Guilford Christmas Events & Things to Do 2025

Discover unique, handcrafted treasures at the Guilford Art Center's Holiday Expo 2025. This highly anticipated event showcases the work of talented Connecticut and New England artists, offering a diverse selection of ceramics, jewelry, textiles, woodworking, and more. Shoppers will find the perfect holiday-themed gifts, from festive ornaments to artisanal home...

Discover a festive array of homemade Christmas cookies, books, puzzles, and hand-sewn crafts at this charming holiday bazaar. Find unique holiday decor at the tag sale and browse fresh green wreaths. Don't miss out on their famous chicken pies and delicious hot homemade soup, perfect for a cozy winter treat.

Discover a treasure trove of unique holiday gifts at BACA's Artful Holiday Market. Browse an impressive selection of arts, crafts, jewelry, photography, wood, textiles, and leather goods, all created by talented local artisans. This festive event offers the perfect opportunity to find original presents while supporting local creators. Don't miss...

Discover unique holiday treasures at the BACA Gallery during Branford's annual Shop, Sip & Stroll event. They will be open late, offering a festive atmosphere perfect for finding that special gift. Enjoy complimentary refreshments and a special treat to take home.

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.

Experience the magic of the Wallingford Holiday Stroll on December 5th! Local merchants along Center Street and surrounding areas will offer special discounts to kickstart your Christmas shopping. Enjoy festive treats, warm drinks, and a chance to meet Santa. Don't miss the cozy bonfire, a dazzling Christmas tree, and exciting...

The Holly Berry Festival returns for its 47th year, offering a delightful experience with over 45 local artisans showcasing handcrafted goods. This family-friendly event promises fun for all ages, featuring a raffle and a variety of food options. Admission and parking are free, making it an accessible and enjoyable holiday...

Discover unique holiday treasures at the Wadsworth Mansion Holiday Bazaar. Browse handmade gifts from over 30 artisan vendors, featuring selections from the Open Air Market. Enjoy delicious food and warm beverages from David Alan Catering while you shop for the perfect presents. A festive atmosphere awaits!

Gallery 53 transforms into a festive holiday destination for its annual Holiday Artisan Fair. From November 18 to December 23, visitors can explore a curated selection of hundreds of locally handcrafted gifts, perfect for every taste and budget. Enjoy extended hours, including special Thursday evenings with wine and cheese, and...

Discover a festive holiday tradition at the Franciscan Christmas Fair, offering a delightful array of handmade crafts, unique gifts, and delicious homemade treats. Browse artisanal goods, decorative greens, and Holy Land carvings, and enjoy a heartwarming Living Crèche presentation. Meet Santa and Mrs. Claus, and support vital community services with...

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...

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.

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.

Discover unique holiday treasures at the 3rd Annual Holiday Craft & Vendor Fair. This vibrant event features over 40 vendors offering a diverse selection of handmade crafts, including jewelry, soaps, ornaments, and candles. Shoppers can also find beautiful home decor, enjoy a delightful bake sale, and try their luck with...

Experience Newington's cherished holiday tradition, the Night of Lights, featuring the official Tree Lighting Ceremony. This festive evening also hosts the 2nd Annual Merry Market, where local artisans and small businesses showcase unique holiday crafts and gifts along Main Street. It's a perfect opportunity to find special presents and soak...

Experience the magic of the holiday season at Fantasy of Lights, a spectacular drive-through light display at Lighthouse Point Park. This cherished annual tradition transforms the park into a winter wonderland with dazzling illuminations and festive music, perfect for all ages. Proceeds from ticket sales support Goodwill of Southern New...

Step into a world of enchantment at the Winter Lantern Festival, Middlefield's must-see illuminated attraction. Wander through a dazzling outdoor display featuring over 1000 handmade Chinese lanterns, creating whimsical scenes and glowing sculptures. This magical experience is perfect for all ages, offering a unique way to light up the season....

All aboard the 2025 North Pole Express for a magical nighttime train journey to the North Pole! Celebrate the season with Santa and Mrs. Claus, enjoy festive sing-alongs, and indulge in hot chocolate and sugar cookies. Each child receives a special gift from Santa, and pajamas are encouraged for a...

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...

Experience the magic of Lake Compounce Holiday Lights for the very last time in 2025. This beloved New England tradition features half a million twinkling lights, Connecticut's tallest 100-foot Christmas tree, and select family rides. Visit Santa, enjoy festive treats, and create lasting memories during this final season.

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...

Experience the enchantment of NUTCRACKER! Magical Christmas Ballet, a holiday tradition for over three decades. This spectacular performance features an international cast of world-class dancers, breathtaking sets, and opulent costumes. Witness the magic of Tchaikovsky's timeless score come alive with whimsical puppetry and dazzling choreography. It's a perfect family outing...

Ring in the New Year in grand style at Saybrook Point Resort & Marina's Midnight Masquerade. This coastal gala promises an unforgettable evening with exquisite dining, a premium open bar, and live music from The Locomotion Band. Don your mask and dance the night away before a sparkling champagne toast...

Step back in time with a visit to The Shore Line Trolley Museum, where you can ride historic trolleys along scenic routes. Experience seasonal events, from fall-themed excursions to festive holiday rides. Explore fascinating exhibits showcasing a vast collection of vintage transit vehicles and learn about the rich history of...

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.

Join the community for a heartwarming Hanukkah Menorah Lighting Ceremony on the West Haven Green. This festive event celebrates the Festival of Lights with a symbolic menorah lighting, bringing together residents for a moment of shared joy and tradition.

The Old Saybrook Torchlight Parade is a cherished annual event held on the second Saturday in December. This unique parade features spirited Fife & Drum Corps from across New England and creatively decorated floats from local businesses, all illuminated by the glow of torches carried by the marchers. The festive...

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.

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.

Santa's Christmas Tree Farm LI offers a classic holiday experience where families can select and cut their own Christmas trees. Beyond tree cutting, they can enjoy ice skating, pony rides, and bouncy houses. The farm also features a Christmas shop filled with decorations and gifts, and a festive food area...

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...

Step back in time and immerse yourself in the festive spirit at the Holiday Open House, hosted at the historic Kellogg-Eddy House & Museum. This charming event offers a unique opportunity to tour the beautifully decorated house, which is listed on the National Register of Historic Places. Experience a delightful...

Experience Santa's Walking Wonderland, a unique holiday event set on the Indian Rock Nature Preserve's farm. This magical experience offers a personalized visit with Santa and Mrs. Claus, accompanied by their elf entourage. Enjoy festive activities like caroling, crafting, and savoring cookies and hot cocoa, all while meeting the farm...

Lace up your running shoes for Santa's Run, a beloved 3.5-mile road race in Glastonbury. This festive event invites participants of all ages to join in the holiday spirit, with special awards for the best costumes. It's a perfect way to kick off the holiday season with community fun and...