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Hilly Trails & Hill Workouts in Vermont

Vermont has 15 trails with hills and elevation in this directory, across 12 cities and towns — Burlington, Colchester, Bennington, Brattleboro and 8 more. Climbing and vert — hill repeats, and the strength flat running never builds.

Labels come from each trail's own listing, its website and runners' reviews. Conditions change with the weather and the season, and gates and lights follow the park's own hours, so check a recent review before you drive out.

Every one in Vermont

Use the filters to narrow these by surface, loop, distance, shade, lighting, restrooms, water and parking.

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VINS Nature Center

4.8 ★★★★★ 1,703 reviews

Quechee, VT

BoardwalkShadedLitScenic

Nature center offering exhibits on birds and dinosaurs, a canopy walk, nature trails, and educational programs.

Mt Ascutney State Park

4.7 ★★★★★ 545 reviews

Windsor, VT

1 miNatural surfaceScenicDog-friendly

Park where steep trails through hardwood forests lead to panoramic views from Mt. Ascutney's summit.

Pine Hill Park

4.7 ★★★★★ 497 reviews

Rutland, VT

Natural surfaceShadedScenicDog-friendly

Many hiking & mountain-biking trails traverse this large wooded park with some scenic views.

Living Memorial Park

4.6 ★★★★★ 417 reviews

Brattleboro, VT

ScenicDog-friendly

Recreational destination with playgrounds, pools and hiking trails, plus a dog park.

Ethan Allen Park

4.6 ★★★★★ 366 reviews

Burlington, VT

PavedScenicDog-friendly

Large, scenic historic area with shady trees & many trails, plus the Ethan Allen tower.

The Salmon Hole on the Winooski River

4.4 ★★★★☆ 228 reviews

Burlington, VT

Scenic

Picturesque waterfront park featuring fishing, swimming and a riverside trail.

Shelburne Bay Park

4.7 ★★★★★ 131 reviews

Shelburne, VT

3 miLoopMixedScenic

Kid- and dog-friendly hiking area featuring scenic lake views and picnic tables.

Sucker Brook Hollow Trail

4.6 ★★★★★ 130 reviews

Williston, VT

2 miNatural surfaceScenicDog-friendly

Marked trail for hikers to reach a lookout with bench seating and valley views.

Prospect Rock Trail

4.5 ★★★★★ 107 reviews

Manchester Center, VT

Natural surfaceScenic

Steep trail to a rocky overlook of the valley, plus a waterfall and streams along the way.

Sunny Hollow Trails

4.7 ★★★★★ 76 reviews

Colchester, VT

Dog-friendly

White Rocks

4.6 ★★★★★ 71 reviews

Bennington, VT

Natural surfaceScenic

Kid-friendly hiking area featuring climbing opportunities and serene views.

Lamoille River Walk Ritchie Ave Trailhead

4.6 ★★★★★ 49 reviews

Milton, VT

1.5 miScenicDog-friendly

Popular trail alongside the Lamoille River featuring fern and wildflower displays.

Rock Point Trail Loop

4.8 ★★★★★ 34 reviews

Burlington, VT

LoopNatural surfaceScenic

Black Mountain Natural Area

4.8 ★★★★★ 26 reviews

Dummerston, VT

3 miLoopNatural surfaceScenic

Village Park

4.8 ★★★★★ 12 reviews

Colchester, VT

1 miLoopShadedDog-friendly

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Every running trail in the town, not just the ones with hills and elevation.

See hilly trails & hill workouts across the whole country, or every running trail in Vermont. You can also browse the other features or start from surface.