Category Archives: Events and Attractions

Autumn Events in Woodstock, VT

September 27, 2019 by Corey A. Edwards

Fall events in Woodstock VTBetween the harvest season, Oktoberfest, and Halloween, early autumn always sees a lot of events in Woodstock, VT. If you’re looking to soak up some fun, local color during your Vermont vacation, fall is a great season to do it in!

Summer is officially over and autumn’s golden paintbrush is busy doing its best to further enhance Vermont’s already gorgeous scenery. The first half of October is peak fall foliage time here in the Woodstock area. Add in local harvest festivals, Oktoberfest, and Halloween and you can see why some say fall is one of the best times to visit Vermont!

Fall Events in Woodstock, VT

VINS Forest Canopy Walk – Grand Opening
October 12, 10am-5pm

Take a walk through the treetops of a wild forest at the Vermont Institute of Natural Science. There’s no need for ladders or stairs. Just walk along the level boardwalk as the ground drops away beneath you and suddenly you’re 65 feet up in the forest canopy, eye-to-eye with birds, squirrels, and more! Celebrate this brand new exhibit’s inaugural day. Ribbon Cutting Ceremony at 10am.

Annual Billings Farm & Museum Harvest Festival
Oct 12-13, 10am to 5pm

Head out to historic Billings Farm for a traditional Vermont harvest celebration! Come experience a husking bee and barn dance with cider pressing, root vegetable harvesting, “putting food by” and more. Hot spiced cider and doughnuts, too! Read more.

Oktoberfast Weekend at Suicide Six Bike Park
October 12-13, All Day

Oktoberfast Weekend is Suicide Six’s way of closing out their biking season. The event includes a Downhill FUN Race on Saturday, an Enduro Event with 5 timed sections on Sunday, plus an award ceremony with food and drink both days. Learn more.

Life & Death Tour at Billings Farm & Museum
October 26, 2pm-4pm, 5pm-7pm | October 31, 2pm-4pm

on a Billings Farm Life & Death Tour! Billings Farm tour guides will share tales of the people who lived and died on the historic farm and estate. You’ll also learn about Victorian-era superstitions, death, and mourning traditions through artifacts and stories. Have a spooky good time and learn something along the way! Reservations recommended.

Just Outside Woodstock

Vermont Apple Festival and Craft Show 201937th Annual Vermont Apple Festival and Craft Show
October 12, 9am-4pm

Though the Vermont Apple Fest and Craft Show is held in Springfield, not Woodstock, it’s not that far from our Woodstock VT inn. Artisans from all over Vermont, New Hampshire, Massachusetts, and Pennsylvania come with their finest handcrafted items. The festival features live music, pony rides, apple cider making, kids’ races, 50/50 Raffle, a pie baking contest, pie eating contest, and much more.

Still looking for something to do? Make your own fun with a Covered Bridges/Fall Foliage tour!

Fall Foliage Driving Tours

Vermont covered bridges fall foliage drivesOne great way to get out and see the Woodstock area’s amazing fall colors is on a covered bridges driving tour.

Vermont is known for its covered bridges and Deer Brook Inn, our Woodstock VT bed and breakfast, is surrounded by them. There are seven in the immediate area, including two right here in town. Consequently, Deer Brook Inn makes the perfect home base for any Vermont covered bridges or fall foliage tours.

Read more about touring covered bridges in the Woodstock, VT area. If you’re interested in our Vermont inn’s List of Favorite Driving Tours, be sure to check with the Innkeeper.

Plymouth Folk and Blues Festival 2019

August 13, 2019 by Corey A. Edwards

Plymouth Folk and Blues Festival 2019Come out for Plymouth Folk and Blues Festival 2019! The Labor Day weekend festival features both regional and nationally known musicians at the Calvin Coolidge State Historic Site in Plymouth, VT. August 31st and September 1st, 2019.

Plymouth Folk and Blues Festival is a free, Labor Day weekend celebration of American roots music. This year’s lineup includes such nationally known stars as Dan Weber, Jay Psaros, and The Whispering Tree. You’ll also be treated to regional favorites like The Milkhouse Heaters, Zack Dupont, and The Kennedys.

