Danbury Christmas Events & Things to Do 2025

Discover a festive holiday market brimming with unique gifts and artisanal crafts. Browse creations from over 100 vendors, perfect for finding that special Christmas present. Experience the joy of the season with interactive light displays and a vibrant community atmosphere.

Experience the magic of the holiday season at the 23rd Annual Festival of Trees, Ann's Place's premier fundraising event. Wander through a enchanting forest of uniquely decorated trees, discover treasures in the Boutique and Quilter's Corner gift shops, and try your luck with high-end raffle prizes. This signature event for...

Discover unique, handcrafted treasures at the Redding Artisan Holiday Fair. This festive event showcases a curated selection of art and crafts from talented local artisans, offering the perfect opportunity to find one-of-a-kind holiday gifts. Immerse yourself in a cheerful atmosphere and support local creators.

Experience the charm of Newtown's 40th Annual Holiday Festival, featuring a vibrant Holiday Market. Browse unique crafts and gifts from outdoor vendors lining Main Street and indoor artisans at the Edmond Town Hall gym. This festive event spans multiple locations, offering a delightful holiday shopping experience for all.

Explore a charming holiday boutique featuring a thoughtfully curated collection of gifts perfect for everyone on your list. This festive event offers a delightful shopping experience in a historic setting.

Kick off the holiday season at the New Canaan Nature Center's annual Holiday Market. Discover a delightful array of unique gifts, including handcrafted jewelry, artisanal candles, and stylish clothing from over a dozen participating vendors. Enjoy the festive sounds of live holiday music performed by School of Rock, creating a...

Get into the holiday spirit at the Norwalk Garden Club's annual Christmas Fair. Discover a delightful array of handmade crafts, including unique wreaths, plants, and seasonal arrangements. Browse themed raffle baskets brimming with local gift certificates and treasures. Enjoy complimentary tea, coffee, and hot chocolate at their cafe, and take...

Step into a winter wonderland at the Merwinsville Hotel's Annual Christmas/Holiday Show. They transform the historic hotel into a festive spectacle, showcasing impressive collections of nutcrackers, Santa Claus figures, and intricate Worlds Fair miniatures. Visitors can browse and purchase unique artwork, holiday crafts, jewelry, and ornaments. The event spans two...

Discover a festive holiday craft festival in Shelton, Connecticut, featuring a curated selection of artisanal goods. Browse unique handmade items perfect for Christmas gifts and enjoy a day of festive shopping. This event is a prime opportunity to find one-of-a-kind treasures from talented local creators.

Experience the magic of the 5th Annual Holiday Stroll in Westport, CT, co-sponsored with Dan Woog's '06880'. This festive event on December 6, 2025, transforms downtown Westport into a winter wonderland. Discover unique finds at the Holiday Winter Market, enjoy children's activities like face painting and Santa photos, and be...

Experience the magic of the 44th annual Bethlehem Christmas Town Festival, a beloved holiday tradition. Marvel at the towering 85-foot Christmas tree, enjoy live entertainment, and explore over 70 vendors offering unique handcrafted gifts. Don't miss the festive opening ceremony with Santa, the illuminated firetruck procession, and a special 5K...

Discover unique, handcrafted gifts for loved ones at the Holiday Market. This event showcases exceptional items by local artists and crafters, offering a chance to support area talent while finding distinctive treasures that will be cherished. It's the perfect place to find special goodies for others, and perhaps a treat...

Discover unique handmade treasures and festive holiday spirit at St. Michael's Christmas Artisan Bazaar. This charming event, held indoors at the Church Hall, offers a delightful array of crafts and Christmas-themed items from local artisans. It's the perfect opportunity to find one-of-a-kind gifts and soak in the holiday atmosphere.

Experience the magic of the 23rd Annual Downtown Lamplight Stroll, a cherished holiday tradition in Milford. Hundreds of families gather to explore participating businesses, collecting stamps in their stroll passports while enjoying sweet treats and warm beverages. Discover unique gifts from over 60 vendors on the green, be serenaded by...

