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Groundskeeper-Trail Maintenance

Chesapeake, VA

Job Description

Parks, Recreation and Tourism is seeking a motivated, outgoing individual that enjoys working outside and can provide exemplary customer service.

Grounds Maintenance team promotes and improves the appearance and safety of the City's outdoor areas including trails, parks, recreation and municipal facilities, landscaping, athletic fields, open space, and various other outdoor sites within the City. This position will assist with Trail maintenance, landscaping, mowing, tree work and repair and construction of facility grounds, in addition to supporting city-wide special event logistics.

Overall primary tasks include but are not limited to:

  • Provides exceptional internal and external customer service to a diverse population; responds to requests for services and inquires, as directed by supervisor that meets the expectations of the City's Customer Service and CARES Initiative.

  • Operates various commercial lawn and garden equipment, tractor, chain saw, pole saw, sprayer, City vehicles, common hand and power tools.

  • Maintains trails, trees, landscaping, grounds, sidewalks, fixtures, fences, playgrounds, shorelines, ballfields and parking lots surrounding all City facilities.

  • Performs responsible skilled and semi-skilled work in repair, maintenance and care of grounds, trails, trees, equipment, irrigation systems, recreation facilities and structures.

  • Provides logistical support for City sponsored functions and special events; set-up and breakdown tents, fencing, barricades, trash disposal

  • Custodial duties to include cleaning bathrooms, floors, etc. as well as stocking with supplies. Cleans and removes trash and debris from outdoor sites.

  • Monitors and inspects areas for safety hazards and repairs;

  • Submits work order request, maintains related forms and records. Assists with completing and maintaining various routine forms and documents.

The City of Chesapeake offers an exceptional range of benefits. Please browse our Benefits Brochure, for a full list of benefits and employee perks.
#GroundskeeperPDN-a240e735-0b93-4f29-97b6-7f914f39e3d1
Parks, Recreation and Tourism is seeking a motivated, outgoing individual that enjoys working outside and can provide exemplary customer service.

Grounds Maintenance team promotes and improves the appearance and safety of the City's outdoor areas including trails, parks, recreation and municipal facilities, landscaping, athletic fields, open space, and various other outdoor sites within the City. This position will assist with Trail maintenance, landscaping, mowing, tree work and repair and construction of facility grounds, in addition to supporting city-wide special event logistics.

Overall primary tasks include but are not limited to:

  • Provides exceptional internal and external customer service to a diverse population; responds to requests for services and inquires, as directed by supervisor that meets the expectations of the City's Customer Service and CARES Initiative.

  • Operates various commercial lawn and garden equipment, tractor, chain saw, pole saw, sprayer, City vehicles, common hand and power tools.

  • Maintains trails, trees, landscaping, grounds, sidewalks, fixtures, fences, playgrounds, shorelines, ballfields and parking lots surrounding all City facilities.

  • Performs responsible skilled and semi-skilled work in repair, maintenance and care of grounds, trails, trees, equipment, irrigation systems, recreation facilities and structures.

  • Provides logistical support for City sponsored functions and special events; set-up and breakdown tents, fencing, barricades, trash disposal

  • Custodial duties to include cleaning bathrooms, floors, etc. as well as stocking with supplies. Cleans and removes trash and debris from outdoor sites.

  • Monitors and inspects areas for safety hazards and repairs;

  • Submits work order request, maintains related forms and records. Assists with completing and maintaining various routine forms and documents.

The City of Chesapeake offers an exceptional range of benefits. Please browse our Benefits Brochure, for a full list of benefits and employee perks.
#GroundskeeperPDN-a240e735-0b93-4f29-97b6-7f914f39e3d1

About City of Chesapeake

Chesapeake, Virginia is a vibrant community that enjoys the best of two worlds, one of urban variety, culture, and excitement, and another of rural landscapes and relaxed living. 

Located 20 minutes from the oceanfront, 15 minutes from downtown Norfolk, and 45 minutes from Colonial Williamsburg and the Outer Banks of North Carolina, Chesapeake is the perfect place in which to live, work, and raise a family. 

Home to beautiful parks, lakes, and rivers, Chesapeake has more miles of deepwater canals (part of the Intracoastal Waterway) than any other city in the country! 

The City of Chesapeake was formed through the merger of the City of South Norfolk and Norfolk County in 1963. It’s a community of communities, with each having its own distinctive history. 

Over the last decade, many national and international companies have taken advantage of the City’s ports, atmosphere, and highly qualified labor market by relocating to Chesapeake. 

Chesapeake’s neighborhoods offer a variety of comfortable housing alternatives, from apartments and town homes, to single-family residences and executive homes. The City is consistently ranked by the FBI as one of the safest U.S. cities (with populations over 150,000), which lends to the safe, community atmosphere that residents enjoy.

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City of Chesapeake
Groundskeeper-Trail Maintenance
City of Chesapeake
Chesapeake, VA
Jul 14, 2026
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