A bird sitting on a nest of eggs.

Hiking Near West Brattleboro, Vermont

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.

Dorothea's Way

Hike Route

Dorothea's Way

easy
1.01 mi
+159 ft
Beaver Pond Loop

Hike Route

Beaver Pond Loop

easy
1.88 mi
+136 ft
Black Mountain Loop

Hike Route

Black Mountain Loop

moderate
3.09 mi
+988 ft
Hogback Mountain

Hike Route

Hogback Mountain

easy
2.4 mi
+265 ft
Bishop Trail to Firetower

Hike Route

Bishop Trail to Firetower

easy
2.08 mi
+488 ft
Windmill Ridge to Putney Mountain

Hike Route

Windmill Ridge to Putney Mountain

easy
0.57 mi
+168 ft
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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.

Haystack Mountain and Mount Snow

Hike Route

Haystack Mountain and Mount Snow

strenuous
11.64 mi
+2,406 ft
Northfield Mountain Trails

Hike Route

Northfield Mountain Trails

Cave
strenuous
11 mi
+2,200 ft
Robert Frost Trail

Hike Route

Robert Frost Trail

Birding
strenuous
43.37 mi
+7,005 ft
Stratton Mountain and Pond

Hike Route

Stratton Mountain and Pond

strenuous
11.07 mi
+2,184 ft
Long Trail to Glastenbury Lookout

Hike Route

Long Trail to Glastenbury Lookout

extreme
19.05 mi
+4,561 ft
Monadnock - Sunapee Greenway

Hike Route

Monadnock - Sunapee Greenway

Birding
strenuous
48.01 mi
+10,460 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.

West River Trail: Lower Section

Hike Route

West River Trail: Lower Section

easy
7.11 mi
+89 ft
Pisgah State Park Ridge Loop

Hike Route

Pisgah State Park Ridge Loop

Fall Colors
moderate
7.8 mi
+1,242 ft
Leyden Blueberry Fields

Hike Route

Leyden Blueberry Fields

Birding
moderate
5.5 mi
+995 ft
Goose Pond and Drummer HIll

Hike Route

Goose Pond and Drummer HIll

moderate
6.45 mi
+734 ft
Corridor 9 to Dome Mountain

Hike Route

Corridor 9 to Dome Mountain

strenuous
8.35 mi
+1,984 ft
West River Trail to Hamilton Falls

Hike Route

West River Trail to Hamilton Falls

moderate
6.2 mi
+774 ft