clarify during tours.

    Overall, Boonesboro Trail is portrayed as an attractive, activity-rich community with strong dining and memory-care capabilities and a caring culture. Prospective residents and families should balance those strengths against the noted variability in administrative responsiveness and emergency-handling practices by asking targeted questions about staffing patterns, incident protocols, communication expectations, and out-of-pocket costs during the decision process.

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    Location

    Map showing location of Boonesboro Trail Senior Living

    Boonesboro Trail Senior Living is located at 2101 Old Boonesboro Rd, Winchester, KY, 40391.

    About Boonesboro Trail Senior Living

    Boonesboro Trail Senior Living sits under Trilogy Health Services, LLC and is known for offering a range of services for older adults needing different levels of care such as Independent Living, Assisted Living, Memory Care, and Skilled Nursing, and this means residents can get more help as their needs change without needing to move to a new place, which some people find comforting and easier on families. The Assisted Living services at Boonesboro Trail Senior Living let seniors stay independent while having support with everyday things like bathing, dressing, grooming, and taking medicines, and staff stay nearby and ready to help with daily needs and emergencies around the clock, which gives families some peace of mind. Folks living with memory problems like Alzheimer's have Memory Care services, so trained staff look after them in a secured building with unique activities and special programs that help keep minds active and reduce wandering, and rooms have extra features that support safety and dignity for these residents.

    People living at Boonesboro Trail Senior Living have access to many amenities such as a Fitness Center and Gym, Salon, Bistro, Library, and Onsite Laundry, and they can join Life Enrichment programs, use private suites with showers and kitchenettes, control their heating and cooling, and stay connected with included Wi-Fi, cable TV, and utilities. The place has housekeeping, linen, and laundry services to keep things tidy and worry-free. Safety's important, so the facility comes with a 24-hour emergency alert system and communication features like necklace buttons that call staff when help's needed. Residents enjoy meals together, have beautiful views, and some help out on resident committees that plan activities or welcome new faces, and this has helped create a friendly community where people make new friends, especially with lots of Winchester area folks.

    Boonesboro Trail Senior Living means to serve with kindness and respect, focusing on health, safety, and well-being, and the staff aims to meet each person's needs with compassion, whether it's helping a resident get ready with the "Time to Get Ready" program, or sharing honest stories through "Real Residents, Real Stories" that show what life's like in senior living. There are frequent social, educational, and entertaining events, and pets are allowed, and the place has features for those needing handicap access. Awards like Best of Senior Living All Star recognize the facility's strong care, friendly staff, and community-driven atmosphere.

    For caregivers, there are support programs and planning tools, and for people staying at home, home care aides offer non-medical care and friendship. Maintenance for buildings and grounds are handled, which helps folks avoid household worries, and the rates cover most important utilities, which makes it easier to budget. The campus hosts public events and has resources for residents and their families, including a member directory and consumer FAQs. Boonesboro Trail Senior Living doesn't try to be fancy, but it offers a steady mix of care, safety, and activities in a place where seniors can feel comfortable, stay busy, and get help when they need it, and that's something many people appreciate.

    About Trilogy Senior Living

    Boonesboro Trail Senior Living is managed by Trilogy Senior Living.

    Trilogy Health Services, founded in December 1997 by Randy Bufford and headquartered in Louisville, Kentucky, has grown from its first four communities to operate more than 130 senior living campuses across five Midwestern states: Ohio, Kentucky, Indiana, Michigan, and Wisconsin. Now owned by American Healthcare REIT (NYSE: AHR), Trilogy employs over 14,000 team members who provide world-class clinical support to more than 10,000 seniors. The company offers a full continuum of care including independent living, assisted living, memory care, skilled nursing, and rehabilitative services, with facilities ranging from independent living patio homes to comprehensive healthcare campuses.

    Trilogy's mission centers on exceeding customer expectations through their Service Standards, emphasizing that "the right employees make the difference" and that "a servant's heart is the key to success." The company's philosophy is rooted in the Trilogy Advantage—family values of compassion, honesty, respect, and service to others. They serve with humility, putting seniors at the forefront of everything they do. Their culture is built on the belief that employees who feel cared for will provide the best care to others, leading to innovative benefits including weekly pay, free meals, registered apprenticeship programs, paid parental leave, and support through the Trilogy Health Services Foundation for scholarships and emergency assistance.

    The company's specialized programs demonstrate their commitment to comprehensive, innovative care. Their Best Friends Approach to memory care provides residents with companions who understand their life stories while offering activities that stimulate the mind and encourage socialization. Trilogy offers state-of-the-art dialysis services using Ascent medical recliners with healing and massage options, and partners with Synchrony Health Services to deliver pharmacy and rehabilitative care directly to residents. Their unique lifestyle programs and hospitality-focused services distinguish them in the senior living industry, combining clinical excellence with compassionate, personalized attention.

    Trilogy's dedication to quality has earned significant recognition, including being named a Fortune Best Places to Work in Aging Services, a certified Great Place to Work, and one of Glassdoor's Top 100 Best Companies to Work. In 2023, 56 Trilogy communities received the Bronze Commitment to Quality Award from the American Health Care Association and National Center for Assisted Living (AHCA/NCAL), with 34 communities earning the Achievement In Quality Award. These accolades reflect Trilogy's unwavering commitment to their goal of becoming the best healthcare company in the Midwest, achieved through their team approach philosophy that "Together Everyone Achieves More" and meticulous attention to the details that separate winners from the rest.

    People often ask...

    Boonesboro Trail Senior Living offers competitive pricing, with rates starting at a cost of $4,907 per month.

    Boonesboro Trail Senior Living offers assisted living and memory care.

    There are 22 photos of Boonesboro Trail Senior Living on Mirador.

    The full address for this community is 2101 Old Boonesboro Rd, Winchester, KY 40391.

    No, Boonesboro Trail Senior Living does not offer respite care. Respite care in assisted living communities provides temporary, short-term relief for primary caregivers by offering professional care for their loved ones. It allows individuals to stay in an assisted living community for a limited time, giving caregivers a break while ensuring residents receive necessary support and assistance with daily activities.

    Safety & Compliance

    In Kentucky, the Cabinet for Health & Family Services' Office of Inspector General licenses and inspects long-term care facilities, publishing recertification and complaint findings.

    License number101367
    StatusPending Renewal
    Facility typeAssisted Living Community
    Capacity56 residents

    Disclaimer

    Mirador Living is not affiliated with the owner or operator(s) of Boonesboro Trail Senior Living. The information above has not been verified or approved by the owner or operator. For exact information, please contact Boonesboro Trail Senior Living directly. There is no cost for this service. We are compensated by the community you select.

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