• Van Trip: A Gilded Christmas in Newport with Mattatuck Museum

    Mattatuck Museum 63 Prospect Street, Waterbury, CT, United States

    Experience the holiday season amid the grandeur of Newport, Rhode Island, during the Mattatuck Museum’s Van Trip: A Gilded Christmas in Newport on Thursday, December 10, from 8:30 am to ... Read more

  • Holiday at Osborne Homestead Museum

    Osborne Homestead Museum 500 Hawthorne Ave., Derby, United States

    Mattatuck Museum members can explore the Osborne Homestead’s holiday decorations during a self-guided tour on Friday, December 11, 2026. The house is open for self-guided visits from 3 pm to ... Read more

  • Santa Switch at Thomaston Opera House

    Recurring
    Palace Theater 100 East Main Street, Waterbury, CT, United States

    A new holiday jukebox musical brings Christmas magic, comedy and familiar songs to the stage with Santa Switch at the Thomaston Opera House this December. When Santa and Mrs. Claus ... Read more

  • Santa Brunch at 1741 Pub & Grill

    1741 Pub & Grill 32 Reeds Gap Rd, Middlefield, CT, United States

    Enjoy a holiday brunch buffet and meet Santa and Mrs. Claus at Lyman Orchards. Seatings are available Saturday, December 12, 2026, at 10 am and 12 pm. The buffet features ... Read more

  • Santa Visits the Wilton Historical Society

    Wilton Historical Society 224 Danbury Road, Wilton, CT

    Santa will stop by the Wilton Historical Society during the Great Trains Holiday Show, giving children a chance to share their holiday wishes. The visit takes place Saturday, December 12, ... Read more

  • Family Fun Day: Winter Wonderland at Mattatuck Museum

    Mattatuck Museum 63 Prospect Street, Waterbury, CT, United States

    Celebrate the winter season with an afternoon of family-friendly activities at the Mattatuck Museum on Saturday, December 12, from 1 to 5 pm. Family Fun Day: Winter Wonderland will feature ... Read more

  • Santa Switch at Thomaston Opera House

    Recurring
    Palace Theater 100 East Main Street, Waterbury, CT, United States

    A new holiday jukebox musical brings Christmas magic, comedy and familiar songs to the stage with Santa Switch at the Thomaston Opera House this December. When Santa and Mrs. Claus ... Read more

  • Santa Brunch at 1741 Pub & Grill

    1741 Pub & Grill 32 Reeds Gap Rd, Middlefield, CT, United States

    Enjoy a holiday brunch buffet and meet Santa and Mrs. Claus at Lyman Orchards. Seatings are available Sunday, December 13, 2026, at 10 am and 12 pm. The buffet includes ... Read more

  • Santa Switch at Thomaston Opera House

    Recurring
    Palace Theater 100 East Main Street, Waterbury, CT, United States

    A new holiday jukebox musical brings Christmas magic, comedy and familiar songs to the stage with Santa Switch at the Thomaston Opera House this December. When Santa and Mrs. Claus ... Read more