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Celebrating Christmas in Vermont

Celebrating Christmas in Vermont
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The most wonderful part of winter in New England is Christmas in Vermont. See how three towns – Grafton, Chester, and Woodstock – celebrate their own Christmas in Vermont.

How do you celebrate Christmas in Vermont?

In Grafton, the village is dressed sumptuously for the season, decked with 250 wreaths and 3,000 yards of roping. Different as each of these communities is, all three towns offer real season’s greetings, about as far from hectic mall traffic as you can get. Christmas in Vermont is certainly a nostalgic occasion.

Christmas in Vermont
Photo/Art by Lisa Sacco
Grafton, Vermont’s proudly crafted clapboard and brick houses date from the early 1800s when the village grew at the junction of major stagecoach routes. In the 1830s, the town was home to 482 people and 10,000 sheep. Then travel routes shifted, and the railroad passed it by, leaving Grafton as a lovely time capsule of New England history. | Christmas in Vermont

In the early-December dusk, carolers gather around the lighted tree and gazebo on Chester’s green. The sky glows, but the air is frigid, and after the final “Silent Night,” everyone heads into The Fullerton Inn for cocoa.Earlier on this same afternoon in Woodstock, 25 miles north, a top-hatted Father Christmas, costumed choristers, and hundreds of carolers sang around a blazing Yule log on the town’s green. The event, one of many during this annual “Wassail Weekend,” capped a parade of elaborately dressed celebrants on horseback and in carriages.

Christmas in Vermont
Photo/Art by Lisa Sacco
The Fullerton Inn, rebuilt in the 1880s, is on Chester’s village green. | | Christmas in Vermont

Come Home to Chester | Christmas in Vermont

Chester (population 3,044) sits at the confluence of three state routes (five major roads all together). In winter, cars stream by heading north to Okemo Mountain. Few stop. If they did, they’d likely discover why Chester residents call their town “the Vermont you’ve been hoping to find.”

“I immediately felt the friendliness of people here,” reflects Canadian-born Jack Coleman, who launched Chester’s “Overture to Christmas” events more than 20 years ago. He’d been a writer, president of Haverford College, and head of a major foundation. Then he bought the 21-room Chester Inn, christening it “The Inn at Long Last.” Today the owners are Bret and Nancy Rugg, who have preserved its reputation for good food, refurbished its guestrooms, and revived the original name: The Fullerton Inn. “I don’t know where I’ll end up, but I hope it’s right here,” concludes Coleman, who still lives next door.

Chester consists of three villages, with its core along the stretch of Main Street (Route 11), flanked on one side by its mellow brick, original Academy and graveyard, and on the other side by the green, backed by a line of shops, restaurants, a church, a Masonic hall, and the inn. Folks who fork north onto Route 103 will find Chester Depot, a late-19th-century village centered around a brick railroad station (the terminus for the Green Mountain Flyer). Route 103 doglegs northwest at Stone Village (formerly North Chester), a striking double line of early-19th-century houses, all built from locally quarried granite. In the middle of the village an “Open” flag is usually out, marking the home of Bonnie’s Bundles Dolls.

“I want to meet the people who buy my dolls,” explains Bonnie Watters, who welcomes visitors into her parlor to inspect roughly 100 one-of-a-kind cloth dolls.

Nearby, watercolorist Jeanne Carbonetti greets visitors in the many-windowed Crow Hill Gallery, which she and husband Larry designed and built on a rise off above the meadows. It’s an ideal setting for her richly colored paintings.

The showroom at Tsuga Studios, squirreled up a back road on the western edge of town, is usually open by appointment only, but hosts an open house and holiday sale one weekend in December, when blown-glass Christmas ornaments festoon the rafters and seconds draw fans from afar. Glassmaker Nicholas Kekic is known for his deeply colored, elegantly simple pitchers and bowls.

