Hiking TrailsUnited States of AmericaWebster, New Hampshire

Hiking Trails
Near Webster, New Hampshire

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.

Mount Kearsarge via Rollins Trail

Classic Hike Route

Mount Kearsarge via Rollins Trail

Dogs Allowed
moderate
1.06 mi
+350 ft
Mount Kearsarge via Winslow Trail and Barlow Trail

Classic Hike Route

Mount Kearsarge via Winslow Trail and Barlow Trail

Dogs Allowed
strenuous
2.43 mi
+1,103 ft
Belknap Mountain via East Gilford Trail

Classic Hike Route

Belknap Mountain via East Gilford Trail

Fall Colors
strenuous
3.77 mi
+1,272 ft
Mount Cardigan via West Ridge Trail

Classic Hike Route

Mount Cardigan via West Ridge Trail

Birding
strenuous
2.71 mi
+1,208 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.

JIm Hill River Walk through Lehtinen Park

Hike Route

JIm Hill River Walk through Lehtinen Park

easy
2.96 mi
+47 ft
Contoocook River Park Loop

Hike Route

Contoocook River Park Loop

easy
1.15 mi
+38 ft
Chandler Reservation Loop

Hike Route

Chandler Reservation Loop

moderate
3.73 mi
+1,034 ft
Mount Kearsarge via Rollins Trail

Classic Hike Route

Mount Kearsarge via Rollins Trail

Dogs Allowed
moderate
1.06 mi
+350 ft
Mount Kearsarge via Winslow Trail and Barlow Trail

Classic Hike Route

Mount Kearsarge via Winslow Trail and Barlow Trail

Dogs Allowed
strenuous
2.43 mi
+1,103 ft
Sweatt Preserve Loop

Hike Route

Sweatt Preserve Loop

easy
1.14 mi
+98 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.

Fox Forest Perimeter

Hike Route

Fox Forest Perimeter

strenuous
10.07 mi
+1,464 ft
Belknap Range Trail

Hike Route

Belknap Range Trail

Less Crowded
strenuous
11.57 mi
+3,466 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.

Mount Kearsarge via Lincoln Trail

Hike Route

Mount Kearsarge via Lincoln Trail

Dogs Allowed
strenuous
7.63 mi
+2,185 ft
Mount Sunapee via Newbury Trail

Hike Route

Mount Sunapee via Newbury Trail

Lake
strenuous
6.59 mi
+2,070 ft
The Pinnacle and Coit Mountain

Hike Route

The Pinnacle and Coit Mountain

moderate
5.89 mi
+994 ft
Mt. Cardigan Super Loop

Hike Route

Mt. Cardigan Super Loop

Birding
strenuous
8.75 mi
+3,222 ft
Cole, Butternut and Anderson Pond Loop

Hike Route

Cole, Butternut and Anderson Pond Loop

moderate
7.97 mi
+1,008 ft
Crotched Moutnain Loop

Hike Route

Crotched Moutnain Loop

strenuous
5.84 mi
+2,026 ft