About Assisted LivingAssisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.Complete guide to assisted livingBest of 2025 Assisted Living Winners
About Memory CareMemory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering. Complete guide to memory careBest of 2025 Memory Care Winners
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About Senior LivingSenior living is a term used to describe various housing and care options for older adults from maintenance-free, 55+ facilities for active seniors, to secure, fully staffed facilities for seniors with Alzheimer's or dementia. Complete guide to senior livingFind senior living facilities near you
About Nursing HomesNursing homes provide short-and long-term care for seniors who have physical or mental health conditions that require 24-hour nursing and personal care.Complete guide to Nursing Homes
About Senior ApartmentsSenior apartments offer accessible, no-frills living for seniors who are generally active, healthy, and able to live on their own.Complete guide to Senior Apartments
About Care HomesResidential care homes are shared neighborhood homes for seniors who need a live-in caregiver to assist with activities of daily living, like dressing and bathing.Complete guide to care homes
Veteran ResourcesVA benefits for long-term care, such as Aid and Attendance benefits, can help eligible veterans and their surviving spouses pay for senior care.Guide to VA benefits for long-term care
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Boonesboro Trail Senior Living

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2101 Old Boonesboro Rd, Winchester, KY 40391

For pricing & availability:
(866) 374-4058
8.5
Review score
2 reviews
Add review
8.5
Review score
2 reviews
5 star
100%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
See all reviews
5.5
Review score
392 reviews
112 facilities
Boonesboro Trail Senior Living
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Boonesboro Trail Senior Living community exterior
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Anonymous
-
Sibling of resident/client
5.0
Boonesboro Trail
I know several people who do live there and they all seem to love the food and camaraderie with Winchester friends. I have only heard from one client there that if you push the button on the necklace you wear around your neck, it might take awhile to get someone to come and help you. We wo

About the facility
Boonesboro Trail Senior Living

Boonesboro Trail Senior Living is a senior living community in Winchester, Kentucky, that offers quality care in a vibrant environment. Professional staff assist with a variety of health and personal care needs ranging from memory care to activities of daily living such as bathing, grooming, dressing, medication management, and more.

Enjoy peace of mind and a stress-free lifestyle at Boonesboro Trail Senior Living. They have a 24/7 emergency call system, as well as on-site nursing and wellness team members to offer residents assistance at all times. Staff also takes care of the housekeeping and chores so you can focus on pursuing new hobbies, spending time with friends, relaxing, or participating in fulfilling activities.

Residents have access to a variety of unique community perks and wellness programs, too. Use the art room, game room, theater, and more. Choose from a studio, a one- or two-bedroom apartment, or a semi-private room.

State Licensing Information

To explore the licensing information and compliance histories of senior living communities in the state of Kentucky, visit the Kentucky Department for Aging and Independent Living directory.

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Finding Senior Living...

Read more

Senior living options offered

Assisted Living

Memory Care

Pricing
for Boonesboro Trail Senior Living

Total monthly costs depend on room type, select services, and the level of care needed.

Base fees by care type

Assisted Living

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Studio
Starting at $XXXX/mo
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1 Bedroom
Starting at $XXXX/mo
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2 Bedrooms
Starting at $XXXX/mo

Memory Care

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Studio
Starting at $XXXX/mo
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2 Bedrooms
Starting at $XXXX/mo
*Prices quoted are monthly rental charges and are provided by the communities themselves. Actual prices may differ due to one-time fees, timing and care services required. Speak with your Senior Living Advisor to learn more.

