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 2026 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 2026 Memory Care Winners
About Independent LivingIndependent living facilities offer convenient, hassle-free living in a social environment for seniors who are active, healthy, and able to live on their own.Complete guide to independent livingBest of 2026 Independent Living Winners
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
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10 Best Assisted Living Facilities in Chester, MA

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Assisted living costs in Chester average about $5,362 per month. To find the best assisted living options for your needs and budget, browse through 15 communities in Chester. Our detailed directory has 184 reviews, photos, and lists of available services, amenities, and activities. Assisted living is ideal for seniors who need help with activities of daily living, such as bathing and eating, and prefer a social setting to pursue their interests. These communities offer a variety of dining options, as well as housekeeping services to eliminate daily stresses.

As you explore assisted living near you, you may also want to consider assisted living options in areas like You may also consider nearby communities such as Springfield, Pittsfield and Northampton.

Chester Assisted Living Facilities | 184 Reviews

Showing 13 communities
Last Updated: 2/27/26
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Photo of Southwick VillageCommunity card badge
6464 Photos available
9.5
Review score
58 reviews
9.5
Review score
58 reviews
5 star
85%
4 star
7%
3 star
5%
2 star
3%
1 star
0%
See all reviews
I always tell people that the residents are happy, clean, always dressed appropriately.. the staff treats residents with utmost respect. So many activities that my mom loves to go to. Food is prepared by a...
Provides: Assisted Living, Independent Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Independent Living: Independent living facilities offer convenient, hassle-free living in a social environment for seniors who are active, healthy, and able to live on their own.
Welcome to Southwick Village Residential Living! This isn’t just a place to reside — it’s a place where our community members truly shine, and we are glad to share this experience with them. Our senior living options include active adult, independent living and assisted living. Throughout each...
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Photo of Armbrook Village
1616 Photos available
8.6
Review score
38 reviews
8.6
Review score
38 reviews
5 star
73%
4 star
24%
3 star
0%
2 star
3%
1 star
0%
See all reviews
Very lovely place that tries hard. Compassionate care; outstanding food in memory care; a little expensive; access to the nurses that run the place was somewhat problematic for me (direct communication...
Provides: Assisted Living, Memory Care, Independent Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory 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.
Independent Living: Independent living facilities offer convenient, hassle-free living in a social environment for seniors who are active, healthy, and able to live on their own.
Armbrook Village offers seniors a secure, supportive and independent lifestyle. The community features both independent and assisted living options as well as a state-of-the-art Compass Memory Support Neighborhood featuring innovative, research-based programming for those with memory loss...
Photo of Sarawood Assisted Living
1111 Photos available
8.0
Review score
5 reviews
8.0
Review score
5 reviews
5 star
20%
4 star
20%
3 star
0%
2 star
0%
1 star
60%
See all reviews
It's a small assisted living home that takes care of the residents very well, laundry, assistance showering and many other included assistances. Friendly established staff. Not a lot of turnover.
Provides: Assisted Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Sarawood Assisted Living is a charming Victorian home with a capacity for 28 residents, nestled on two acres of beautifully landscaped grounds in the highlands of Holyoke, MA. All rooms are private, with some featuring private half-baths, while others share a bathroom (typically no more than two...
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Photo of Kimball Farms, a CCRC
77 Photos available
8.0
Review score
2 reviews
8.0
Review score
2 reviews
5 star
100%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
See all reviews
My mom (90 yearsold ) has been living in the memory care area for almost a year.They are caring and wonderful. She loves it. It’s small and I feel so happy knowing she is there.
Provides: Assisted Living, Memory Care, Independent Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory 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.
Independent Living: Independent living facilities offer convenient, hassle-free living in a social environment for seniors who are active, healthy, and able to live on their own.
Kimball Farms, a not-for-profit retirement community in Lenox, Massachusetts, in the heart of The Berkshires of Western MA. Kimball Farms is a Continuing Care Retirement Community (CCRC) offering a continuum of care with a variety of housing options. Kimball Farms Lifecare Retirement Community...
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Photo of Linda Manor Assisted Living
11 Photo available
7.5
Review score
19 reviews
7.5
Review score
19 reviews
5 star
47%
4 star
26%
3 star
11%
2 star
5%
1 star
11%
See all reviews
The staff has an excellent understanding of the variability of the dementing process enabling them to make needed adjustments in care. They do this with skill, grace and good humor.
Provides: Assisted Living, Memory Care
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory 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.
Linda Manor Assisted Living is an assisted living community, located in the quiet, historic village of Leeds, MA. This modern community is situated in a wooded setting, near transportation for shopping and appointments. Leeds, a part of the City of Northampton, MA, is nestled in the Berkshire...
Photo of Christopher Heights Of Northampton
1010 Photos available
7.5
Review score
3 reviews
7.5
Review score
3 reviews
5 star
33%
4 star
33%
3 star
34%
2 star
0%
1 star
0%
See all reviews
Mother was treated as a human being not an old person just waiting to die. The facilities are top notch and staff is outstanding treating Mom as family. The rooms are all good size and amenities like the Pub...
Provides: Assisted Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
We offer wonderful options for people who have a wide range of needs, but a strong desire to maintain their privacy and independence.This comfortable and cozy lifestyle includes many wonderful amenities. Our full scope of services consists of 24-hour staff, a secured building, housekeeping,...
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Photo of Prosper at Monastery Height
1212 Photos available
22 Floor plans available
7.2
Review score
39 reviews
7.2
Review score
39 reviews
5 star
48%
4 star
28%
3 star
13%
2 star
3%
1 star
8%
See all reviews
The manager and activities staff was very good. The only issue I had was that his hygiene was totally ignored. His clothes were never changed; no showers at all.
Provides: Assisted Living, Memory Care
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory 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.
Built in 1923 and prominently overlooking the city of West Springfield, Our Lady of Sorrows Monastery was renovated in 1999 to become Landmark at Monastery Heights, Senior Living Community. The beautiful building overlooks 18 spectacular acres of lawns, walking paths, and gardens and house 105...
Photo of Village At Laurel Lake
8.0
Review score
1 review
8.0
Review score
1 review
5 star
0%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
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A family member of mine moved into the Landing a month ago. We are very happy with our decision. The facility is lovely. [name removed] the Executive Director and Dementia Specialist made all our family...
Provides: Assisted Living, Memory Care
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory 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.
The Village at Laurel Lake is located in the cozy little town of Lee, in Berkshire County, Massachusetts. This location is perfect if you love to go fishing, kayak, bird watch, or take in the beautiful local scenery. For those that are avid hikers, there is access to the Appalachian Trail through...
Photo of Lathrop Home
5 star
0%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
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Provides: Assisted Living, Residential Care Home
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Care Homes: Residential 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.
5 star
0%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
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Provides: Assisted Living, Memory Care, Independent Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory 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.
Independent Living: Independent living facilities offer convenient, hassle-free living in a social environment for seniors who are active, healthy, and able to live on their own.
Rockridge, a not-for-profit Retirement Community, provides singles and couples 62 or older with a rewarding lifestyle on a magnificent 12-acre site adjacent to Fitzgerald Lake Conservation area in Northampton, MA. Established in 1971, the Rockridge grounds are beautifully landscaped and allow...
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Provides: Assisted Living, Independent Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Independent Living: Independent living facilities offer convenient, hassle-free living in a social environment for seniors who are active, healthy, and able to live on their own.
5 star
0%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
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My mother in law has Alzheimer's and could no longer safely live alone. She had a difficult time leaving her home of 50+ years. She now has lived in Sugar Hill for months. She loves it and is so happy. She...
Provides: Assisted Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Sugar Hill Senior Living Community is a recently restored mansion located on over 20 acres of manicured grounds in the heart of the Berkshires. We offer 24-hour personal assistance in a socially active, gracious residential setting. Our residents enjoy such amenities as beautifully appointed...
Photo of Beaven Kelly Home
Provides: Assisted Living, Senior Apartments
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Senior Apartments: Senior apartments offer accessible, no-frills living for seniors who are generally active, healthy, and able to live on their own.

