Best Senior Living in Chestertown, Maryland
5 communities found
MyLivingChoice lists 8 senior care options in Chestertown: 5 communities and 3 home care agencies. Families rate them 4 out of 5 on average, across 165 public reviews.
- 8options listed
- 4average rating, 3 rated
- 165family reviews read
Heron Point of Chestertown
Chestertown, Maryland
4.7(66)
Assisted LivingSkilled Nursing / Long Term Care
Upper Shore Aging Housing Corporation
Chestertown, Maryland
Assisted Living
Resorts at Chester River Manor
Chestertown, Maryland
4(60)
Skilled Nursing / Long Term Care
Kent Center Inc
Chestertown, Maryland
3(2)
Assisted Living
Chestertown Nursing And Rehab
Chestertown, Maryland
3.2(32)
Skilled Nursing / Long Term Care
Best-rated senior living in Chestertown
Ranked by family rating, weighted by how many families have reviewed each one. No community pays to appear here.
- 1
4.7 (66 reviews)· Assisted Living, Skilled Nursing / Long Term Care· 38 units
Heron Point of Chestertown is a small waterfront community in historic Chestertown, Maryland, with a strong overall Google rating from families praising staff warmth and food quality. Reviewers note a range of living…
- 2
Resorts at Chester River Manor
4 (60 reviews)· Skilled Nursing / Long Term Care· 98 units
Most reviewers describe a family-owned nursing home in Chestertown where staff show strong compassion, clear communication, and effective rehab outcomes, though one family reported a much rougher experience with…
- 3
3.2 (32 reviews)· Skilled Nursing / Long Term Care· 92 units
Reviews for Chestertown Nursing and Rehab are sharply mixed, with several families reporting serious understaffing, hygiene, and responsiveness problems, while others describe attentive, effective care under newer…
What families say about senior living in Chestertown
Counted across the review summaries of 8 Chestertown communities: the share whose families mention each theme.
Praised most
- Caring, attentive staff 50%
- Cleanliness 25%
- Communication with families 25%
- Management 25%
- Medical and nursing care 25%
Concerns raised
- Staff attitude 38%
- Communication with families 38%
- Cost and billing 38%
- Staffing levels and turnover 25%
“Very nice place for senior living. If you are a visitor of any sort, there’s a mandatory self administered Covid test that holds up for a week before a new test. Pretty huge place with security at the entrance, clean cream carpet, & nice staff.”
Senior Living in Chestertown: the figures
- •3 nursing homes carry a Medicare star rating, averaging 3 out of 5: 1 rated four stars or better, 1 rated one star.
- •Most common amenities: emergency call system (6), 24-hour staff (6), medication management (6), wheelchair accessible (5), housekeeping (5), social activities (4).
Senior Living near Chestertown
Cities within about 35 miles with senior living inventory, and how families rate it.
| City | Communities | RatingAverage rating | Distance |
|---|---|---|---|
| Smyrna, Delaware25.2 mi | 6 | 4.1 / 5 | 25.2 mi |
| Pasadena26.5 mi | 9 | 4.6 / 5 | 26.5 mi |
| Denton27 mi | 8 | 4.2 / 5 | 27 mi |
| Middletown, Delaware27 mi | 14 | 4.6 / 5 | 27 mi |
| Bel Air27 mi | 9 | 4.5 / 5 | 27 mi |
| Severna Park27.8 mi | 16 | 4.5 / 5 | 27.8 mi |
| Dover, Delaware28.1 mi | 18 | 4 / 5 | 28.1 mi |
| Parkville28.1 mi | 14 | 4.5 / 5 | 28.1 mi |
All of Maryland: Senior Living in Maryland. Closer to home? Compare senior living near you, sorted by distance.
About these figures
Computed on October 8, 2026 from the 8 communities listed in Chestertown, 165 public family reviews on Google, Yelp and MyLivingChoice, state licensing records and, for nursing homes, CMS Care Compare. The best-rated list ranks communities by average family rating weighted by how many families have reviewed each one, so a 4.9 from three reviews does not outrank a 4.7 from two hundred. No community pays to appear in the best-rated list or in these figures; sponsored and partner listings in the directory results are marked as such. Figures refresh as listings and reviews change.
Senior Living in Chestertown: Common Questions
How many senior living communities are in Chestertown, Maryland?
MyLivingChoice lists 8 senior living communities in Chestertown, Maryland, each with photos, care details, and reviews from families.
Which senior living communities in Chestertown are rated highest?
Based on combined ratings across Google, Yelp, and MyLivingChoice reviews, top-rated options include Heron Point of Chestertown (4.7★, 66 ratings), Resorts at Chester River Manor (4★, 60 ratings), Chestertown Nursing And Rehab (3.2★, 32 ratings).
What types of senior care are available in Chestertown?
Beyond senior living, Chestertown has assisted living (3 communities), home health (3 communities), skilled nursing / long term care (3 communities). Every option is listed with photos, reviews, and contact details.
How do families rate senior living in Chestertown?
Families rate Chestertown senior living communities 4 out of 5 on average, across 165 public Google reviews of local communities.
What do families praise, and complain about, in Chestertown senior living communities?
Across the review summaries of 8 Chestertown communities, the most common praise is caring, attentive staff (mentioned for 50%), cleanliness (mentioned for 25%), communication with families (mentioned for 25%). The most common concerns are staff attitude (38%), communication with families (38%), cost and billing (38%).
How do Chestertown nursing homes score on Medicare's star ratings?
3 Medicare-certified nursing homes in Chestertown carry an overall star rating, averaging 3 out of 5. 1 is rated four stars or better and 1 is rated one star. Each listing shows its rating and three years of inspection history from CMS Care Compare.