Dive into our posts to uncover the small-town charm, rich culture, and welcoming community that define life in this picturesque New England town.

Our Stories

What makes Dorset so special?

Telling Our Stories

It’s the amazing combination of people, pace and place! Dorset’s community consists of an intriguing combination of old and new guard, locals and second home owners, new families and multi-generational businesses. Pair this dynamic melting pot of people with a relaxed yet productive pace of life and a small yet vibrant, bustling commercial core. Add stunning mountains and valleys and you will understand why so many want to call Dorset home. Read our stories to learn more.

FILTER STORIES BY CATEGORY

Click to explore the story of a thread between past and present that endures! A new family in Dorset took up its tattered remains, preserving its rich history before passing it on to the next generation.

The Eli Deming House: A Continuing Saga

By Liz Shafer                       Period photos courtesy of Dorset Historical Society The historic narrative of many an old house is often broken—even lost—with the passage of time. People move out, circumstances change, and a different story begins and ends with each new household. But when several generations of the same family spend their lives...

Linda O’Leary and her dog, Rosie, are perhaps two of Dorset’s most universally recognized figures. Linda has served the community as a lifelong member of the Church, as well as a local teacher and school principal.

Linda O’Leary—To Serve with Love

by Liz Shafer  Linda O’Leary, pictured above with her faithful companion, Rosie, is perhaps one of Dorset’s most universally known denizens. Not from celebrity or notoriety, mind you, although she is recognized for acting as consultant by acclaimed author Anita Shreve in her novel ‘Rescue.’ And it’s not because she comes from a large, extended family with a long history in the...

Elizabeth Payson was an accomplished and industrious young woman who began her writing career at just 16. Click to learn more about her moving stories, her family, and why she chose to call Dorset home.

The Big House — Love’s Legacy

by Liz Schafer Elizabeth Payson was an accomplished and industrious young woman who began a writing career at the age of 16. George Lewis Prentiss was the son of a prosperous shipmaster who became known as a forceful messenger of God’s Word. The two married in 1845, moving from their native Maine to Manhattan, New York, where George’s skill as...

The Bley House Museum, home of the Dorset Historical Society, is dedicated to discovering and collecting materials that illustrate the history of Dorset, Vermont. To learn more about museum hours and the lineup of speakers, click to read.

Dorset Historical Society—Dorset Way Back When

By Liz Schafer. Above, The Bley House Museum, home of the Dorset Historical Society.   When you ask Jon Mathewson about his job as curator for the DHS (Dorset Historical Society), he talks a lot about synergy. He credits a list of volunteers with running the show at the organization’s Bley House Museum. Folks of all ages, including local business people,...

Click to read stories of 95-year-old Peter Davis as he reflects on his 33-year career with the U.S. government, serving under nine presidents, and his deep involvement in conservation efforts in Dorset, Vermont.

Peter Davis – A Long and Varied Life

By Liz Schafer “I’ve lived a long life in three wildly different chapters,” says 95-year-old Peter Davis as he describes his pilgrimage from child actor in 1930s and 40s Hollywood working with such luminaries as Shirley Temple and Jack Benny, to a 33-year career with the US government working under nine presidents, to becoming deeply involved with conservation efforts in...

Some older homes are dynamic archives of generations, while others hold more mysterious stories. Dive into our blog to uncover the vibrant tales of The Howe Farm, an old home with a new life.

The Howe Farm – An Old Home with a New Life

By Liz Schafer Some older homes are dynamic archives to generations of one family. Others have more mysterious stories to tell; they’ve seen inhabitants come and go. One East Dorset couple on Mad Tom Road has encountered a few clues about the history of their circa 1800 homestead. But while they may not be able to chronicle a complete narrative...

Marble’s presence is evident throughout East Dorset in sidewalks, hitching posts, and house foundations. Next time you’re passing through, take a short detour and see what marble treasures you can discover!

East Dorset: A Mining Boom Town

By Liz Schafer. Photo courtesy of Dorset Historical Society. East Dorset (circa 1895) If you travel through East Dorset along today’s Route 7, there is little to indicate that it was once a thriving center of commerce. Old photographs from the mid-19th century show clusters of buildings - now gone - that were devoted to the quarrying, polishing and shipping of marble....

Dorset Hollow is one of the area’s most scenic drives and a popular destination for walkers who appreciate its beauty and solitude. Explore a storied landscape with your eyes today!

