Magical Holiday Events in Ridgefield

The magic of the holiday season has arrived in Ridgefield! This time of year, our town comes alive with festive celebrations, beloved holiday traditions, and unforgettable experiences for all ages. From spectacular holiday performances and family-friendly festivities to seasonal shopping, special community events, and so much more, there are countless ways to celebrate this wonderful time of year.

Opens Friday, November 13th

Ridgefield Guild of Artists

Get your tickets to our largest fundraiser of the year! Shop all the unique items first, view the art, experience the 4 special vignettes designed by local designers, before we open to the public! Fun cocktails, light bites, merry music, and more. The Preview Party will kick off on Friday, November 13th and the holiday market will be open November 14th through December 13th.

Opens Thursday, November 19th

Keeler Tavern Museum & History Center

Located in the beautiful historic red carriage barn, the Boutique features thoughtfully curated gifts, décor, and one-of-a-kind offerings from talented artisans. Shop holiday merchandise, from fair trade ornaments to festive paper goods; home décor, including hand-loomed pillows, wreaths, candles, and ceramic bowls; items for pets; accessories like jewelry and scarves; and toys for kids.

Friday, November 27th

Downtown Ridgefield

Ridgefield’s Annual Festival of Lights Tree Lighting will be held on Friday, November 27th at 6:00pm in front of Town Hall on Main Street! This beloved town tradition is the perfect way to kick off the holiday season with family and friends.

Begins November 30th

Woodcock Nature Center

This popular annual event pairs decorating a 24” balsam wreath using unique materials with relaxing by a roaring fire among friends. In typical times, the festival welcomes nearly 900 guests and raises over $80,000 for the nature center’s programs in environmental education.

Tuesday, December 1st & Wednesday, December 2nd

The Ridgefield Playhouse

Christmas With The Celts return for two performances at the Playhouse! This family favorite holiday show is a wonderful combination of timeless Irish Christmas Carols, lively Irish Dance, and contemporary songs performed with Irish instrumentation. Each year, the Celts add new Christmas hits, Celts originals, and fresh Irish Dance tunes so that no performance is the same.

Thursday, December 3rd – Saturday, December 5th

RIdgefield Theater Barn

Presented in the round! Audience members are encouraged to join in on the fun – you can sign up to play one of the roles, and everyone can join in from their seats by singing along to festive tunes and participating in the play’s action with engaging props and sound effects. This show is family-friendly and designed to ensure that everyone at the Barn has a wonderful time.

Friday, December 4th & Saturday, December 5th

Downtown Ridgefield

The Ridgefield Holiday Stroll is a beloved annual tradition that brings festive cheer to downtown Ridgefield! Local shops and restaurants join in the celebration with special offerings, while visitors can enjoy festive performances, appearances by Santa, strolling entertainment, and other seasonal surprises. This event is organized and produced by the Ridgefield Chamber of Commerce

Sunday, December 6th

The Ridgefield Playhouse

Come and enjoy two special holiday events with The Ridgefield Chorale! The Holiday Children’s Event will be held in the Playhouse lobby, children will enjoy cookie decorating and holiday songs by The Ridgefield Chorale singers. Then eEnjoy contemporary songs of the season with The Ridgefield Chorale and support a good cause. Casual, charming and fun, this is an afternoon of seasonal favorites for all ages.

Friday, December 11th through Sunday, December 13th

The Ridgefield Playhouse

The Nutcracker has been a beloved annual holiday classic since the establishment of Ridgefield Playhouse, when The Patricia Schuster School of Dance transitioned to the nonprofit Ridgefield Conservatory of Dance. RCD celebrates its history here as part of our Family Series, featuring a full-length production with a cast of student, professional, and guest performers under the Direction of Henry Seth and Amy Piantaggini.

Tuesday, December 15th

Ridgefield Historical Society’s Scott House

Santa will be represented at the Ridgefield History Club’s holiday gathering on Tuesday, Dec. 15, at 10 a.m. where we will look back at some of Ridgefield’s Santas from years past, share holiday history and cheer, and invite you to bring your own holiday stories to share. There may be some surprises!

Sunday, December 20th

The Ridgefield Playhouse

Come celebrate the magic of the season at SPHERE’s Holiday Spectacular! Our talented performers invite you to an afternoon filled with music, dance, and stories that bring out the joy and warmth of the holidays. With favorite songs, touching moments, and plenty of laughs, our cast will remind you what the season is all about: hope, kindness, generosity, and the strength of community.

Thursday, December 24th

Ballard Park

Ridgefield’s favorite Christmas Eve tradition is back for 2026! Gather with Ridgefield friends and neighbors for Christmas Eve Caroling in Ballard Park! This is a free community event, organized by Ridgefield residents to build community and share the joy of the holiday season with friends and neighbors. All are welcome!

Magical Holiday Events in Ridgefield

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