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Boston Trails

Hike Like a Local in Boston

Beantown: city of colonial history, collegiate culture, and premium access to the mighty peaks of New Hampshire—but not a ton of hiking within city limits. Luckily, Hub hikers can easily go from Government Center to New England summits for the day, with hike options ranging from waterfalls to lakes to peakbagging missions—sometimes all in the same hike.

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Durand Ridge, Presidential Range, NH

Miles 7.5 (out and back) Drive from town 3 hours

You have to look hard in New England to find good cliff-top hiking, but Mt. Adams’s Durand Ridge scratches that itch. A short trek from Adams’s 5,774-foot summit, the ridge hugs the rim of King Ravine, a vertiginous route by New Hampshire standards. The 3.8-mile Air Line Trail that leads to the ridge is a burly dayhike in the Presidential Range: The occasional rock scramble keeps things interesting, while a series of flatter sections offers a quick breather in between. Aim for clear, sunny days and you’ll be treated to panoramic views of the tallest peaks for 800 miles. Trailhead Appalachia Info

Mount Pyramid Trail, White Mountain National Forest, NH

Miles 10.4 (lasso loop) Drive from town 2 hours 30 minutes

There are few better ways to spend a day in the White Mountains than by bagging three-headed Tripyramid—and it really takes all day. This east-west trek gains and loses elevation over and over again. Start with the North Slide—accessed from Livermore Trail—and ascend a class 2 friction slab so notorious the AMC’s White Mountain Guide advises against hiking it in rain or snow. From there, head south, stopping for a photo break at North Peak (at 4,163 feet, the tallest of the three) and for lunch atop Middle Peak. You may be lucky enough to find a runoff stream near the peaks, but don’t count on it (pack all your water). After descending South Slide, reconnect to Livermore Trail. Trailhead Livermore (Waterville Valley) Info

Middlesex Fells Reservation

Miles Choose your own adventure Transit from town 45 minutes by MBTA Orange Line (Oak Grove)

Boston is known for its, um, friendly and effusive drivers. Thankfully, the urban soundtrack doesn’t cut deep into this 2,575-acre wood. Strike out on a trail in any direction to find boulders, bodies of water, and great spots to hang a hammock, have a sandwich, and relax for a few hours. Trailhead South Border Road Info

Spectacle Island

Head down to Long Wharf North and catch the 20-minute ferry (runs May to October) to Boston Harbor’s Spectacle Island. Nearly 5 miles of walking paths crisscross the 105-acre island, and Boston’s skyline looks downright spectacular against the midday sun.

Where to Buy Gear in Boston: Hilton’s Tent City

Best Local Hikes Boston food
Pre-hike muffin

Where to Eat in Boston

The Magnificent Muffin & Bagel Shoppe in Somerville has baked goods for the pre-hike drive.

Best Local Hikes Boston gear

Don’t forget: Don’t let snow and ice shut down your hiking season. Pick up a pair of lightweight trail spikes—they’re a lifesaver in the White Mountain winter. 

Best local hikes Boston scout

Our Scout: Dan Nelson

How to Pack for Backcountry Skiing

Get to know the winter safety gear you need in your pack.