horse-drawn carriage decorated with greens and led by man in period costume

Wassail parade. Photo credit: Woodstock Chamber of Commerce

Woodstock, “one of the prettiest small towns in America” puts on a show each December. Join us for some Winter Wonderland Magic during Wassail Weekend in Woodstock from Friday December 13 to Sunday December 15, 2019. Complete with twinkling lights, yule-log, caroling, horse-drawn carriage parade, concerts, shopping, and so much more, this old-fashioned Christmas celebration is sure to enchant you.  The main festivities for Wassail Weekend 2019 are recapped below:

Friday, December 13

10 am – 4 pm: Christmas at Billings Farm & Museum

4 pm: Storytelling by Peter Mendes at Norman Williams Public Library

7:30 pm – 9pm: Yale University’s internationally acclaimed a capella group, The Whiffenpoofs, performs at Pentangle Arts Woodstock Town Hall’s Theater

Saturday, December 14

10 am – 4 pm: Christmas at Billings Farm & Museum

9:30 am – 2:30 pm: Annual Holiday House Tour – a once-a year opportunity to visit some of Woodstock’s historic homes along The Green and on Elm Street

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

12 pm & 1 pm: Reading of “A Child’s Christmas in Wales” by Ham Gillett 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: Wren Song performance 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: Cellist Eugene Friesen and singer/songwriter Elizabeth Rogers perform at at North Chapel Universalist Society

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

Sunday, December 15

10 am – 4 pm: Christmas at Billings Farm

10 am – 2 pm: Craft Fair at the Masonic Lodge

3 pm: Movie “The Grinch” at Pentangle Arts

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

7:30 pm: Movie “White Christmas” at Pentangle Arts

Wassail Weekend in Woodstock was last modified: June 2nd, 2024 by Isabelle Chicoine