Annapolis has a lot going for it — a strong sense of community, proximity to the Bay, a pace of life that feels grounded. But grief doesn’t care about any of that. It shows up in the middle of your regular life and asks you to carry something most people around you can’t quite see. If you’re navigating a loss — or grieving something that hasn’t happened yet — grief counseling in Annapolis, MD is available to you online, from wherever you are.
What Brings Annapolis Clients to Grief Counseling
Grief isn’t always about death. Many of the adults I work with are grieving situations that don’t have a funeral, a casserole, or a week off work:
- A diagnosis — yours or someone you love — that changed everything
- Years spent caregiving while quietly losing pieces of yourself
- The anticipation of a loss that hasn’t arrived yet but already weighs on you
- A death that happened months or years ago and still hasn’t let you go
If any of that sounds familiar, you’re not alone — and you’re not behind. There’s no timeline for this.
Areas of Specialty
Grief Counseling Annapolis MD — Chronic Illness Grief – When illness becomes part of your life — or the life of someone you love — grief starts before any official loss. I work with adults navigating the grief of diagnosis, treatment, and what it means to rebuild your sense of the future when the original one no longer fits.
Grief Counseling Annapolis MD — Caregiver Grief – Caregiving takes everything. What often goes unnamed is the grief that builds alongside it — the loss of who you were before, the relationship you used to have, the life you set aside. Therapy is a space to put that down for an hour and actually be witnessed.
Grief Counseling Annapolis MD — Anticipatory Grief – Anticipatory grief is the grief of knowing. It can begin the moment a diagnosis lands, or the first time a doctor uses words like “terminal” or “no curative treatment.” It doesn’t mean you’re giving up — it means you’re human. And it deserves the same care as any other grief.
How It Works
Grief counseling in Annapolis is available by telehealth, which means you can access support from home, from your office, from wherever you have a few minutes of privacy. Sessions are 55 minutes, held over a secure video platform.
There’s no commute. No waiting room. Just a consistent, private space to do this work.
If you have questions about rates or what to expect, visit the RATES page.
About Sherri Webster, LCSW-C
I’m Sherri Webster, a licensed clinical social worker (LCSW-C in Maryland) specializing in grief with adults. I’ve spent my career working with people who are carrying more than anyone around them knows — whether that’s a diagnosis, a caregiver role, or a loss that doesn’t fit neatly into what grief is “supposed” to look like.
I work from a strength-based, trauma-informed perspective. I don’t rush the process. I don’t hand you a workbook and send you on your way. I show up, session after session, and we figure it out together.
Frequently Asked Questions
Do you offer in-person sessions in Annapolis? All sessions for Maryland clients are currently held via telehealth. You can meet with me from anywhere in Maryland using a secure video platform.
Do you accept insurance? Visit the Rates page for current session fees and information current accepted insurances.
How do I know if grief counseling is right for me? If you’ve been wondering whether what you’re feeling “counts” as grief, that question itself is usually a sign that therapy could help. Schedule a free consultation — it’s a no-pressure conversation, and you’ll leave knowing more about whether this is the right fit.
Is telehealth really effective for grief therapy? Yes. Research consistently supports telehealth as an effective format for therapy, including grief work. Many clients find it easier to be honest and open from the comfort of their own space.
Schedule a Free Consultation
You don’t have to keep doing this alone. Grief counseling in Annapolis, MD is one call or click away.
Serving Adults Throughout Annapolis and Anne Arundel County
Rising Sails provides telehealth grief counseling to adults throughout Annapolis and the surrounding Anne Arundel County area, including Edgewater, Severna Park, Arnold, Millersville, Davidsonville, Crofton, Pasadena, Glen Burnie, and communities throughout the greater Annapolis area. Telehealth services are available to adults anywhere in Maryland.