Hiking TrailsUnited States of AmericaKillington Village, Vermont

Hiking Trails
Near Killington Village, Vermont

Regional Classics Icon

Regional Classics

Discover the must-do hikes in the area, handpicked and curated by local experts who know the trails best. These routes are beloved for good reason, offering standout scenery, rewarding terrain, and detailed descriptions with tips that tell you exactly what to expect. Whether you are visiting for the first time or are a local doing them on repeat, they offer a reliable and memorable hiking experience.

The Long Trail (Division 6)

Classic Hike Route

The Long Trail (Division 6)

Birding
moderate
19.55 mi
+3,600 ft
The Long Trail (Division 5)

Classic Hike Route

The Long Trail (Division 5)

Birding
strenuous
22.7 mi
+6,218 ft
The Long Trail (Division 7)

Classic Hike Route

The Long Trail (Division 7)

Birding
strenuous
20.85 mi
+6,698 ft
The Long Trail (Division 4)

Classic Hike Route

The Long Trail (Division 4)

Birding
strenuous
19.67 mi
+3,325 ft
The Long Trail (Division 8)

Classic Hike Route

The Long Trail (Division 8)

Birding
strenuous
17.28 mi
+4,679 ft
Shorter Routes icon

Shorter Routes

These hikes keep it under 5 miles and climb less than 1,500 feet, making them ideal for quicker outings or lower-key days. Perfect for a morning stretch, a casual afternoon, or getting outside without committing to a big push. Don’t let the stats fool you — many still pack in great views and rewarding moments.

Thundering Falls to Kent Pond

Hike Route

Thundering Falls to Kent Pond

easy
3.45 mi
+482 ft
Kent Brook Loop

Hike Route

Kent Brook Loop

easy
1.4 mi
+232 ft
Pesky Cairn

Hike Route

Pesky Cairn

easy
3.81 mi
+377 ft
Deer Leap Overlook

Hike Route

Deer Leap Overlook

Birding
moderate
1.87 mi
+561 ft
Deer Leap Loop

Hike Route

Deer Leap Loop

moderate
3.06 mi
+1,025 ft
Hutchins Hill

Hike Route

Hutchins Hill

easy
3.1 mi
+418 ft
Logo

Adventurous Routes

These routes go beyond 10 miles and are built for days when you want to cover more ground and push a little deeper. Expect longer distances, more effort, and bigger payoffs — whether that’s remote terrain, summit views, or a full-day challenge. Ideal for hikers looking to go farther and stay out longer.

The Long Trail (Division 6)

Classic Hike Route

The Long Trail (Division 6)

Birding
moderate
19.55 mi
+3,600 ft
The Long Trail (Division 5)

Classic Hike Route

The Long Trail (Division 5)

Birding
strenuous
22.7 mi
+6,218 ft
The Long Trail (Division 7)

Classic Hike Route

The Long Trail (Division 7)

Birding
strenuous
20.85 mi
+6,698 ft
Baker Peak and Griffith Lake

Hike Route

Baker Peak and Griffith Lake

strenuous
10.1 mi
+2,454 ft
Oak Ridge to Mount Moosalamoo

Hike Route

Oak Ridge to Mount Moosalamoo

strenuous
12.25 mi
+2,546 ft
The Long Trail (Division 4)

Classic Hike Route

The Long Trail (Division 4)

Birding
strenuous
19.67 mi
+3,325 ft

Other Nearby Routes

Not finding what you're looking for? These additional nearby hikes offer more ways to get outside and explore the area. With a mix of lengths, difficulty levels, and terrain, you're likely to find something that fits your plans for the day. And remember, you can always use the onX Route Builder to create your own adventure from scratch.

Killington Loop

Hike Route

Killington Loop

moderate
5.03 mi
+1,785 ft
Pico Peak via Sherburne Pass Trail

Hike Route

Pico Peak via Sherburne Pass Trail

Birding
strenuous
5.41 mi
+1,804 ft
Sherburne Loop

Hike Route

Sherburne Loop

strenuous
7.18 mi
+1,866 ft
Bucklin Trail to Killington Peak

Hike Route

Bucklin Trail to Killington Peak

strenuous
7.24 mi
+2,472 ft
Pinnacle Overlook

Hike Route

Pinnacle Overlook

strenuous
8.23 mi
+2,523 ft
Ludlow Mountain

Hike Route

Ludlow Mountain

strenuous
5.84 mi
+1,938 ft