Cost of assisted living in Chester, MA

The average cost of senior living in Chester is $5,362 per month. Cheaper nearby regions include North Adams, MA with an average of $4,948 per month.

Assisted living costs in Chester, MA, vs. nearby cities

Chester, MA
$5,362/mo

Assisted living costs in Chester, MA, vs. state and national averages

Chester, MA
$5,362/mo
U.S. national average
$4,743/mo

Assisted living costs in Chester, MA, vs. other senior living options

Assisted Living
$5,362/mo
$5,362/mo

Assisted living costs in Chester, MA, by floor plan type

Studio
$5,230/mo
1 Bedroom
$7,804/mo
2 Bedroom
$8,902/mo

Senior living costs in Chester vs. state and national costs

Cost comparison table showing community type costs by location. This table contains 3 rows of data across 4 columns.
Column communityType: Community type
Column destination: Chester, MA
Column state: Massachusetts
Column national: U.S.
Community typeChester, MAMassachusettsU.S.
Assisted Living$5,362/mo$7,389/mo$4,743/mo
Memory Care$5,362/mo$7,396/mo$5,006/mo
Independent Living$4,518/mo$6,493/mo$4,204/mo
Assisted Living
Chester, MA:$5,362/mo
Massachusetts:$7,389/mo
U.S.:$4,743/mo
Memory Care
Chester, MA:$5,362/mo
Massachusetts:$7,396/mo
U.S.:$5,006/mo
Independent Living
Chester, MA:$4,518/mo
Massachusetts:$6,493/mo
U.S.:$4,204/mo
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Table showing 5 of 3 items. Click to show less.

