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Woodstock VT Blog

All the latest news and info from the Woodstock Chamber of Commerce

Spring into House Hunting Season in Woodstock, Vermont! Families will find a welcoming community, strong school system and home value

Spring into House Hunting Season in Woodstock, Vermont! 
Families will find a welcoming community, strong school system and home value

Spring is a classic time for considering a move, so much so that May is National Moving Month! This post is for our non-resident readers, those who have visited our fair Town and love it, who may think “oh, if only I could live here….” – we have great news. You can! In addition to our welcoming community, outstanding school system and unparalleled access to outdoor activities, there is a practicality that can go overlooked: homes whose value is a pleasant surprise to anyone hailing from local metro areas like Boston and New York

Think you need to stay in a crowded metro area, paying top price for limited space, due to job location? Think again: the rise in digital commuting means that many professionals and entrepreneurs can live wherever they choose and still maintain thriving careers, including in Woodstock, where there is already a strong and vibrant community of entrepreneurs and digital commuters. Vermont is increasingly a draw for these individuals and their families, having been recently ranked in U.S. News and World Report’sTop 10 Best States” overall for healthcare, safety, and education, including the Woodstock Elementary School’s STEM (science, technology, engineering, math) program.

Woodstock is heavily invested in its future, and the future of its residents and their families. The new East End Development Project through Sustainable Woodstock aims to revitalize one of the town’s major gateways, provide public recreation space, and support the growth of local business enterprise. Businesses in Woodstock are nearly all locally owned, which means its residents are truly dedicated to maintaining the town’s many attractions for new neighbors and tourists alike.

In addition, the Woodstock Economic Development Commission recently hired Warner Communications, a public relations agency, to help promote the town as a wonderful place to live, work and raise a family, particularly for those with young children. Click here to find out more about relocating to Woodstock.

You’ll also find that Woodstock has a lively events calendar with something happening every weekend! Upcoming happenings in town include:


  • Covered Bridges Half Marathon, June 4, 2017 The 26th annual Covered Bridges Half Marathon provides runners and walkers alike with the opportunity to experience some of Vermont’s most beautiful covered bridges and scenery, while supporting local charities.


  • Bookstock Literary Festival, July 28-30, 2017 The 9th annual Bookstock supports the cultural richness and diversity of the Upper Valley and celebrates authors and poets, both established and emerging, from the region. The event welcomes talented writers representing diverse genres, from national Poet Laureates and Pulitzer Prize winners to emerging young writers.


  • ArtisTree Gallery Unbound Art Exhibit, July 28, 2017 The 7th annual juried exhibit of Book Art by artists working in New England or New York opens in tandem with Bookstock at the ArtisTree Gallery. The theme of the show is an exploration of what a book can be: art using books as a material or a format.

    Follow GoWoodstockVT on Twitter, Instagram and Facebook to keep up on all the Town has to offer.

Wonderful Woodstock Blog – Woodstock in the News

Wonderful Woodstock Blog – Woodstock in the News

This past summer, the Economic Development Committee (EDC) of the Town of Woodstock began working with Warner Communications, a public relations agency with deep experience in tourism and economic development. Together, we’ve been intent on promoting Woodstock as a great place to visit, work and live – and the media have taken note!

We thought our Wonderful Woodstock readers might want a browse through a selection of our favorite media coverage from over the past few months. Some are focused entirely on Woodstock, some place our fair Town among other top destinations – all showcase the beauty and appeal of the place we call home. Click through the links below – and enjoy!

Traveling with Kids: Woodstock, Vermont

Boston Mamas, August 3, 2016


8 Charming Small Towns Close to Stunning Nature

Orbitz.com Travel Blog, August 9, 2016


6 Fall Getaways for Apple Picking and Leaf Peeping

Boston.com (Boston Globe), September 26, 2016


Great Getaways: Woodstock and Stowe, Vermont!

Somm in the City, December 4, 2016


10 Reasons to Love Woodstock, Vermont in Winter

Rhode Island Roads Magazine, December 6, 2016


Escape from New York: Woodstock, VT

Time Out New York, January 11, 2017


Romantic Valentine’s Day Escapes On a Budget

Huffington Post, January 22, 2017

Woodstock VT: A Winter Wonderland

The holiday season in Woodstock is straight out of a Currier & Ives or Norman Rockwell painting: snow? Check. Wassail Weekend with a parade that looks virtually unchanged from the 19th century? Check. A wealth of community events bringing together young and old in a celebration of the season? Check! Every Woodstock resident has their own favorites among the bevy of reasons to spend the holidays here. For me, it is about being outside and embracing this time of year: the family takes a few ski runs at Suicide Six - the conversations on the chairlift are equal in their reward to the runs down. On New Year’s Day we take a long snowshoe hike to a cabin on Mt. Peg that has a breathtaking, 180 degree view of the surrounding, snow-covered hills and mountains. We toast the New Year with champagne, cashews and oranges. We always take nighttime strolls through the Village, listening to the carillons which play at 6:00pm from a church steeple, and soak in the Christmas lights and the star ablaze on Mt. Tom. It is incredible.

