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Boonesboro Trail Senior Living

2101 Old Boonesboro Rd, Winchester, KY 40391

For pricing & availability:
(866) 374-4058
8.5
Review score
3 reviews
Add review
8.5
Review score
3 reviews
  • 5 star
    100%
  • 4 star
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  • 3 star
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  • 2 star
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7.1
Review score
404 reviews
102 facilities
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Boonesboro Trail Senior Living
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Boonesboro Trail Senior Living community exterior
14 photos

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By sharing your contact information, you agree to our Terms of Use and Privacy Policy. You also consent to receive texts and calls from us and our community customers, including telemarketing and/or advertising, even if your number is on a Do Not Call list. Outreach may be during quiet hours under all applicable laws, auto-dialed, or may use pre-recorded or artificial voice. Your consent is not a condition to using our service. Msg and Data Rates may apply. Msg frequency varies. Text HELP for Help. Text STOP for Stop.

Anonymous

Sibling of resident/client

5.0 out of 5 stars

Our families experience

When it comes to the care services, they are not always quick to respond to the call button when someone calls for assistance. It may be several minutes and multiple rings to get a response from a caregiver. Not sure on the value for cost, I don't have anyplace else to compare it to. I am impressed with the interaction between the many residents, with the staff members, and many visitors that are welcomed there. Many activities going on another same times to meet the mental, physical and emotional needs.

Read all reviews

Boonesboro Trail Senior Living

About the facility

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...

Senior living options offered

  • Assisted Living
  • Memory Care

Boonesboro Trail Senior Living

Pricing

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

Base fees by care type

Assisted Living

  • Unlock pricing
    StudioStarting at $XXXX/mo
  • Unlock pricing
    1 BedroomStarting at $XXXX/mo
  • Unlock pricing
    2 BedroomsStarting at $XXXX/mo
  • Unlocked
    StudioStarting at $4,099/mo
  • Unlocked
    1 BedroomStarting at $4,709/mo
  • Unlocked
    2 BedroomsStarting at $5,629/mo

Memory Care

  • Unlock pricing
    StudioStarting at $XXXX/mo
  • Unlock pricing
    2 BedroomsStarting at $XXXX/mo
  • Unlocked
    StudioStarting at $6,769/mo
  • Unlocked
    2 BedroomsStarting at $8,679/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

at Boonesboro Trail Senior Living
Select tour type
Select preferred date

Amenities

at Boonesboro Trail Senior Living

Healthcare Services

  • Memory Care
  • Diabetic Care
  • Staffing & Ancillary Services
  • Non-Ambulatory Care

Meals & Dining

  • Kosher
  • Vegetarian
  • Special Dining Programs
  • Meals Provided

Room Amenities

  • Ground Floor Units
  • Air Conditioned
  • Garden View
  • Respite or Short Term Stays Offered
  • Kitchenette
  • Wi-Fi/high-speed internet

Community Amenities

On-site dining options

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

Transportation & parking

  • Uncovered Parking
  • Resident Parking Available
  • Transportation at Cost

Pets

  • Dogs Allowed
  • Cats Allowed

Common areas

  • Computer or Media Center
  • Outside Patio
  • Indoor Common Areas
  • Main Street Shops

Recreational areas

  • Arts and Crafts Center
  • Fitness Center
  • Piano or Organ
  • Raised Garden Beds

Services

  • Laundry Service / Drycleaning
  • Housekeeping
  • Beautician

Languages spoken

  • English

Activities

  • Visiting Chaplain or Priest
  • Karaoke
  • Live Well Programs
  • Dances

Compare

Boonesboro Trail Senior Living community exteriorBoonesboro Trail Senior Living

2101 Old Boonesboro Rd,
Winchester, KY 40391

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3051 Rio Dosa Drive,
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Preston Greens Senior LivingPreston Greens Senior Living

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Lexington, KY 40509

8.5 out of 10
Review Score3 reviews
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9 out of 10
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8.9 out of 10
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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

No

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

Schedule Tour

Schedule Tour

Schedule Tour

Schedule Tour

Share With Family

Share With Family

Share With Family

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Download brochure

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Call Now

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Reviews

for Boonesboro Trail Senior Living

8.5 out of 10
Review Score3 reviewsWrite a review
Overall Experience
5.0
Cleanliness
5.0
Friendliness
5.0
Care Services
4.5
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 3 reviews with an average "overall experience" of 5 out of 5.

Filters

1-3 of 3 reviews

Last Updated: 1/27/26

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.

Anonymous

Assisted Living

Family/friend

January 27, 2026

5.0 out of 5 stars
Verified Review
Cleanliness
5.0
Friendliness
5.0
Care Services
4.0
Activities
5.0
Staff
5.0
Meals & Dining
5.0

Our families experience

When it comes to the care services, they are not always quick to respond to the call button when someone calls for assistance. It may be several minutes and multiple rings to get a response from a caregiver. Not sure on the value for cost, I don't have anyplace else to compare it to. I am impressed with the interaction between the many residents, with the staff members, and many visitors that are welcomed there. Many activities going on another same times to meet the mental, physical and emotional needs.

Anonymous

Assisted Living

Family/friend

April 9, 2025

5.0 out of 5 stars
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

Assisted Living

Family/friend

June 7, 2024

5.0 out of 5 stars
Cleanliness
5.0
Friendliness
5.0
Value for Cost
5.0
Care Services
5.0
Activities
5.0
Staff
5.0
Meals & Dining
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.

Boonesboro Trail Senior Living

Neighborhoods

See what the neighborhood has to offer and what’s nearby:
Map of the neighborhood around Boonesboro Trail Senior Living

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:

  • Know Kentucky’s regulations for memory care. Each state has its own laws and inspection 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 communities you’re considering. Learn more about Kentucky’s regulations for memory care and download the Guide to Senior Living Licensure and Inspection Reports.

  • Tour the location. Touring allows you to speak to current residents and staff, and it 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 committing, make sure that the community offers all the services your loved one needs, and that those services can be provided within your budget.

Frequently Asked Questions about Boonesboro Trail Senior Living

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