RidgeSyncHiking in Bennington & the Southwest Corner
Vermont's southwest corner, where the Long Trail starts at the Massachusetts line and climbs immediately. Mount Anthony and the Bald Mountain trails give short, steep access from town.
All 11 trails in Bennington & the Southwest Corner
Sorted by popularity. Every distance and elevation figure below is computed from the trail-snapped route geometry, not estimated from a map.
| Trail | Distance | Gain | Difficulty |
|---|---|---|---|
| Bald Mountain Trail | 7.7 mi | 2,122 ft | Strenuous |
| Mount Anthony via Summit Trail | 2.3 mi | 1,238 ft | Moderate |
| Dome Trail | 5 mi | 1,700 ft | Hard |
| Dome 2/3 Summit Trail | 6.4 mi | 1,605 ft | Hard |
| Glastenbury Mountain via West Ridge Trail | 17.5 mi | 3,149 ft | Strenuous |
| Mount Anthony via unmaintained | 3.5 mi | 555 ft | Moderate |
| Ursa Way | 2.4 mi | 785 ft | Moderate |
| West Ridge Trail | 8.9 mi | 1,768 ft | Strenuous |
| Summit Trail and Zaphod's Run Loop | 1.7 mi | 692 ft | Easy |
| Zaphod's Run | 1.4 mi | 620 ft | Easy |
| Grime's Grind | 2.8 mi | 576 ft | Moderate |
Frequently asked questions
How many hiking trails are there in Bennington & the Southwest Corner?
RidgeSync maps 11 hiking routes in Bennington & the Southwest Corner, totalling about 60 miles with an average of 1,346 ft of elevation gain per hike.
What is the hardest hike in Bennington & the Southwest Corner?
Glastenbury Mountain via West Ridge Trail climbs the most, at 3,149 ft of gain over 17.5 miles.
What is the longest hike in Bennington & the Southwest Corner?
Glastenbury Mountain via West Ridge Trail is the longest mapped route at 17.5 miles.
When is the best time to hike in Bennington & the Southwest Corner?
Late June through mid-October is the reliable window, and late September through mid-October is usually the best of it. Green Mountain Club and Vermont Forests, Parks & Recreation ask hikers to stay off trails above 2,500 ft during mud season, roughly mid-April through Memorial Day.