Easy Hikes
Thundering Brook Falls
Appalachian Trail • 1.6 mi RT • Easy
The sixth-tallest waterfall in Vermont, on a short boardwalk-aided spur off the AT. Dog-friendly on leash. $5 day-use fee at Gifford Woods.
Kent Pond Loop
Gifford Woods SP • Short & scenic
An easy loop through Gifford Woods that connects to the Appalachian Trail and Thundering Brook.
Moderate & Difficult Hikes
Deer Leap Overlook
From Sherburne Pass • Moderate
Views of Pico and Killington from a dramatic clifftop overlook. The most popular trail in the area — 4.7 stars with 2,200+ AllTrails reviews.
Killington Peak Loop
4,229 ft summit • Strenuous
The second highest peak in Vermont, with views to the White Mountains on clear days. 4.4 stars with 1,100+ reviews.
Pico Peak via Sherburne Pass
Long • Designated campsites
A double-summit route with designated AT campsites en route. 4.7 stars on AllTrails.
Blue Ridge Mountain
Moderate
Peek-a-boo views above the treeline on a quieter, less-trafficked Green Mountain summit.
Download your AllTrails maps before heading out — cell coverage is spotty on most summits. Bring poles and extra layers; trails can be muddy after rain. The Bucklin Trail off Wheelerville Rd is the most forgiving route to Killington Peak.