• 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 5, 2026, at 10 am and 12 pm. The buffet includes ... Read more

  • Polar Express Day at Wilton Historical Society

    Wilton Historical Society 224 Danbury Road, Wilton, CT

    Polar Express Day brings a holiday story and hands-on crafting to the Wilton Historical Society. Children can listen to a reading of the classic tale and make a “Believe” bell ... 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 6, 2026, at 10 am and 12 pm. The buffet includes ... Read more

  • Holiday Open House at Lockwood-Mathews Mansion Museum

    Lockwood-Mathews Mansion Museum 295 West Avenue, Norwalk, CT, United States

    Celebrate the season with festive décor, holiday displays, and a visit with Santa and his elf, who will greet children and hear their Christmas wishes. Guests can also tour the ... 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

  • Buoy Tree Lighting Ceremony at Lisman Landing

    Lisman Landing 37 Helwig Street, Milford, CT, United States

    Decorated buoys made by community members adorn a 20- to 30-foot holiday tree built from lobster traps at the Milford waterfront. The celebration includes a holiday market, food trucks, music, Santa and Mrs. Claus arriving by oyster boat, and a tree lighting with the mayor. The event takes place Sunday, December 6, 2026, from 2 ... Read more

  • Sea Glass Christmas Tree Workshop at 1741 Pub & Grill

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

    Create a sea glass Christmas tree with step-by-step instruction from Connecticut Paint Parties. No experience is needed, and all supplies are included. Each ticket includes one beer, wine, hard cider, or soft drink. The workshop takes place Tuesday, December 8, 2026, from 6 pm to 8 pm. The restaurant menu is available while guests craft. ... Read more