White Dot Trail, Mount Monadnock, Jaffrey, NH

See more in our guide to 55 Amazing New England Hikes.

This 1.66-mile hike up the 3,165-foot-high (and very windy) Mount Monadnock is one of the most popular trails in North America, so go on a weekday to avoid the crowds.

Level: Advanced | Distance from Boston: 84 miles
Jaffrey, NH, 603-532-8862, website.

Photo by Jen Penningroth

Photo by Jen Penningroth

hike iconInstagram-worthy views