Tours
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Compare

Boonesboro Trail Senior Living community exterior
Boonesboro Trail Senior Living

2101 Old Boonesboro Rd, Winchester, KY 40391

Richmond Place
Richmond Place

3051 Rio Dosa Drive, Lexington, KY 40509

Preston Greens Senior Living
Preston Greens Senior Living

1825 Little Herb Way, Lexington, KY 40509

Seacoast at Liberty Ridge
Seacoast at Liberty Ridge

701 Liberty Ridge Lane, Lexington, KY 40509

8.5
Review score
2 reviews
8.5
Review score
2 reviews
5 star
100%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
9.8
Review score
137 reviews
9.8
Review score
137 reviews
5 star
54%
4 star
28%
3 star
9%
2 star
6%
1 star
3%
9.1
Review score
29 reviews
9.1
Review score
29 reviews
5 star
50%
4 star
34%
3 star
10%
2 star
3%
1 star
3%
8.7
Review score
30 reviews
8.7
Review score
30 reviews
5 star
57%
4 star
30%
3 star
7%
2 star
3%
1 star
3%
Studio
Starting at $X,XXX/mo
Studio
Starting at $X,XXX/mo
Studio
Starting at $X,XXX/mo
Studio
Starting at $X,XXX/mo
1 bedroom
Starting at $X,XXX/mo
1 bedroom
Starting at $X,XXX/mo
1 bedroom
Starting at $X,XXX/mo
1 bedroom
Starting at $X,XXX/mo
2 bedrooms
Starting at $X,XXX/mo
2 bedrooms
Starting at $X,XXX/mo
2 bedrooms
Starting at $X,XXX/mo
2 bedrooms
Starting at $X,XXX/mo

Active promotion

No

Active promotion

No

Active promotion

Veteran & Employee Discounts

Provides discounts to veterans, teachers and employees of certain companies.

Active promotion

No

Pet friendly

Yes

Pet friendly

Yes

Pet friendly

Yes

Pet friendly

Yes

Care types offered

2

Assisted Living, Memory Care

Care types offered

3

Assisted Living, Memory Care, Independent Living

Care types offered

2

Assisted Living, Memory Care

Care types offered

2

Assisted Living, Memory Care

Amenities
at Boonesboro Trail Senior Living

Healthcare Services

  • Staffing & Ancillary Services
  • Memory Care
  • Medication Management
  • Incontinence Care
  • Non-Ambulatory Care
  • High Acuity Care
  • Diabetic Care

Meals & Dining

  • Kosher
  • Pureed Meals
  • Restaurant Style Dining
  • Vegan
  • Meals Provided
  • Organic
  • Special Dining Programs
  • Gluten-free
  • Vegetarian
  • Room Service
  • Professional Chef
  • International Cuisine
  • No Sugar
  • Low / No Sodium
  • Guest Meals

Room Amenities

  • Wheelchair Accessible Showers
  • Kitchenette
  • Air Conditioned
  • Garden View
  • Wi-Fi/high-speed internet
  • Cable or Satellite TV
  • Handicap Accessible
  • Ground Floor Units
  • Respite or Short Term Stays Offered

Community Amenities

On-site dining options

  • Café or Bistro
  • Bar or Pub
  • Private Dining Room

Transportation & parking

  • Transportation at Cost
  • Resident Parking Available
  • Uncovered Parking

Pets

  • Cats Allowed
  • Dogs Allowed

Common areas

  • Central Fireplace
  • Indoor Atrium
  • Library
  • Barber Shop
  • Indoor Common Areas
  • Beauty Salon
  • Meeting Room
  • Computer or Media Center
  • TV Lounge
  • Outside Patio
  • Main Street Shops
  • Private Bath
  • Outdoor Common Areas

Recreational areas

  • Fitness Center
  • Raised Garden Beds
  • Golf Course or Putting Green
  • Piano or Organ
  • Arts and Crafts Center

Services

  • Housekeeping
  • Beautician
  • Laundry Service / Drycleaning

Languages spoken

  • English

Activities

  • Bridge Club
  • Cards / Pinochle Club
  • Day Trips and Outings
  • Activities Off-site
  • Live Well Programs
  • Art Classes
  • Dances
  • Birthday Parties
  • Wii Bowling
  • Cooking Classes
  • Protestant Services
  • Live Dance or Theater Performances
  • Islamic Services
  • Reminiscence Programs
  • Walking Club
  • Educational Speakers / Life Long Learning
  • Bible Study Group
  • Happy Hour
  • Book Club
  • Buddhist Services
  • Holiday Parties
  • BBQs or Picnics
  • Wine Tasting
  • Quilting or Sewing Club
  • Visiting Chaplain or Priest
  • Cooking Club
  • Other Religious Services
  • Activities On-site
  • Yoga / Chair Yoga
  • Devotional Activities Offsite
  • Light Therapy Programs
  • Stretching Classes
  • Live Musical Performances
  • Karaoke
  • Adventist Services
  • Devotional Activities On-Site
  • Resident Band or Musicians
  • Brain fitness / Dakim
  • Intergenerational Programs
  • Community Service Organizations
  • Mormon/LDS Services
  • Men's Club
  • Christian Services
  • Catholic Services
  • Trivia Games
  • Jewish Services
  • Gardening Club
  • Sensory-based Programs
  • Current Events Club

