Remote & hybrid jobs in Bennington, Vermont
1 openings tied to Bennington. Includes telework-eligible roles open to residents of the metro area.
Bennington is a deeply established part of Vermont's job market, with active hiring across financial services and healthcare administration. Over the past several years, employers based in Bennington have widened their remote and hybrid offerings — partly to compete for talent against fully distributed companies, and partly because workers in the area have made it clear they want flexibility.
The listings below include three kinds of openings: fully remote roles where you can work from anywhere in Vermont, hybrid roles with one to three on-site days per week (typically at an office somewhere in the Bennington metro), and telework-eligible federal or state positions tied to a duty station near Bennington. Each card shows the work type so you can filter visually as you scroll.
Government Contracts Analyst (Onsite)
Government Contracts Analyst role with Maple Grove Cooperative, based in Bennington, Vermont. Primarily on-site with telework on Fridays. Strong communication, organization, and follow-through required.
Local context for Bennington job seekers
If you're applying from Bennington, three pieces of context tend to matter most when negotiating a remote or hybrid role. First, cost-of-living adjustments: some national employers tier salaries by metro, so be ready to confirm whether Bennington sits in a "national," "secondary," or "high-cost" band. Second, time zone: workers in Bennington typically operate on Vermont business hours, which may align well with east-coast headquarters or require some early-morning or late-evening overlap with west-coast teams. Third, if a hybrid role expects on-site days, ask which office — the Bennington metro often has multiple campuses, and your daily commute can change dramatically depending on which one you're assigned to.
For broader context, our Vermont overview covers state-wide trends, top employers, and tax considerations for remote workers. The remote work guide goes deeper on home-office setup, communication norms, and the practical day-to-day of distributed work.
Nearby cities
Don't see what you want? Try expanding the search to nearby cities in Vermont: