An autumn leaf in the foreground with hikers on the trail

In this long exposure, the motion of these hikers are blurred as they descend from the Mount Greylock summit on the Cheshire Harbor Trail on Monday during the annual Greylock Ramble.

ADAMS — Carol Booth woke up at 5 a.m. Monday to drive three hours from her home in New London, Conn., to hike up Mount Greylock.

She was one of more than a thousand people who hiked several miles up Cheshire Harbor Trail to the summit, the highest point in the state at 3,491 feet, as part of the 53rd Greylock Ramble. Others drove to the top.

When Booth reached the summit around 11 a.m. and went into Bascom Lodge, she went to get her certificate of completion — an event tradition — and she found she was the oldest person so far that day to hike to the summit. Event organizers keep track of the oldest and youngest hikers, and later in the day, organizers recorded a 90-year-old hiker completing the trek.

Booth, 79, grew up in Adams and has been coming to the Ramble event for the past eight or nine years, she said. In the early years of the event, she said, her dad used to sign hikers’ certificates of completion.

Two people hike with two siberian huskies

Michael Ferrara and Emmie Cellana walk up the Cheshire Harbor Trail with their Siberian huskies Jasper and Skye as they ascend to the summit of Mount Greylock on Monday during the Mount Greylock Ramble.

“Things like this that are multi-generational and build community I really think are worth supporting,” she said.

The annual trek started in 1965 as a way to bring in visitors during the fall foliage season. Now, ProAdams, a nonprofit volunteer organization started by residents to promote the town, organizes the event. The event was officially canceled last year because of the pandemic, but some still made the trip up the mountain. This fall, the Ramble was back.

People of all ages walked on the trail that was carpeted in bright yellow and dark red leaves. Boots slogged through mud and navigated slick rocks. Babies were carried up in backpack carriers, dogs were taken on leashes, and one pug got carried down a slippery rock strapped to a hiker’s chest.

Minutes into the hike, a toddler sat down on side of the trail and declared he was taking a break. In Massachusetts fashion, one woman sipped a Dunkin’ iced coffee as she made her way up the mountain. There was plenty of leaf-peeping on the trail, with some trees hanging onto their yellow and orange leaves.

About halfway to the summit, Mary Wigmore took a break. She grew up in North Adams, and she and her brothers would do the hike every year. “It was something to do — it was the Ramble,” she said. But until Monday, she had not been back to the event in decades.

Greylock trail colors

There was plenty of leaf peeping along the Cheshire Harbor Trail on Monday during the the 53rd Greylock Ramble.

“I think it’s a great way to celebrate the Berkshires,” she said. She also appreciates the hardwood trees on Greylock. “It’s just a beautiful ecosystem,” Wigmore said.

As hikers ascended higher toward the peak, the weather got more foggy and wet. “Oh well,” one hiker said as he walked out of forested area into a clearing near the summit, only to be greeted by fog. At the summit, fog clouded the panoramic view.

The weather may have dampened turnout, said Tom Whalen, who was sitting with his wife, Cheryl Whalen, in Bascom Lodge giving hikers their certificates of completion. As of 11:22 a.m., 240 hikers reported their climbs to the organizers, he said. But, turnout picked up in the afternoon. By 4 p.m., event organizers reported that 1,691 people picked up certificates at the summit.

Hikers get their certificates

From left, Kiersten Hartwig, 9, his uncle Steve, and sister Josephine, 16, get their certificates for climbing Mount Greylock on Monday during the annual Greylock Ramble. Not shown is Jackie Hartwig, who also made the hike with the group.

In addition to the oldest and youngest hikers, organizers keep track of the first person to reach the summit and the person who traveled the greatest distance for the event. One hiker reported coming from Italy and another from Anchorage, Alaska, Whalen said.

Though it was foggy, there was still a sense of local pride and love for the event.

Janice Ward and her sister, Karen Isbell, and niece, Jessica Isbell, were one of many taking shelter from the light drizzle and fog in Bascom Lodge at lunchtime.

Ward, a Pittsfield resident who grew up in Cheshire, has done the Ramble many times — “28 if I had to guess,” she said.

The trail is peaceful, she said, and she likes coming to the mountaintop.

“It never gets old, the views up here,” she said.

The trio like the hike because it’s a distraction-free place to connect.

“It’s time for us to chat and keep up with each other,” Ward said.

Greta Jochem can be reached at gjochem or 413-496-6272.


Greta Jochem, a Report for America Corps member, joined the Eagle in 2021. Previously, she was a reporter at the Daily Hampshire Gazette. She is also a member of the investigations team.