Reviews

for Boonesboro Trail Senior Living

8.5Review score2 reviews
8.5
Review score
2 reviews
5 star
100%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
Trilogy Health Services
5.5
Review score392 reviews112 communities
Write a review
A Place for Mom has scored Boonesboro Trail Senior Living with 8.5 out of 10 using our proprietary review score based on 2 reviews in the last 2 years. Over all time, Boonesboro Trail Senior Living has 2 reviews with an average "overall experience" of 5 out of 5.
Overall Rating
5.0
Cleanliness
5.0
Friendliness
5.0
Care Services
5.0
Staff
5.0
Meals & Dining
5.0
Activities
5.0
Value for Cost
5.0
A Place for Mom has scored Boonesboro Trail Senior Living with 8.5 out of 10 using our proprietary review score based on 2 reviews in the last 2 years. Over all time, Boonesboro Trail Senior Living has 2 reviews with an average "overall experience" of 5 out of 5.
Parent company
Trilogy Health Services
5.5
Review score392 reviews112 communities
Filters
Overall Experience
Date Submitted
Reviewer
Care Received
Verified Review
A Place For Mom has verified the person writing the review and their connection to the community.
1-2 of 2 reviews
Anonymous - Family/friend
Assisted Living
April 9, 2025
5.0
Verified Review
Boonesboro Trail
I know several people who do live there and they all seem to love the food and camaraderie with Winchester friends. I have only heard from one client there that if you push the button on the necklace you wear around your neck, it might take awhile to get someone to come and help you. We wondered together if there could be an emergency code like 3 pushes in a row for "need help immediately " like an SOS!! It is a nice facility and my brother enjoyed living there.
Marcia J - Family/friend
Assisted Living
June 7, 2024
5.0
Great Place for Mom!!
Expensive to sign in but then the third month was free so that was really nice! Everything is clean and nice. People are friendly and lots of familiar faces from the community of Winchester. Plenty of meal services, a small gym, and activities for all.
Cleanliness
5
Friendliness
5
Care Services
5
Staff
5
Meals & Dining
5
Activities
5
Value for Cost
5
Viewing 1-2 out of 2 reviews

Neighborhoods
around Boonesboro Trail Senior Living

See what the neighborhood has to offer and what’s nearby:
Boonesboro Trail Senior Living in google map

Tips for evaluating your community options

Safety is a primary concern when seniors and their families look for Assisted Living. To ensure that a community meets your needs and expectations, we recommend that seniors and family members:

  • Tour the location: Touring allows you to speak to current residents and staff, and helps you confirm the accuracy of the community description and photos. Use our touring checklist to help guide your visit.

  • Confirm the availability of required services: Before you commit, make sure that the community offers all the services your senior needs, and that those services can be provided within your budget.

  • Know the Kentucky regulations for Assisted Living: Each state has its own laws and inspections processes to ensure seniors reside in a safe environment. Depending on your state, you may even be able to look up inspection reports for the community(ies) you’re considering. Learn more about Kentucky regulations for Assisted Living.

Frequently Asked Questions
about Boonesboro Trail Senior Living

Boonesboro Trail Senior Living offers Studio, 1 Bedroom and 2 Bedrooms. Learn more.

A Place for Mom has scored Boonesboro Trail Senior Living 8.5 out of 10 using our proprietary review score.

 

We assign review scores to give a more reliable view into senior living communities and home care agencies. Our review scores prioritize reviews that are recent — the past 24 months — because we know families need current information when choosing senior care.

 

Those with many recent, positive reviews receive a high review score, while providers with few recent reviews — regardless of how positive — receive a lower review score. Communities with no recent reviews will not have a review score, even if older reviews are positive. The maximum A Place for Mom review score a community can receive is 10 points.

Call (859) 236-9644 to reach a resident at Boonesboro Trail Senior Living.

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The features and amenities that are displayed on this page contain marketing information provided by the community. A Place for Mom has not confirmed the completeness of the provided information, and cannot guarantee its accuracy. If you become aware of any information that should be updated or noted, please contact A Place for Mom. A Place for Mom uses the term “assisted living” to indicate that the community provides some level of assistance with daily living activities. It does not indicate that the facility meets official state requirements for level of care.

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