The 3 Best Tree Services Around Winchester

The U.S. tree-service industry is on a growth trajectory, with revenue climbing at a 5.8 percent CAGR to an estimated $35.6 billion in 2024, as homeowners invest in storm cleanup, hazard mitigation and landscape enhancement. At the same time, more than 143,000 specialized tree-care businesses operate nationwide, underscoring both the demand for—and the competition among—local arborists. In Winchester, these companies distinguish themselves by combining safety, skill and customer focus in every climb, cut and removal.

Old Town Tree & Landscaping

Ben Heslep built Old Town Tree & Landscaping from the ground up, bringing over 15 years of professional climbing and arboriculture experience to Winchester’s neighborhoods. Licensed and insured, the team specializes in low-impact pruning (no spikes) and precise removals using both climbing techniques and fleet equipment that protects lawns. Clients praise their transparent quotes and the company’s commitment to industry-leading safety standards on jobs from routine trims to emergency storm damage response.

Hop Skip And A Stump LLC

Adam Durbin focuses exclusively on stump grinding and removal, operating two grinders that handle projects of any size across Winchester and surrounding areas. A HomeAdvisor profile notes his seven years in business, 100 percent recommendation rate and specialty in locking down root systems below grade, freeing yards for new plantings. As a licensed and insured sole contractor, he’s become the go-to resource when homeowners need fast, precise stump solutions.

Smelser’s Tree Service LLC

Smelser’s Tree Service delivers 24/7 emergency storm cleanup alongside routine tree removal, pruning, stump grinding, wood-chip delivery and firewood sales smelserstreeservice.net. Their crew—licensed in both Virginia and West Virginia—uses commercial-grade equipment to clear hazards swiftly after high-wind events, then transitions to planned maintenance and landscape-enhancement projects. With around-the-clock availability and free estimates, Smelser’s ensures property owners keep both safety and curb appeal top of mind.

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