Top Things to do in Vermont in December

We have a variety of events going on in the month of December in the town of Woodstock.  This time of year is a special time for everyone in Woodstock and we like to share all that we have to offer to our visiting guests.  Many of our guests come to experience the wonderful shops to purchase great Christmas gifts.  They also experience all the decorations and sounds of the town that residents and businesses have.  Woodstock is a magical place at this time of year and we hope that you will be able to come and experience it.  If you have been here before at this time of year, we welcome you back and if this is your first time coming, we hope that you will have fun.

Vermont December Activities
We will also be decorating our beautiful inn for the holidays.  We do have some rooms available for the month of December.  Give us a call or check out our website to book.  We would love to share the spirit of Christmas with you along with the town of Woodstock. 


Dec 26 – Jan 1 10AM-4PM

Experience the traditions of a 19th century Vermont Christmas. Visit the authentically decorated farmhouse and the dairy farm for interactive programs; farm life exhibits, holiday programs and making historic ornaments. Don't miss a winter visit to the farm. Dec.26 -Jan 1. Horse-drawn sleigh or wagon rides (conditions permitting).


Dec 7 – 9 10AM-4PM

Tour the festively decorated 1890 Farm House and farm barns; make a historic ornament as a memento of your visit. Sunday: Horse-drawn sleigh or wagon rides (conditions permitting).  


Dec 7 – 9

Wassail Weekend Chamber 2018 Filled with twinkling lights, historic decorated homes, breakfast with Santa, and so much more, the town transforms into the holiday wonderland of your dreams, complete with sleigh bells during our Wassail Parade and holiday decorations at Billings Farm that harken back to historic 19th century charm. There's something for all ages throughout this festive holiday weekend.  


Dec 8 9:30am to 2:00pm

All tours begin at the Woodstock Town Hall Theatre. Join Pentangle Arts for the 17th annual Holiday House Tour. A Wassail Weekend favorite! Experience the warm hospitality of old New England, when Woodstock’s most charming houses deck their halls and open their doors for what has become a quintessential holiday tradition. Docents await at each location to provide historical information and answer questions. The last stop of the Tour is a lovely reception.


The best in trad music, in a non-traditional way!


Woodstock Town Hall Theatre 8 December 8:00pm to 10:00pm

Nova Scotia’s powerhouse Còig presents an evening of fiery Celtic holiday tunes from their 2015 album Carols. Còig is one of today’s most exciting new North American Celtic groups. The members of Còig all have traditional roots, but each brings something more. Fiddler Chrissy Crowley has touches of world and contemporary music. Pianist Jason Roach has a jazz degree, Darren McMullen (guitar, banjo, mandolin, etc.) has worked everywhere from Irish to rock groups, and fiddler Rachel Davis is the most Cape Breton trad, but with folk and roots infused flavors as well. Còig’s music is a unique combination of influences that could only come from these four players. It’s traditional, but it’s performed in non-traditional ways. With a combined total of over 30 group and solo awards and nominations, the four members of the band are already recognized as major stars of the Celtic world. The group’s debut album Five, released in June 2014, earned them the 2014 Canadian Folk Music Award for Traditional Album of the Year, the Music Nova Scotia Award for Traditional/Roots Recording of the Year, and the 2015 East Coast Music Award for Roots/Traditional Group Recording of the Year. That was followed by 2015’s Carols, already a yearly holiday favorite.   


Our Lady of the Snows Roman Catholic Church 9 December 4:00pm to 6:00pm

The annual conclusion to Wassail Weekend! A world-class ensemble and four featured soloists perform a stirring rendition of the Christmas portions of Handel’s Messiah. The audience joins in for the choruses, so bring your libretto! This year we celebrate 35 years of the annual Messiah Sing. Presented by Pentangle Arts. Suggested $10 donation graciously accepted.  

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Village Inn of Woodstock

The Village Inn of Woodstock, a Woodstock Vermont Bed and Breakfast, 41 Pleasant St., Woodstock, Vermont 05091

Phone: 802-457-1255 | Email:

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