Experience the magic of the 17th Annual Greenwich Reindeer Festival & Santa's Workshop. This beloved tradition brings Santa and his live reindeer to Sam Bridge Nursery & Greenhouses for festive family photos and holiday cheer. Enjoy activities like letter writing to Santa, reindeer coloring, and exciting raffles, all while supporting...

Discover unique, handcrafted treasures at the annual Holiday Pottery Show & Sale. This anticipated event features over 30 regional ceramic artists, jewelers, and artisans offering a convenient way to shop locally for the holidays. Members can enjoy an exclusive preview and a special discount, while proceeds benefit the artists and...

Discover Trinity on the Green's beloved Christmas Market, a cherished annual event supporting the restoration of their historic pipe organ. Browse a delightful array of handmade crafts, plants, cookies, jams, and a treasure-filled tag sale. Enjoy festive treats and find unique gifts while contributing to a vital church restoration project.

Get ready for a swinging, rocking holiday celebration with the Rock This Town Orchestra's Christmas Spectacular! This family-friendly show brings the most wonderful time of the year to life with energetic performances of beloved Christmas classics. Expect a full stage production filled with festive cheer, and a special surprise appearance...

The Westport Country Playhouse presents 'A Sherlock Carol,' a critically acclaimed holiday tradition. This inventive theatrical production merges the beloved characters of Charles Dickens and Sir Arthur Conan Doyle, following a grown-up Tiny Tim as he enlists Sherlock Holmes to solve the mystery of Ebenezer Scrooge's death. Expect a delightful...

The Fairfield University Glee Club presents its annual Christmas concert, 'A Feast of Carols.' This year's program celebrates American Christmas music, featuring beloved tunes from historical hymns to modern classics. The concert includes a festive brass ensemble and invites the audience to join in singing traditional carols.

Experience the magic of the holidays with the Norwalk Symphony Orchestra's 'Holiday Pops' concert. This festive celebration features beloved seasonal classics, from Tchaikovsky's 'Nutcracker' to Handel's 'Messiah,' alongside popular tunes like 'Sleigh Ride.' The performance includes captivating choruses, dancers, exciting vocal soloists, and a special surprise guest, culminating in a...

Experience the magic of the season with 'Holiday in The Warehouse,' a heartwarming cabaret show featuring acclaimed singers Maureen Hamill, Mary Richard, and Kerry Lambert, accompanied by music director David Harris. They will present a delightful program of Broadway favorites, timeless standards, and festive cheer, reminiscent of classic holiday films....

Step into a festive winter wonderland with Irving Berlin's White Christmas, a heartwarming musical at Curtain Call Inc. Follow two charming veterans on a romantic quest to a Vermont lodge, filled with song, dance, and holiday cheer. This uplifting production features a dazzling score with beloved classics, promising a delightful...

Get ready for a holiday concert with a playful twist! This event invites attendees to don their most outrageous ugly Christmas sweaters for a festive celebration. Enjoy seasonal classics and toe-tapping tunes performed by the Waterbury Symphony Orchestra, all while embracing the spirit of holiday merriment and mischief.

Prepare for a genuine New York holiday tradition with Jessica Lynn's "A Very Merry Classic Christmas." This acclaimed show, celebrated as a top holiday event, offers a dazzling multi-media spectacle featuring dancers, marching bands, and choirs. Sing along to beloved Christmas carols and become part of an immersive experience that...

For 30 years, Rob Mathes has kicked off the holiday season with a spectacular concert. This high-energy event features Mathes, his all-star band, and a chorus, delivering a unique blend of rock, jazz, and blues with fresh takes on holiday classics and original compositions. It's a cherished local tradition that...

Experience the magic of "Miracle on 34th Street" as a captivating musical at the historic Shubert Theatre. This heartwarming holiday classic, featuring a book and score by Meredith Willson, brings to life the story of Doris Walker and her encounter with the possibility of the real Kris Kringle. Perfect for...

Join the CityCenter Danbury for their 3rd Annual 'Light the Lights-Winter Festival' on the Green. This free, family-friendly event features the illumination of a 40-foot holiday tree, Santa's arrival by fire truck, a festive fire truck parade, holiday shopping from various vendors, live entertainment, and free cookies and hot chocolate....