The festival is spread over two days, with a Saturday night Jam session hosted by Jay Ottaway at its center. This Jam Session is easily the festival highlight as anyone with an instrument and some inspiration can join. You never know who will appear on stage – maybe even you!

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Explore the Hall Art Foundation in Reading Vermont

July 29, 2019 by Corey A. Edwards

Hall Art FoundationThe Hall Art Foundation operates two internationally known museums of postwar and contemporary art. The first is located in an ancient fortified castle in Germany. The second? It’s just 30 minutes away from our Woodstock VT bed and breakfast, on a former dairy farm in Reading Vermont.

The Hall Art Foundation (HAF) exhibits art from the collection of Andrew and Christine Hall. The foundation was established in 2007 for this very purpose, with a museum in the historic Schloss Durneberg castle in Hannover, Germany. The Foundation has partnerships with the
Ashmolean Museum in Oxford, England and Mass MoCA in North Adams, MA.

More exciting, however, was the 2012 opening of another HAF gallery right here in Vermont. And just a short drive away from Woodstock!

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Discover Saint-Gaudens National Historic Site

July 12, 2019 by Corey A. Edwards

Saint-Gaudens National Historic Site

“Robert Gould Shaw Memorial detail” by Jarek Tuszyński is licensed under CC-BY-SA-3.0

Augustus Saint-Gaudens created some of America’s most iconic and quintessentially American sculptures. The Shaw Memorial, the Sherman Monument, the Double Eagle $20 gold piece, Standing Lincoln, and more. Come see his work and home up close and in detail at Saint-Gaudens National Historic Site.

Saint-Gaudens National Historic Site, in Cornish, is New Hampshire’s only national park – and also one of the country’s least-visited.

This fact is both a real shame and also a bit of a plus.

It’s a shame because many of the pieces Saint-Gaudens created during his lifetime are on display in the park. On the other hand, lower attendance means a more pleasant, less crowded visit!

So Close By

Saint-Gaudens’ is located in Cornish, NH – just a half hour’s drive from our Woodstock VT bed and breakfast, Deer Brook Inn.

The drive is a lovely one, too. It takes you through Windsor, VT and one of the world’s longest covered bridges: the Cornish–Windsor Covered Bridge.

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Bookstock 2019 – The Green Mountain Festival of Words

June 14, 2019 by Corey A. Edwards

Bookstock 2019 The Green Mountain Festival of WordsBookstock, “The Green Mountain Festival of Words,” is the Woodstock, VT’s annual, summer literary festival. The event serves up features more than forty authors and poets of all genres – not to mention book fairs, workshops, and other special events in and around Woodstock village. July 26, 27, & 28, 2019.

Bibliophiles, wordsmiths, poets, and artists alike will find plenty to love at the 11th annual Bookstock Literary Festival. The annual three-day event swells the village with thousands of visitors and special guests. Including lots of best-selling and beloved authors.

Special Guests

A host of nationally and regionally celebrated authors are on the schedule for presentations, workshops, and readings on all three days of the festival.

Like who, you ask?

How about poet laureate of Vermont Chard deNiord, author and Former Governor of Vermont Madeleine Kunin, and “In The Wild” cartoonist Ed Koren, for a start? That’s just 3 of the more than 40 authors, poets, and other literary luminaries who will be in attendance at Bookstock 2019.

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Covered Bridges Half Marathon 2019

May 10, 2019 by Corey A. Edwards

Covered Bridges Half Marathon 2019June is just around the corner (if you can believe it) and that means it’s almost time for Covered Bridges Half Marathon 2019! This year’s event is set to kick off from the Suicide Six Ski Area at 8:15 am, on June 2nd, 2019.

The Covered Bridges Half Marathon is a popular, annual race that takes runners through open farmland, along the Ottauquechee River. The point-to-point, 13.1 mile, USATF-certified course runs eastward from Suicide Six Ski Area to the Quechee Polo Field.