Assisted living costs in Chester, MA, over time

The line graph below shows how monthly assisted living costs have shifted over the past five years in Chester and how those changes compare with state and national trends. The figures represent quarterly averages of what seniors actually paid after moving into A Place for Mom partner communities.

Chester, MAMA stateNational

Assisted living cost trends in Chester, MA

The table below shows how monthly assisted living costs in Chester have changed in the last two years and how those changes compare with state and national trends. The figures represent averages of actual costs paid by seniors who moved into A Place for Mom partner communities in 2023 and 2024.

Cost comparison table showing 2023 and 2024 median costs by location. This table contains 3 rows of data across 4 columns.
Column location: Location
Column cost2024: 2024 average cost
Column cost2023: 2023 average cost
Column percentChange: Percent change
Location2024 average cost2023 average costPercent change
Chester, MA$4,946/mo$4,528/mo+9.2%
Massachusetts$5,554/mo$5,972/mo-7.0%
National$4,540/mo$4,635/mo-2.0%
Chester, MA
2024 average cost:$4,946/mo
2023 average cost:$4,528/mo
Percent change:+9.2%
Massachusetts
2024 average cost:$5,554/mo
2023 average cost:$5,972/mo
Percent change:-7.0%
National
2024 average cost:$4,540/mo
2023 average cost:$4,635/mo
Percent change:-2.0%
Table showing 5 of 3 items. Click to show less.
Table showing 5 of 3 items. Click to show less.

Ways to pay for Assisted Living in Chester, MA

Paying for assisted living may seem daunting, but knowing all your options can be empowering. Read about the many private and public payment options that families use to pay for assisted living in Chester.

What families are saying about assisted living in Chester

Recent reviews for assisted living in Chester

Prosper at Monastery Height in West Springfield, MA

4.3
Staff is very considerate and helpful. Before submitting an application confirm there is working heating and a/c in each unit. There has been no a/c since June. And not expected to be up and running until some time in August. My sister just received a window a/c unit just last week! I would ...
Read more

Armbrook Village in Westfield, MA

4.8
We chose Armbrook Village because of the convenient location and the solid reputation that they have around town. Everyone there is extremely friendly and helpful. Mom is very happy there!

Wingate Residences at Melbourne Place in Pittsfield, MA

5.0
I would recommend them. They have a good community. We picked this community because, she liked it better. The other places were a little stuffy. The staff are very friendly and courteous.

Chester review score based on 43 family reviews

8.1
Review score13 facilities43 reviewsWrite a review
This proprietary review score is based on 43 reviews of 13 Chester assisted living communities. All reviews were submitted in the past two years by verified community residents and family members.
The Chester review score informs your search by letting you see at a glance how assisted living residents and family members rate assisted living in your area. Compare review scores in multiple locations to understand how overall satisfaction rates differ from city to city. Based on recent reviews, the maximum possible score is 10.Methodology: How we calculate our city review scores

Chester review score compared against nearby cities

8.1
Chester, MA13 facilities
8.0
Northampton, MA7 facilities
7.7
Easthampton, MA10 facilities

Review subcategories for Chester assisted living

When assisted living residents and family members submit a review on our site, they rate each community on categories such as cleanliness, activities, meals, and more. The chart below is based on 43 reviews of 13 Chester assisted living communities. This chart helps you compare Chester resident and family assisted living satisfaction rates against national averages. Use it to assess your needs and develop criteria for your own search. If you know that one of these categories is important to you or your loved one, our senior living advisors can help you find communities to match your needs.
Chester, MA averageNational average
Cleanliness
3.8
3.9
Friendliness
4.0
4.0
Care services
2.4
3.6
Staff
3.8
3.9
Meals & dining
2.8
3.5
Activities
3.3
3.5
Value for cost*
3.2
3.6
0.01.02.03.04.05.0
*Learn more about cost details

Chester assisted living services and amenities

These charts highlight some of the many care, dining, and entertainment offerings available in Chester assisted living communities. They don’t represent all possible services and amenities available at assisted living communities in Chester, but support comparisons against nationwide offerings. Our Senior Living Advisors can help you find communities that fit your preferences.

