Hiking Trails & Parks in Rupert, Vermont
17 hiking & walking trails and 0parks, recreation areas & campgrounds in Rupert, located in Bennington County, Vermont. Free trail map for every listing.
About Outdoor Recreation in Rupert, Vermont
Rupert offers 17 mapped hiking trails and 0 federally managed parks within the city or nearby. Located in Bennington County, Vermont, it’s a starting point for hikers, campers, and casual nature seekers.
Explore more nearby: Bennington County overview, all Bennington County trails, or statewide Vermont list.
Hiking Trails in Rupert
Curated Guides for Rupert
Frequently Asked Questions
Are there hiking trails in Rupert, Bennington County, Vermont?
Yes — we have 17 mapped hiking and walking trails in Rupert, Bennington County, Vermont, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the best hiking trail in Rupert, Bennington County, Vermont for families?
Delaware and Hudson Railway Washington Branch near Rupert is one of the best family picks in Rupert, Bennington County, Vermont — easy difficulty, short enough for kids and first-timers. See the full family hiking guide below for more options.
Is there a trail map for Rupert, Bennington County, Vermont?
Each of the 17 trails in Rupert, Bennington County, Vermont has its own page with an interactive map, GPS coordinates, and a link to view it on OpenStreetMap — no app or account needed.
What parks and recreation areas are in Rupert, Bennington County, Vermont?
We don't have parks or recreation areas mapped in Rupert, Bennington County, Vermont yet.
Can I go camping in Rupert, Bennington County, Vermont?
We don't show any campgrounds with mapped campsites in Rupert, Bennington County, Vermont right now — check the county level for more camping options nearby.
Where can I find hiking trails and parks near Rupert, Bennington County, Vermont?
Browse all hiking trails, walking trails, parks, and campgrounds across Bennington County for more options beyond Rupert, Bennington County, Vermont.
From the OutsideAtlas Blog
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Vermont's best hikes to named waterfalls — from short family-friendly viewpoints to all-day cascade chasing.