Dorset Hollow: A Storied Landscape

By Liz Schafer Dorset Hollow’s six-mile loop, formed by the Upper and Lower Hollow Roads, is one of the area’s most scenic drives, and a popular destination for walkers, who enjoy its beauty and solitude, and where well-kept historical homes and barns mingle with beautiful estates amidst a dramatic landscape formed by the steep, wooded mountainsides of Dorset Peak, Netop...

Click to explore how Alan Calfee sustainably manages over 25,000 acres of woodland by creating and maintaining diverse forest ecosystems for long-term health.

Alan Calfee – Seeing the Forest for the Trees

By Liz Schafer Alan Calfee grew up spending his summers at the Dorset home his parents purchased in the 1950s. To Alan, the best part of that home was what he fondly calls ‘the family woodlot.’ “I knew every corner of it,” he says. He and his siblings would spend hours “playing, exploring and camping,” encouraged by their mother’s joy...

Dave and Rene Wilson, founders of the Long Trail School, have created a living, breathing legacy through their continued involvement in school life. Click to read how they are building relationships with current students while also nurturing connections with past students.

Long Trail School – A Dorset Couple’s Living Legacy

By Liz Schafer Dave and Rene Wilson love to talk about their kids; there are hundreds of them. As founders of the Long Trail School, “We have stories upon stories upon stories which we love to reminisce about and share,” says Rene. “And the absolute joy of our retirement has been the continued connection with our alums.” Dave had been...

Explore Dorset’s Pinnacle Tower and a few ancient trees are all that remain to tell the story of Miss Cecelia deNottbeck, great-granddaughter of John Jacob Astor and a descendant of Finnish nobility.

The Pinnacle – A Spinster’s Folly

By Liz Schafer Dorset’s Pinnacle Tower and a few ancient trees are all that is left to tell the story of Miss Cecelia deNottbeck, great-grand daughter of John Jacob Astor and a descendent of Finnish nobility. Cecelia’s life was touched by tragedy, beginning in 1891 with the loss of her father. General John deNottbeck, New York Consul representing Czar Nicholas...

Dorset is home to many talented, bright, and caring individuals, including retirees and those no longer fully engaged in their careers, who volunteer to make Dorset a great place to live. Take a peek at one of them, The Honorable Ellen Holmes Maloney.

Ellen Maloney – Expert Testimony

By Liz Schafer The Honorable Ellen Holmes Maloney’s engaging manner and warm smile are refreshingly different from the stereotypical view of a courtroom judge as someone who is stern and unsympathetic. In fact, this 80-year-old Dorset resident has always been driven by a sense of justice, especially for those who suffer inequality. She recalls having a keen awareness while growing...

The Gilbert family plays a significant role in the story of Dorset. Click to read more about how their story began when they migrated from Cavendish in the 1850s.

The Gilbert Clan – From Here and Back Again

By Liz Schafer The Gilbert family has a very large presence in the story of Dorset. It began when they migrated from Cavendish in the 1850s, most likely enduring the 42-mile journey by oxcart or horse over rough roads through what must have been rather treacherous terrain. When they arrived to this beautiful valley, they must have felt that they’d...

Explore Mara Hearst's story: what inspired her to study sustainable agriculture, start a farm, and why she felt Vermont was the perfect place to make it happen.

Mara Hearst of Levy Lamb

By Liz Schafer An interest in environmental issues while a student at Burr & Burton Academy (BBA) is what led Mara Hearst of Levy Lamb to farming. Climate change was a rising issue in 2008, and as she and her classmates learned that improved agricultural practices could be a huge part of the solution, Mara wanted to know more about...

Arthur’s beautiful paintings, tributes of love for home and place, grace homes and collections throughout Dorset and beyond. Click to explore the story of Arthur Jones, one of Dorset’s finest artists.

Arthur Jones’ Works of Heart

By Liz Schafer Arthur Jones’ humble beginnings as the son of a tenant farmer led him to more opportunities than he might have imagined as a young lad who loved to draw. He wasn’t the least bit interested in following in his father’s footsteps, and found school to be tedious. Nonetheless, the elder Jones encouraged Arthur’s artistic bent, even when...

Terry Tyler helped establish the Dorset Historical Society in 1963 and has been a board member on and off ever since. Read our blog to learn more about his accomplished life.

