Holiday Happenings in Washington!

Washington truly shines during the holiday season. Twinkling lights, decorated shop windows, and festive events make our town sparkle. There are so many the wonderful, merry events happening in town this month, so mark your calendars and enjoy the holiday cheer!

Festival of Trees

Friday, December 7th; 5 pm – 7 pm
@ Gunn Memorial Library

At this joyous annual cocktail party, creatively decorated holiday trees, wreaths, and stockings will be on display for guests to enjoy and purchase. Tickets are available in advance at the library or at the door.

New Preston Village Winter Walk

Saturday, December 8th; 1 pm – 5 pm

Join the lovely shops of New Preston for an afternoon of special holiday sales and sweet treats. Take a stroll around the village to admire the decorated shop windows, snap photos with Santa, and enjoy festive holiday music.

The Gunnery's Holiday Concert

Tuesday, December 11th; 7:30 pm
@ Meeting House on the Green

The annual Holiday Concert features performances by The Gunnery’s Chamber Ensemble, Jazz Band, Rock Band, and The Gunnery Troubadours. Admission is free.

Photo Credit: Stacie C. Lynch Photography

Holiday in the Depot

Friday, December 14th; 6 pm –  8:30 pm

Come be merry at the 27th Annual Holiday in the Depot! After the tree lighting, Santa will arrive for photos by his horse-drawn wagon. Take part in some holiday crafts and enjoy a horse-drawn hayride around the Depot. Experience the festive decorations and holiday treats throughout the Depot.

First Friday in the Depot-Holiday Edition

Friday, December 14th; 5 pm – 8 pm

Enjoy a special holiday edition of First Friday with a festive dance party at Valley Spirit. Hear the sounds of the “holiday” A Capella singers and Glenn Miller and dance with Arthur Murray Dance Studio.

11th Annual Slices with Santa

Saturday, December 15th; 5 pm – 8 pm
@ Washington Fire House

Join the Washington Volunteer Fire Department for their annual Slices with Santa! Take a bite of delicious pizza and pose for pictures with St. Nick. All proceeds will go to benefit families in need this holiday season.

Special Holiday Shopping

  • Scandinavian Holiday Gift Fair @ WAA- December 1st – December 24th
  • New Preston Village Winter Walk- December 8th
  • Design in the Depot-December 8th
  • Chill “N” Shop @ Hopkins Vineyard- December 8th
  • Native American Arts & Crafts Holiday Market @ Institute for American Indian Studies- Saturdays & Sundays until December 9th
  • Author Signing with Sharon Ruchman, The Gift of Rudy @ Hickory Stick Bookshop- December 9th
  • Shakespeare in the Litchfield Hills @ Hickory Stick Bookshop- December 12th
  • Children’s Holiday Sale @ Gunn Memorial Library- December 13th – December 15th
  • Author Signing with Martin Podskoch and Barbara Hampton, The Connecticut 169 Club: Your Passport and Guide to Explore Connecticut @ Hickory Stick Bookshop- December 22nd 
  • Author Signing with Elena Mannes, Soul Dog: A Journey into the Spiritual Life of AnimalsDecember 30th

Fun Family Events

  • ASAP! Acting & Movement @ Shepaug Valley School- December 6th, 13th, 20th
  • Holiday in the Depot-December 14th
  • Shepaug to Stage: Steve Martin’s Picasso at the Lapin Agile @ Shepaug Valley School- December 14th
  • Slices with Santa @ Washington Fire House- December 15th
  • Five Senses Festiva Holiday Pop-up @ Washington Club Hall- December 16th
  • Winter Wonderland Magic @ Gunn Memorial Library-December 27th
  • Winter Games, Stories, and Crafts @ Institute for American Indian Studies-December 27th & 28th
  • ASAP! Inter-District Strings Project @ Shepaug Valley School- December-March
  • Family Skating @ The Gunnery Linen Rink- Until March

In The Galleries

  • Mark Seliger: Platinum Prints @ KMR Arts and The Judy Black Memorial Park and Gardens- Artist talk on December 8th, exhibit opened until December 29th
  • Susan Elliot Paintings @ Marty’s Café- Until December 30th
  • Contemporary Art Quilts by Norma Schlager @ Gunn Library Stairwell Gallery- Until January 5th
  • Walter Fields New Art @ Byrde + the b- Until January 5th
  • Abstract Paintings by Heather Neilson @ The Smithy Loft Gallery- Until January 6th

A Look Into The New Year

  • New Year’s Day Concert & Party with the Washington Friends of Music @ Meeting House on the Green- January 1st
  • New Year’s Tea Party & Cookie Contest @ Gunn Memorial Library and Museum- January 5th

For details about these and many more upcoming events, please see our Featured Events Calendar.

Happy Holidays from Explore Washington CT!