Back near the green, Chester’s attraction for artists carries over to Baba-a-Louis Bakery. John McLure’s sticky buns, croissants, French loaves, and peasant breads are distributed throughout New England, but here you’ll also find his French pastries, including buche de Noel. The octagonal building, which McLure designed and built, features arches soaring 30 feet.

For many residents and visitors, Misty Valley Books, on the green, is the heart of Chester. This independent bookseller offers frequent author’s readings and hosts a “New Voices” weekend at a church in Stone Village in January, featuring first-time novelists. Past flyers for this event paper the walls in the store’s “Archives” (the bathroom), picturing a number of current best-selling authors.

“This store is an extension of ourselves,” explains Lynne Reed, when asked why Misty Valley also sells Persian carpets and offers French courses. (Husband Bill Reed has taught in Africa and France as well as in Vermont schools.) It’s also a place to find a trail map to the town’s hiking/snowshoeing trail.

Chester’s crossroads status is also part of its appeal, and visitors can choose from four nearby ski areas. If you’re celebrating Christmas in Vermont, don’t miss the fresh snow there.

Please Note: This information was accurate at the time of publication. When planning a trip, please confirm details by directly contacting any company or establishment you intend to visit.

Updated Monday, November 30th, 2015

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7 Responses to Celebrating Christmas in Vermont

  1. Debra Harris December 10, 2008 at 9:49 am #

    Oooh how this ole yankee wishes she could be in Woodstock for the WWW.

    I fell in love with Woodstock over 20 years ago, to me that whole area truelly is “Heaven on Earth”.

    I enjoyed ths little write up & history on the area and the holiday goings on.

    Have enjoyed many meals in Bentlys, have purchased many toys in the drug store basement, have had many a photo taken by the little brook, enjoyed ice cream cones in the summer time while strolling the streets and breathing in every little detail to relive over & over in my mind. The fall foliage is spectacular in Woodstock……every where you look is ablaze in God’s colors……..just breathtaking.

    Thank you for allowing me the opportunity to “travel back in my minds eye”……..espicailly as I sit here in Fl in the middle of Dec in 75 degree weather.

    Debra Harris

  2. Deb Powers December 12, 2008 at 8:07 pm #

    The house which you featured in Christmas in
    Grafton, VT. is the home which has been in my family for
    literally centuries. The Grafton house was built by many “greats” before me
    and stands now hundreds years after it was built. It remains in the family now
    owned and maintained by my parents. What happens with the next generation
    is yet to be determined. But memories are as vivid today as when I was
    a child visiting Gram at the house. Thank you for such a wonderful tribute.
    deb powers

  3. Carmella Gagnier December 18, 2009 at 5:55 pm #

    I too wish I could visit Vermont one more time. My mother was born in Winooski and we visited many times while growing up. I’m in my 85th year and still remember the good times. Have a niece in Burlington which was my last visit to Vermont in 2002.
    I’ve always loved the Fall in Vermont. Sicerely, carmella Gagnier

  4. Theresa Curran December 7, 2010 at 8:22 pm #

    I was lucky enough to call North Central VT home for 9 years – Christmas was extra special there – and always will be. It may be a 1000 miles and another lifetime away now, but it will never be out of mind. Thank you for the beautiful pictures.

  5. Robert Kirsch November 22, 2011 at 12:47 pm #


  6. November 22, 2011 at 1:11 pm #

    Oh my, homesick in Kabul! Happiest Holidays: Thanksgiving, Christmas and New Years too!

  7. Jeannette Pompi November 22, 2011 at 1:55 pm #

    Vermont is just this side of heaven. I, too, have fallen in love with her splendour, her green mountains, her streams, her covered bridges, and her people. I am Southern by birth, and still in South Carolina, but I hope to be a Vermonter when the next fall foliage season arrives. Will create my own ‘Funny Farm” way of life.

    Blessings to all you tough, survivors who call your self natives. I will be there with you soon.

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