Terry Tyler – A Man About Town

By Liz Schafer If you pull up a stool next to Terry Tyler in one of the area’s local eateries, you’ll notice a neatly dressed man with a quiet, gentlemanly demeanor. If you strike up a conversation, you’ll most certainly enjoy his humility and wit as he shares some personal anecdotes. What may not be immediately apparent is that he...

As the weather warms and the days get longer, it’s time for the iconic Vermont Summer Festival season. Dive into our blog for exciting updates and insider tips on our renowned horse show!

Vermont Summer Festival

When the weather warms and the days get longer, thousands of visitors flock to Herald Beebe Farm in East Dorset with their four-legged friends – and we’re not talking about dogs. For eight weeks in June through August, top equestrians from all corners of the world call Manchester and the Mountains home during the Vermont Summer Festival. The festival provides the perfect...

Click to read the story of Dan Mosheim, a renowned artisan who has called Vermont home for nearly 50 years. Discover why he believes the best part of living in Dorset is the community.

All in the Family

When Dan Mosheim first came to Vermont to visit his sister in the early 1970s, he wasn’t expecting to stay long. Today, Dan has called Vermont home for nearly 50 years – nearly half of them in the picturesque town of Dorset.  For him, the best part of living in Dorset is the community.  “There are people who live here...

Vermont is an outdoor enthusiast’s paradise! Whether it’s hiking, mountain biking, kayaking, or canoeing in the summer, or snowshoeing and cross-country skiing in the winter, Dorset offers unparalleled opportunities for outdoor recreation!

Our Hiking is Spectacular!

Vermont is an outdoor enthusiast’s paradise and the call of nature can be somewhat irresistible. The Green Mountain State is home to more than 700 miles of hiking trails. Nestled between the Taconic and Green Mountain Ranges, Dorset offers unparalleled opportunities for outdoor recreation – whether that’s hiking, mountain biking, kayaking, or canoeing in the summer or snowshoeing and cross-country...

Explore the opportunities at Marble House Project, an artist residency program in Dorset. Apply today and get ready to live, work, and innovate as artist.

An Artist’s Paradise

Just minutes from the Village, off the side of Dorset West Road, a magnificent marble mansion sits. You can tell it’s one-of-a-kind and nearly impossible to miss. It’s the kind of beauty that makes you slow your car and stare as you pass by, no matter how many times you’ve seen it before.  The Marble House: Then  The marble mansion...

Mad Tom Orchard is the perfect spot for apple picking when Vermont's warm summer days turn cool and crisp. Come celebrate the changing seasons with us!

Pick Your Own Apples

Rows and rows of apple trees line the hillside along Mad Tom Road in East Dorset. The aptly named Mad Tom Orchard is the perfect place to celebrate the changing of the seasons, when Vermont’s warm summer days turn cool and crisp. Beginning in early September, hundreds of trees bear McIntosh (the classic Vermont apple), Cortland (the best for baking),...

Whether you're looking for a new rolling pin, cutting board, or pie dish, you'll find your next favorite hand-crafted kitchen products and housewares at JK Adams.

JK Adams: The Heart of the Home

You’re missing out if you pass through Dorset without stopping at J.K. Adams. Whether you’re in the market for a new rolling pin, cutting board, or pie dish, or have some time to spare and just want to mosey around their three-level showroom, you’re guaranteed to find at least one thing you want to add to your kitchen.  The 75-year-old,...

Stop by H.N. Williams Department Store today. Discover a variety of Vermont-made products, including scrumptious specials, delicious food, and more, all carefully selected with you in mind.

A Trip Down Memory Lane at H.N. Williams Store

Traveling along the Route 30 corridor through Dorset, you pass a quaint red barn, with an attached white building. Above the door hangs a sign that reads general store. To an outsider, H.N. Williams Store might look like just another old Vermont country store, but anyone who has visited knows the treasures that are found inside.  At H.N. Williams Store,...

An unusual sight at Dorset Field Club this week: The presence of pheasants! With their vivid colors and distinctive white collars, they’re hard to miss. Read more.

The Presence of Pheasants at Dorset Field Club

Anyone who has found himself (or herself) at the north end of DFC on holes 3 through 6 may have witnessed an unusual sight (for Vermont anyway)--ring-necked pheasants running along the edges of the fairways. It’s hard to miss them with their vivid colors and distinctive white collars. The birds occasionally wander onto the golf course from Woodbury Game Birds,...