All aboard The Snow Clipper for The First Gift Express! This popular, personalized gift-giving experience with Santa and Mrs. Claus has sold out for the past three years. Enjoy a festive train ride, explore museum exhibits, and receive the first gifts of Christmas. Evening departures offer a magical view of...

Experience the magic of Bethel's WinterFest, a cherished annual tradition. This festive event features an afternoon of local shopping and community activities, including caroling and a popular soup stand. As evening approaches, enjoy horse-drawn wagon rides before gathering for the grand tree lighting ceremony. The celebration continues with a meet-and-greet...

Step into a world of enchantment at Lumina, an illuminated forest experience at Harvest Moon Farm & Orchard. Wander through pathways adorned with over half a million brilliant lights, creating a magical glow perfect for all ages. Enjoy captivating light shows synchronized to music, discover new photo opportunities, and savor...

Experience the enchantment of the season at Fairview Tree Farm's 'Night of Lights' Merry Christmas Hayride. This beloved annual event offers a magical 30-minute tractor-pulled journey through dazzling light displays and festive holiday scenes. Meet beloved characters like Santa, Mrs. Claus, and the Grinch, and enjoy the warm glow of...

All aboard for a magical journey to the North Pole on The Holiday Wish Express! This beloved tradition returns to Stamford Town Center, transforming over 20,000 square feet into the region's largest indoor holiday wonderland. Families can enjoy a virtual train ride, meet Santa's toymakers, visit Mrs. Claus's kitchen, and...

Experience the magic of Westchester's Winter Wonderland, a spectacular drive-thru holiday light extravaganza. Journey through 1.2 miles of dazzling lights from your car, enhanced by the free Otocast app that plays festive music and stories. It's an affordable and memorable way for the whole family to celebrate the holiday season...

Experience the magic of the holiday season with a delightful Breakfast or Brunch with Santa! Families can enjoy festive meals, share wishlists, and capture memorable photos with Santa Claus. Many locations offer additional holiday activities like cookie decorating, face painting, and balloon art, creating a joyous atmosphere for all ages.

Join the New Fairfield community for their annual Holiday Lights Parade, a cherished tradition that illuminates the town with festive cheer. Witness a dazzling procession of creatively decorated floats and vehicles, all aglow with vibrant holiday lights, bringing the magic of the season to life.

Step into a festive atmosphere at the Keeler Tavern Museum & History Center's Holiday Stroll Open House. This special event invites visitors to experience the historic site adorned in its holiday best, offering a charming glimpse into seasonal traditions. Explore the grounds and immerse yourself in the holiday spirit at...

Capture the magic of the holiday season with a visit to Santa at Ridge Hill. This popular event allows families to create lasting memories with professional photos alongside Santa Claus. While specific dates for 2025 are yet to be announced, the event typically runs throughout the holiday season, offering a...

Get ready for the Naugatuck Holiday Bash, a festive celebration designed to bring the community together for a joyous holiday season. This event promises a delightful experience for all, with activities and attractions that capture the spirit of the holidays. It's the perfect opportunity to create lasting memories with family...

Experience the charm of Milford's annual Christmas Parade, a cherished tradition held the Saturday after Thanksgiving. This festive event brings the community together with colorful floats, lively music, and the much-anticipated arrival of Santa Claus. It's a perfect way to kick off the holiday season with hometown cheer.

Join a unique holiday tradition by decorating and submitting a buoy to create a stunning 20-30 foot tree made from lobster traps. This community art project culminates in a festive tree lighting ceremony at Lisman Landing, complete with music and a visit from Santa.

Prepare for a spectacular holiday celebration with Santa's Circus! This enchanting event promises a dazzling display of circus artistry, bringing the magic of the season to life. It's a perfect outing for families looking to create lasting Christmas memories with thrilling performances and festive entertainment.

Join the City of New Haven for a meaningful Hanukkah celebration with an official menorah lighting ceremony on the New Haven Green. This event is a key part of the city's diverse holiday programming, offering a moment of reflection and community spirit.