- Charlie Kimbell, Chair, Town of Woodstock Economic Development Committee

Here are three other perspectives from active community members in Woodstock:

Every December, we clear the pond next to our house and have friends and family over for hockey games that often run until it’s too dark to see the puck. We have turned down almost every opportunity to travel at the holidays, because we wanted to be in Woodstock. This place is like a Christmas fantasy: the blanket of snow, a crackling fireplace, glittering decorations….it has a feeling of stepping back in time. We meet up with other families at parties and at the annual Wassail parade, and feel a true sense of community.

-    - John Chester, owner, Wild Apple Graphics, Woodstock resident

The lights in the trees, the way they show up against the snow, are very pretty on my evening walks. My guests always enjoy the Wassail Weekend, especially the parade. The holidays are a very busy time of the year for the Charleston House; everyone has a wonderful visit!

-   - Dixi Nohl, owner and manager, Charleston House in Woodstock

Nigel’s favorite winter holiday pastime is a walk in the Marsh Billings Rockefeller National Park on a snowy Christmas morning, round the Pogue, then back home for mince pies and a glass of La Garagista's Cybele by the wood stove. Jill’s favorite is walking to the UU church on Christmas Eve, saying “you are welcomed by a pathway lit by luminarias, then we sing carols and leave with a lit candle which everyone puts into the snow.”

-   - Nigel Hollis and Jill Davies, Woodstock residents

Thankful For Woodstock

Businesses in Fall

 This week, as we gather with family and friends around our Thanksgiving tables, it’s worth taking a moment to consider what we’re thankful for – and for me, that includes the community of Woodstock. In particular its unique sense of place – a beautiful village set in the rolling hills of central Vermont, imbued with the energy and stewardship of its citizens. Few things can compare to the experience of hiking or running on the soft carriage trails of Mount Tom and arriving at its south peak to take in the panoramic view; the Village below, Killington and the Green Mountains to the west, and the fertile farmland to the east along the Ottauquechee River. Generations of committed residents have helped shape and protect the landscape to reach a balance between man and nature that is rarely achieved.  

I’m not the only one who’s thankful for Woodstock – in this month’s blog post, we’d like to share with you what we’ve heard from some members of the Woodstock community, regarding why they’re thankful to call Woodstock home, for their families and/or their business.

Charlie Kimbell, Chair, Town of Woodstock Economic Development Committee

We've had our business now in Woodstock for 20 years, and it has been a very good place for us. Woodstock is somewhat of a crossroads, attracting many travelers from Boston and NYC as well as elsewhere, and many of those people fall in love with Woodstock and either return repeatedly, or look to buy property here. Our local community for the osteria comes from all over the Upper Valley, and is what keeps us going all year around, but so do these repeat visitors. We get to develop a relationship with them over the years, or as they move into town.  So while there is always an interesting influx of new people arriving, there is always this compounded effect of so many people coming back.  This is a real testament to how people fall in love with the village and what goes on here.  

- Deirdre Heekin, co-owner, Osteria Pane e Salute

I appreciate the locally owned businesses, the quality restaurants, and most of all, the quiet refuge so in contrast to the hustle and bustle of city living. I pretty much feel as though I’m living in paradise!”

- Michael Stoner, co-founder, mStoner, Inc.

I’m thankful for the ability to have my dream job in Vermont: developing renewable power projects across the U.S. but with a travel rate of only about 25% at most. I work at the heart of Duke Energy’s renewable energy business, from my home in West Woodstock. My wife and I chose to settle our family here for the quality of education, the “back in time, but with modern amenities” feel of the town, and the cultural resources – the opportunities for our children are phenomenal!

- Matt Stout, Woodstock resident

Before moving to Woodstock, I visited and fell in love with the town’s charm and authenticity – and soon realized it would the perfect place to raise my two children and start a business, what would later become ArtisTree. During the week, it's always busy at the arts center, and I love being able to drop my kids off to meet their friends in town, with the peace of mind knowing that they’ll be safe and watched out for in the community. 

- Kathleen Dolan, Executive Director and Instructor, ArtisTree Community Arts Center

Welcome to the Wonderful Woodstock Blog!

Welcome to Wonderful Woodstock, where each month we’ll explore what makes Woodstock, Vermont a special place not only to visit, but to live, work and raise a family. From the stand-out features of the Woodstock school system, to success stories of residents working for and building businesses near and far, this blog will show how living in Woodstock can be not just a dream, but an achievable reality.

We’ll start with sharing with you our “fact sheet,” an overview of Woodstock that provides highlights of the Town and a brief look at its history. For a continual update on events, great stories, news coverage and images, make sure to follow GoWoodstockVT on Facebook, Twitter and Instagram.

Thanks for reading – we look forward to sharing all that Woodstock has to offer!

Charlie Kimbell, Chair, Town of Woodstock Economic Development Committee

About Woodstock, Vermont

The “prettiest small town in America,” Woodstock is the idyllic town you’ve dreamed of, whether as a vacation spot that provides something fun for everyone, or as the perfect place to start a business, work remotely or raise a family. It is the quintessential New England village, with a quaint main street home to galleries, general stores, boutiques and restaurants. Its beautifully-preserved Federal homes and buildings set the stage for its stunning setting, many of which were lovingly preserved by the Rockefellers and Frederick Billings, some of the town’s most influential benefactors.