From intimate concert venues to cozy art galleries, Dorset Playhouse is the perfect spot for live theatre. Explore a diverse array of arts and entertainment opportunities right here in Dorset.

Our Theatre – The Kitchen Table of Community

Southern Vermont is rich in the arts. From intimate concert venues to cozy art galleries, we’re certainly not lacking. Dorset, in particular, offers a variety of robust arts and entertainment opportunities, including its theater flagship, Dorset Playhouse – home of the Dorset Players and the Dorset Theatre Festival.  Dorset Playhouse is the perfect spot to experience live theatre. Built in...

The Dorset Inn, with its three-story, pillared facade and marble steps and sidewalk from a nearby quarry, looks like something straight out of a postcard! Click to explore this stunning landmark!

Hang Your Hat at The Dorset Inn

The Dorset Green looks like something you’d find on a postcard. The houses and stores that line either side of the strip are uniform white, trimmed in dark green or black. The Dorset Inn, a three-story, pillared building with marble steps and sidewalk harvested from the nearby quarry, immediately catches your eye – and not just because it’s the first...

Dorset Field Club, the oldest continually operating golf club in Dorset, features a sprawling course with beautiful greens, fairways, and breathtaking views that will captivate even non-golfers.

Dorset Field Club: In Full Swing

As you travel through Vermont’s Route 30 corridor, you pass a sprawling golf course, with beautiful greens and fairways, and breathtaking views of Vermont’s Green Mountains. It’s enough to make even those who don’t golf want to hit the links. The golf course belongs to Dorset Field Club, regarded as the oldest continually operating golf club in its original location...

Whether you’re new to the area, visiting for the weekend, or just passing through, be sure to visit the Dorset Farmers Market for fresh, locally grown produce, delicious baked goods, and much more.

See you at the Market

Every Sunday, bakers, artists, farmers, crafters, growers and other artisans flock to Dorset for the town’s Farmers Market, offering fresh, locally-grown produce, delicious baked goods, and much more.  Whether you are new to the area, visiting for the weekend, or just passing through, you have to visit the Dorset Farmers Market at least once (but we promise you’ll want to come...

Dorset is the perfect spot to grab your bike and head into the woods, with some of the best mountain biking on the East Coast. Read more details about this bike lover’s paradise.

Mountain Biking in Dorset

Dorset is a bike lovers paradise. With all its mountains and valleys, Dorset is the perfect spot to grab your bike and head into the woods. Vermont, and the Northshire in particular, has some of the best mountain biking on the east coast. But for years, fans of mountain biking went underserved in southern Vermont.  But the times are changing. ...

Come and experience one of the best swimming holes in the state—the Dorset Quarry! Join families and friends from across the country who come to take a dip in this iconic spot.

Take a Plunge

While it’s always cooler in Vermont’s mountains, summer days in the valley can sizzle. On these hot days, which often begin in late-May, you can join the dozens of families and groups of friends of all ages at the one of the best swimming holes in the state – the Dorset Quarry.  What was once one of the region’s best...

Dorset Union Store, one of Vermont's oldest country stores, offers hot coffee, freshly baked scones, homemade soups, and pie. Explore the daily selections prepared by our chefs.

The Heart and Soul of Dorset

When you first pull up to Dorset Union Store, you almost feel like you’re stepping back in time. Save for the green and white stripped awnings and the smoothly paved road, the store’s idyllic exterior looks nearly the same as it did when it first opened in 1816. When you think of an old Vermont country store, you probably envision...

The Wilson House, ahistoric hotel has a deep, rich history that dates back to the 19th century. Dive into our blog for charming tales that will make you fall in love with The Wilson House.

The Wilson House

On the corner of Village Street and Mad Tom Road in East Dorset sits one of the largest buildings in the village, a red and white inn with a deep porch that is home to several rocking chairs just waiting to be sat in. Many who pass the modest sign near the front entrance of The Wilson House may pause...

Reconnect with nature and family! Plan your visit to Merck Forest & Farmland Center, where you can enjoy backcountry camping, 30 miles of recreational trails, a working farm, and a variety of events and workshops for all ages.

Merck Forest and Farmland Center

If you’re looking for a place to connect with nature, Merck Forest and Farmland Center is the place for you. Located just minutes away from beautiful Dorset and Manchester, it’s truly a nature lovers paradise. The nonprofit educational organization that manages the sprawling land has a mission that we can all get behind: inspire curiosity, love, and responsibility toward our...