The race gets its name from three covered bridges that make up part of the course: Middle Covered Bridge, Taftsville Covered Bridge, and Quechee Covered Bridge. (learn more about the area’s 7 covered bridges)

The Woodstock area sees some of its best weather of the year in June. Covered Bridges race day, which is always the first Sunday of June, sees an average high of 73ºF – beautiful!

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Vermont Snowmobile Tours & Woodstock Snow Sculpture Festival 2019

January 19, 2019 by Corey A. Edwards

Vermont Snowmobiling ToursAh, winter in Vermont: a great time to visit with plenty to do and see. Vermont snowmobile tours offer a fun and exciting – or even relaxing – way to get out and experience our lovely state’s winter woods!

Snowmobiling is often thought of as a high-speed adventure through deep drifts and over lumpy moguls. While that can certainly be a lot of fun, not all snowmobile experiences have to be that way.

If you’ve never ridden on a snowmobile, you really should. They’re a bit like a cross between a sled and a motorcycle. Now how can that not be a good time?

Luckily, Vermont snowmobile tours are available just ten minutes away from Deer Brook Inn, our Woodstock, Vermont B&B!

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It’s Almost Time For Woodstock Wassail Weekend 2018!

November 9, 2018 by Corey A. Edwards

Woodstock Wassail Weekend 2018Come out to a winter wonderland of fun during Vermont’s Woodstock Wassail Weekend 2018. The 34th annual return of this popular event is scheduled for December 7th to the 9th, 2018.

Woodstock Wassail Weekend 2018 is 3 days of holiday events and activities and one of the area’s most popular celebrations. Visitors come from all over to enjoy Wassail Weekend.

This year’s nonstop schedule of fun includes multiple concerts, film screenings, a holiday house tour, parade, and much more. Woodstock is often referred to as one of America’s prettiest small towns. This is doubly true during the holiday season and especially so during Woodstock Wassail Weekend.

Come out and see for yourself!

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The Audi FIS Alpine Ski World Cup 2018 at Killington

November 2, 2018 by Corey A. Edwards

FIS Alpine Ski World Cup 2018It’s almost Killington Cup time! The fastest female ski racers in the world are coming to Killington Ski Area for the third year in a row to battle it out during Alpine Ski World Cup 2018. Slalom, giant slalom, fireworks, parades, movie screenings, live music, and so much more. November 23rd through the 25th, 2018.

Thanksgiving weekend will never be the same after these last three years of exciting, Alpine Ski World Cup racing. 2016 marked 38 years since Vermont had the honor of hosting an Alpine Ski World Cup. Now, after two amazing years in a row, the third and final (for the moment, at least) event is almost upon us.

2016 and 2017’s Alpine Ski World Cup events at Killington attracted upwards of 30,000 spectators to the area. The 2018 races should see similar – if not even larger – crowds. And why not?

The Killington Cup is the biggest ski racing event on the East coast and general admission is FREE. Who wouldn’t want to watch as 100 of the world’s fastest women ski racers challenge each other and themselves on Killington’s peerless slopes?

The Audi FIS Alpine Ski World Cup is also a lively weekend festival that includes fireworks, parades, 2 movie premiers, and 4 live concerts. Teton Gravity Research will premier its film Far Out on Friday, the 23rd. Warren Miller’s Face of Winter will be screened on Saturday, the 4th. Musicians for this year’s event include Michael Franti, Paul Oakenfold, KT Tunstall, and Guster.

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Northern Stage, Lebanon Opera House, and Weston Playhouse

October 19, 2018 by Corey A. Edwards

Northern Stage and Lebanon Opera HouseIf you’re a fan of live entertainment, you’ll be thrilled to hear that our Woodstock, Vermont B&B is within easy distance of two celebrated theaters – The Northern Stage and Lebanon Opera House!

One of the very best things about our beautiful, little corner of Vermont is that, even though it seems quiet and remote, we’re not far away from a variety of world class, live entertainment.

Northern Stage, Lebanon Opera House, and Weston Playhouse are all within easy reach of our little neck of the woods. That’s a lot of high-quality, live entertainment on tap to choose from!

Whenever you’re in the Woodstock area and looking for a lively performance to brighten your day, be sure to check and see what’s coming up on their collective schedules.

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