The best walks and hikes around Bennington

Yes, the region offers several great options for families. The Mile-Around-Woods Loop — Bennington is a very popular and gentle walk through woodlands. For a lakeside experience, the Healing Springs Nature Trail at Lake Shaftsbury State Park is another accessible and enjoyable choice for all ages.

Many trails in the Bennington area are dog-friendly, provided your dog is leashed and you clean up after them. The Mile-Around Woods is a local favorite for dog walkers. For a more challenging outing with your canine companion, consider the trails within the Green Mountain National Forest, but always check specific regulations for the area you plan to visit.

For panoramic views, the hike up Harmon Hill is a classic choice, offering a rewarding vista over Bennington and the Taconic Range from its open summit. The Bennington Area Trail System (BATS) on Mount Anthony also provides excellent viewpoints of the Vermont Valley and the Bennington Battle Monument.

Yes, the area has several strenuous hikes. The trek up Glastonbury Mountain is a significant challenge that takes you into a remote wilderness area. Another difficult option is the ascent to Bald Mountain — Bennington, which involves a considerable climb to its summit.

The terrain is quite varied. You'll find everything from gentle, wide paths in places like the Mile-Around Woods to steep, rocky, and root-covered trails on mountain ascents. Most hikes involve passing through dense forests of the Green Mountains, with some routes opening up into meadows or exposed summits.

Yes, there are several loop trails. Woodford State Park features a scenic 2.7-mile trail that circles the Adams Reservoir. For a shorter, easier loop, the Mile-Around Woods is an excellent option. Many other routes can be combined to form loops within the extensive trail networks.

Dressing in layers is key, as weather in the Green Mountains can change quickly. Always wear sturdy hiking shoes with good grip. We recommend moisture-wicking clothing and bringing a waterproof jacket, even if the forecast is clear. In bug season, long sleeves and pants are advisable.

Most trails in the Bennington area offer spectacular fall colors, typically peaking in early to mid-October. Hikes that lead to an open viewpoint, such as Harmon Hill or trails within the Bennington Area Trail System, are particularly rewarding as they provide sweeping views of the colorful landscape.

Yes, you can walk a path with literary history on the Robert Frost Trail, located near the poet's former home. Additionally, many trails in the area, like the Maple Hill via the Appalachian Trail — Bennington, follow sections of the historic Appalachian and Long Trails.

Most designated trailheads have parking areas, though they can fill up on weekends. For popular hikes like Harmon Hill, there is a dedicated lot off Route 9. State Parks like Woodford and Lake Shaftsbury have ample parking, though an entry fee may be required. It's always best to arrive early to secure a spot.

The trails around Bennington are well-regarded by the komoot community, with an average rating of 4.2 stars. Hikers often praise the beautiful woodland scenery, the variety of trails available, and the rewarding views from the summits.

While the region is rich in natural beauty with many streams and ponds, major waterfalls are not a primary feature of the trails directly surrounding Bennington. Hikes here are better known for their forest scenery and mountain vistas.