Availability of select care services in Chester assisted living

Assisted living communities offer a variety of care services and visiting health care providers to meet seniors’ health needs. The chart below shows the percentage of assisted living partners in Chester that offer these care services compared to the percentage of partners that offer them nationally.
Chester, MANational
Full medication management
Full medication management
38.5%
52.6%
Doctor on call
Doctor on call
15.4%
33.9%
24-Hour awake staff
24-Hour awake staff
84.6%
96%
Diabetic care
Diabetic care
84.6%
97.6%
*Visiting health care professionals
*Visiting health care professionals
61.5%
56.8%
Home care agency on-site
Home care agency on-site
30.8%
30.1%
Non-ambulatory care
Non-ambulatory care
84.6%
96.7%
Respite or short term stays
Respite or short term stays
61.5%
47.6%
Hospice available on-site
Hospice available on-site
53.8%
52.5%
0.0%20.0%40.0%60.0%80.0%100%
*Including nurse, dentist, OT, PT, speech or podiatrist

Availability of select dementia care services in Chester assisted living

Our community partners provide many services to keep residents with dementia or other memory concerns safe and engaged. Below, take a look at what percentage of Chester Assisted Living partners offer the selected dementia care services compared to the percentage of partners nationally.
Chester, MANational
Dementia behaviors care
Dementia behaviors care
61.5%
51.5%
Specialized memory care training for staff
Specialized memory care training for staff
46.2%
32.7%
Secured community and/or wander guard
Secured community and/or wander guard
53.8%
41.2%
0.0%20.0%40.0%60.0%80.0%100%

Availability of select dietary accommodations in Chester assisted living

Assisted living communities help seniors maintain a balanced diet by accommodating their health needs, allergies, and other restrictions. Below you’ll find the percentage of Chester partners making specific dietary accommodations for seniors compared to the percentage of assisted living partners making those accommodations nationally.
Chester, MANational
Nutritionist / dietician
Nutritionist / dietician
38.5%
27.4%
Low / no sodium
Low / no sodium
61.5%
41.2%
No sugar
No sugar
61.5%
37.7%
Vegetarian
Vegetarian
61.5%
36.4%
Pureed meals
Pureed meals
7.7%
17.9%
0.0%20.0%40.0%60.0%80.0%100%

Availability of select dining options in Chester assisted living

Our assisted living communities know that seniors want top-quality meals and options for how they dine. The chart below indicates the percentage of Chester communities that offer dining options to their discerning residents compared to our partners nationally.
Chester, MANational
Professional chef
Professional chef
61.5%
31.7%
Restaurant style dining
Restaurant style dining
53.8%
42.5%
Room service
Room service
38.5%
37%
Anytime dining
Anytime dining
15.4%
18.2%
0.0%20.0%40.0%60.0%80.0%100%

Availability of select programs and activities in Chester assisted living

Senior living communities offer a variety of programming to keep seniors socially, mentally, and physically vibrant. The chart below shows what percentage of partnered assisted living communities in Chester offer the selected activities, amenities, and programs compared to the percentage of partners nationwide.
Chester, MANational
Activity director
Activity director
69.2%
46.6%
Pet-focused programs
Pet-focused programs
38.5%
31.2%
Community service programs
Community service programs
38.5%
30.6%
Devotional activities on-site
Devotional activities on-site
30.8%
49.6%
Parties / BBQs / happy hour
Parties / BBQs / happy hour
69.2%
49.6%
Outings / off-site activities
Outings / off-site activities
69.2%
52.5%
Piano or organ
Piano or organ
69.2%
41.6%
Arts and crafts center
Arts and crafts center
53.8%
35.6%
Educational speakers / life long learning
Educational speakers / life long learning
69.2%
38.3%
Clubs / games / karaoke
Clubs / games / karaoke
69.2%
47%
Live performances
Live performances
61.5%
47.2%
Dances
Dances
38.5%
30.8%
Fitness center
Fitness center
30.8%
24.7%
Fitness classes
Fitness classes
69.2%
46.2%
0.0%20.0%40.0%60.0%80.0%100%

State regulations for assisted living in Chester

Safety is a primary concern when seniors and their families look for assisted living. Each state has its own laws and inspection processes to help ensure seniors reside in a safe environment and receive quality care. Learning about Massachusetts assisted living regulations will help you understand how assisted living communities in Chester protect seniors.
Learn about Massachusetts assisted living regulationsDownload the Guide to Senior Living Licensure and Inspection Reports

Frequently Asked Questions

Southwick Village, Armbrook Village and Sarawood Assisted Living are the top-rated assisted living facilities near Chester, Massachusetts. See full list of communities.
There are 15 assisted living facilities near Chester, Massachusetts. See the full list.
The best assisted living facility near you in Chester, Massachusetts is Southwick Village. This assisted living community received the highest ranking based on verified family reviews.
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The information contained on this page is for informational purposes only and is not intended to constitute medical, legal or financial advice or create a professional relationship between A Place for Mom and the reader. Always seek the advice of your health care provider, attorney or financial advisor with respect to any particular matter, and do not act or refrain from acting on the basis of anything you have read on this site. Links to third-party websites are only for the convenience of the reader; A Place for Mom does not endorse the contents of the third-party sites.
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