Chesapeake Tree Service (540) 422-2198
Mature tree canopy over a residential street in Annapolis, Maryland, where our crews provide tree removal

Tree Removal in Annapolis, MD

Licensed, insured, and ready 24/7. Free estimates from local Maryland tree experts who know the Chesapeake Critical Area.

Annapolis tree removal you can trust

When you need tree removal in Annapolis, MD, you want a crew that works safely, protects your property, and understands the rules that come with living on the Chesapeake. Chesapeake Tree Service is a fully licensed and insured tree service serving Annapolis and the surrounding Anne Arundel County neighborhoods. Every job is led by a Maryland Licensed Tree Expert (Maryland LTE-0000), so the people cutting near your home, your fence, and the power lines are credentialed professionals — not a weekend crew with a chainsaw.

Annapolis trees take a beating. Loblolly pines lean in sandy waterfront soil, mature red oaks and tulip poplars outgrow tight historic lots, and sweetgums drop limbs after every nor'easter that rolls up the bay. Whether a tree is dead, diseased, storm-damaged, leaning toward your house, or simply too large for its space, we remove it cleanly and haul away the debris. We work with the right equipment for narrow Eastport streets and for the larger wooded lots in Arnold and on the Annapolis Neck.

Because so much of Annapolis sits within the Chesapeake Bay Critical Area — the regulated 1,000-foot buffer around tidal waters — and inside the Historic District, removing a tree here is not always as simple as it looks. We help you determine whether a city or county permit, or a replanting plan, is required before any saw touches the trunk. That local knowledge keeps you compliant and protects the Bay we all share.

From your first call to the final cleanup, we keep the process simple and transparent. A licensed estimator walks your property, flags any Critical Area or Historic District considerations, and gives you a clear written quote — usually within a day or two. On removal day, our crew protects your roof, fence, landscaping, and the trees you want to keep, then chips the brush, hauls away every bit of debris, and can grind the stump the same visit so your yard is ready to use again.

Our tree services in Annapolis

From routine takedowns to 4 a.m. storm emergencies, we offer a full range of tree care. Need the stump gone too? We pair removals with stump grinding so your yard is ready to replant or relandscape.

Why local, licensed & insured matters

Hiring an out-of-town outfit or an unlicensed handyman is how Annapolis homeowners end up with a damaged roof or a Critical Area fine. Here's what sets a local, credentialed crew apart.

Licensed & insured

Every job runs under a Maryland Licensed Tree Expert (Maryland LTE-0000) with full liability and workers' compensation — so an accident on your property is never your financial problem.

Critical Area expertise

We know the Chesapeake Bay buffer, Historic District review, and city-versus-county permit rules — and handle the paperwork so your removal stays compliant from the start.

24/7 emergency response

When a derecho or nor'easter drops a limb on your roof at 2 a.m., the same licensed crew answers and dispatches — and documents the damage for your insurance claim.

Neighborhoods we serve

We're a true Annapolis service-area business, covering the city and the communities around it — from the peninsulas hugging Spa Creek and the Severn to the wooded lots inland. Find your neighborhood below, or see our full service area.

Request your free estimate

Tell us about your tree and we'll get right back to you with a clear, written quote — no obligation, no pressure.

  • Free, no-pressure written estimates
  • Licensed & insured Maryland LTE crews
  • Serving Annapolis ZIPs 21401 / 21403 / 21409

Prefer to talk it through? Call (540) 422-2198 any time.

Required field

Prefer to talk? Call (540) 422-2198

Frequently Asked Questions

Are you licensed and insured?
Yes — we hold a Maryland Licensed Tree Expert credential (Maryland LTE-0000) and carry full liability and workers' comp insurance. Ask for our certificate before any work begins.
Do you offer free estimates?
Yes, every estimate is free and no-obligation. Call us or request a quote online and we will give you a clear, written price.
Do you handle emergencies?
Yes — we provide 24/7 emergency and storm-damage response across Annapolis, including trees down on homes, driveways, and power lines.
How much does tree removal cost?
Most Annapolis jobs run $400–$1,900, averaging about $1,100, depending on the tree's size, lean, access, and proximity to structures.