Woodstock, “one of the prettiest small town in America” puts on a show early December. Join us for some Winter Wonderland Magic during Wassail Weekend in Woodstock. Complete with twinkly lights, carol singing, carriage parades, live music, and so much more, this 19th century Christmas celebration is sure to enchant you.  The main festivities are recapped below:


10 AM – 4 PM: Christmas at Billings Farm & Museum

10 AM – 5 PM: Woodstock Wassail Weekend Artisan Market at 23 Elm Street




4 PM: Storytelling by Scott Davidson at Norman Williams Public Library

5 – 7 PM: Wassail Open House at the Woodstock History Center, featuring special holiday displays, hot cider, seasonal treats, a silent auction, Celtic music, and more.

7:30 PM: Movie “The Holiday” at Pentangle Arts  



8 – 11 AM: Breakfast with Santa at the Little Theater, right across the street from The Woodstocker B&B

9:30 AM – 2 PM: Annual Holiday House Tour – a once-a year opportunity to visit some of Woodstock’s historic homes

10 AM – 12 PM: Historic St. James Church open for tours and music

10 AM – 4 PM: Craft Fair at the Masonic Lodge

11 AM – 3 PM: Wassail Cafe on the Green, serving mac & cheese, chili, Wassail and more

11 AM – 4 PM: Silent Auction and Wassail at the Woodstock History Center, including a food court with hearty soups, corn bread and more; artisans with their crafts. Silent auction ends at 2pm.

12 PM & 1 PM: Reading of “A Child’s Christmas in Wales” by Ham Gillett at the Norman Williams Public Library

1 PM: Craft-making activity for children and adults at the Norman Williams Public Library


3 PM: Yule Log and Memory Tree Lighting Carol Sing

3 PM: The Ten-A capella group at the Historic Congregational Church

3 PM: A capella Concert at the Norman Williams Public Library

4 PM: Lighting of the Luminaries by the Woodstock Rotary Club

5:30 PM: Woodstock Inn Wassail Celebration Feast

7:30 PM: Eugene Friesen cello concert at North Chapel Universalist Society

8 PM: CÒIG: A Celtic Holiday Concert at Pentangle Arts  



10 AM – 2 PM: Craft Fair at the Masonic Lodge

3 PM: Movie “Home Alone” at Pentangle Arts

4 PM: Pentangle Arts’ 35th Annual Messiah Sing at Our Lady of the Snows Catholic Church

7:30 PM: Movie “Love, Actually” at Pentangle Arts 


horse draw carriage and period costumes

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Wassail Weekend in Woodstock, December 7-9, 2018 was last modified: February 8th, 2019 by Isabelle Chicoine
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