Businesses in Woodstock are nearly all locally-owned, which means its residents are truly invested in maintaining the town’s many attractions for new neighbors and tourists alike. Visit for the local cuisine, bucolic beauty, local ski areas and golf courses and the thriving arts community. But, stay and live here for the welcoming community, outstanding school system, and the homes whose prices are a pleasant surprise to anyone hailing from local metro areas. Visit: www.woodstockvt.com.

Location: Woodstock is just a short drive from major metro areas, including Boston (3 hours) and New York City (5 hours). Visitors can take I93 to I89 North to Vermont, and Woodstock is just 10 miles off of the interstate. For more directions, visit: www.woodstockvt.com/directions-info.

Population: 3,048 (2010 census), which includes the towns of South Woodstock, Taftsville and Woodstock.

Living and Working Here: Whether you’re an executive for a major corporation, you own a business serving clients nationally like Wild Apple Graphics, or you start a local restaurant like the owners of Osteria Pane e Salute, Woodstock is the perfect place to work, live and raise a family. Learn more about relocating here to raise your family or start your business: www.woodstockvt.com/move-to-woodstock.

Public Schools: Woodstock Elementary School and Woodstock Union High School & Middle School. Woodstock Union High School was awarded the national silver medal and ranked #6 in the state and #1,207 nationally out of 21,776 schools in the U.S. News Best High Schools 2012 rankings.

Billings Farm and Museum:
The land and farmhouse were owned by Laurance Rockefeller and his wife Mary French Rockefeller. The farm and museum include an operating dairy farm and a restored 1890 farm house. Get to know the farm through interactive programs and activities, and experience first-hand sampling of actual farm work, animals, and agricultural processes.

Sugarbush Farm:
Sugarbush Farm is famous for its excellent waxed cheeses and Pure Vermont Maple Syrup made on its hillside farm. Learn about maple syrup making with a sugar house tour, walk the nature trail to see the sugar maple trees, and get up close with the farm animals.

Marsh-Billings-Rockefeller National Historical Park:
The only U.S. national park in Vermont, the park preserves the site where Frederick Billings established a managed forest and a progressive dairy farm. The name honors Billings and the other owners of the property: George Perkins Marsh, Mary Montagu Billings French, Laurance Rockefeller, and Mary French Rockefeller.

Covered Bridges:
Woodstock is the site of three historic covered bridges, including Taftsville Covered Bridge (1836), Middle Covered Bridge (1969) and Lincoln Covered Bridge (1877).

Mount Tom and the Pogue Trail: Hiking in Woodstock is abundant! The Pogue Trail is a 5+ mile loop trail accessible from Woodstock, perfect for hiking, trail running, and snowshoeing.

Suicide Six Ski Area: Woodstock was the site of the first ski tow in the U.S. and its history with skiing is evident in its local ski mountain. Suicide Six has easy-riding terrain perfect for families and beginners, and welcomes skiers and snowboarders of all abilities. It’s also home to the first National Snow Snurfing contest in 1982 and was one of the country’s earliest ski resorts to allow the sport that would become snowboarding.

Woodstock Town Hall Theatre: The historic Town Hall Theatre hosts movies and art performances throughout the year put on by the Pentangle Arts organization. From movie screenings, to performances from world class musicians, the theatre is the hub of the downtown Woodstock arts community.

Woodstock Farmers’ Market: The Farmers' Market is a year round venue for the freshest local food. From take-out prepared dinners and lunches, milk and eggs, fresh organic produce, fresh meats, and everything in between.

Lodging: Woodstock boasts a variety of lodging options that are open year-round, from cozy inns like the Jackson House Inn and Lincoln Inn and Restaurant at the Covered Bridge, to grand hotels including the Woodstock Inn and Resort. Learn more at www.woodstockvt.com/accommodations/.

Dining: Visitors and residents in Woodstock can enjoy dining experiences ranging from casual at the Worthy Burger, to fine dining at the Lincoln Inn and Resort at the Covered Bridge. A fairly comprehensive listing can be found here: www.woodstockvt.com/dining/.

History: Woodstock, Vermont was chartered by New Hampshire Royal Governor Benning Wentworth on July 10, 1761. It was named the Shire Town of Windsor County in 1766 and quickly became a prosperous manufacturing and commercial center. Woodstock was the terminus of the Woodstock Railway, 1877-1933, which connected the town to the Central Vermont Railroad in White River Junction. Travelers coming to Woodstock via the railway established the town's reputation as a tourist destination. The town has been home to George Perkins Marsh, environmentalist; Frederick Billings, railroad empire builder; Senator Jacob Collamer, advisor to President Abraham Lincoln; and Laurence Rockefeller, conservationist and philanthropist. It was the birthplace of Hiram Powers, noted sculptor of "Greek Slave". From 1826 to 1856, it hosted one of only six medical colleges in New England, the Vermont Medical College. It remains the only town in America with five church bells cast by Paul Revere & Co.