James Rockwell Sheffield III

James Rockwell Sheffield III

WESTMORELAND, N.H. — James “Jamie” Sheffield, 55, of Westmoreland, New Hampshire, passed away on Valentine’s Day after battling heart complications and surgeries beginning on Thanksgiving Day 2023.

Jamie was a writer and an educator who had a deep love for the natural world. Born and raised in New York City, he spent his summers and most of his life in the Adirondacks. A graduate of St. Lawrence University, Syracuse University, and Goddard College, he spent 18 years working at Lake Placid Middle/High School. In 2016, Jamie and his wife, Gail Gibson Sheffield, relocated to New Hampshire where he focused on his writing and worked as an academic advisor at Landmark College in Vermont.

Jamie published his first novel in 2013, “Here Be Monsters: A Tyler Cunningham Adirondack Mystery.” The book received the 2013 Adirondack Literary Award for best fiction novel and launched his Smart Pig publishing house. Jamie went on to write four novels and several shorts in the Tyler Cunningham series. After earning his MFA in writing, he published two more collections of shorts, a mystery novel based in New Hampshire, and a series of children’s books featuring various members of his tortoise creep. He also published stories in various collections, several magazine articles, online forum pieces and documented his life through essays published in his Adirondack Diary blog, adirondackdiary.blogspot.com, his author’s website, www.jamiesheffield.com, and his writers’ group site on Facebook.

An avid hobbyist, Jamie immersed himself in a variety of different interests that started as online communities and grew into face-to-face friendships. First in his heart was his son Benjamin. Jamie was dedicated to showing his son the world and passing on his own curiosity and fascination with this planet. The two of them traveled all over the world together sharing their love for discovery, cooking, the environment, and animals. Jamie adopted and loved many animals throughout his life and made it possible for other animals to find their forever homes. He felt humans had a promise to keep with the animals in our world… they bring us comfort and dedication… we owe them the best possible life.

Jamie is survived by his wife of twenty-six years, Gail Gibson Sheffield, his son Benjamin Gibson Sheffield, his parents Jill and James Sheffield of Cornwall, his sister Sarah Tod Sheffield of Brooklyn, and his “brother” William Bradley Peebles and his partner Lucio Gonzalez of New York City, as well as his surviving animals, Olive, Bowie, and the tortoise creep.

The family is planning a celebration of Jamie’s life on June 1 in Lake Placid, New York. In lieu of flowers, the family asks folks to support, in Jamie’s name, either the Tri-Lakes Humane Society of Saranac Lake, NY, or the humane society of their choice.

Latest News

Classifieds - October 23, 2025

Help Wanted

Weatogue Stables has an opening: for a full time team member. Experienced and reliable please! Must be available weekends. Housing a possibility for the right candidate. Contact Bobbi at 860-307-8531.

Services Offered

Hector Pacay Service: House Remodeling, Landscaping, Lawn mowing, Garden mulch, Painting, Gutters, Pruning, Stump Grinding, Chipping, Tree work, Brush removal, Fence, Patio, Carpenter/decks, Masonry. Spring and Fall Cleanup. Commercial & Residential. Fully insured. 845-636-3212.

Keep ReadingShow less
School spirit on the rise at Housy

Students dressed in neon lined the soccer field for senior night under the lights on Thursday, Oct. 16. The game against Lakeview was the last in a series of competitions Thursday night in celebration of Homecoming 2025.

Hunter Conklin and Danny Lesch

As homecoming week reaches its end and fall sports finish out the season, an air of school spirit and student participation seems to be on the rise across Housatonic Valley Regional High School.

But what can be attributed to this sudden peak of student interest? That’s largely due to SGA. Also known as the Student Government Association, SGA has dedicated itself to creating events to bring the entire student body together. This year, they decided to change some traditions.

Keep ReadingShow less
Student initiatives shake up Homecoming
The poster promoting the Homecoming dance boasted the event would feature dancing, games and a bonfire. Reactions to the planned move outside were mixed, with some students excited about the changes and others expressing a desire for tradition.
Provided

The weekend of Homecoming at HVRHS was packed with events including rival games under the lights, senior night, and a new take on Homecoming that moves it outside — and it wouldn’t have been possible without the students of Housatonic.

Orchestrating was no easy feat, especially considering much of the work was left up to the students.

Keep ReadingShow less