Middletown Christmas Events & Things to Do 2025

Experience the 'Magic of Middletown' during the 40th Annual Holiday on Main Street event series. This festive celebration transforms Downtown Middletown into a winter wonderland with a variety of weekend activities from Thanksgiving through Christmas. Highlights include a tree lighting ceremony, a pop-up vendor fair, special themed days like 'North...

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!

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...

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 treasure trove of unique, handmade goods at the HK Craft Fair. This vibrant event showcases over 100 local artisans offering everything from intricate jewelry and home decor to seasonal crafts and gourmet treats. It's the perfect place to find one-of-a-kind holiday gifts and support the local creative community.

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...

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 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...

Experience the magic of the season at the 38th Annual West Hartford Holiday Stroll. This beloved New England-style event transforms West Hartford Center and Blue Back Square into a festive winter wonderland. Guests can meet Santa, enjoy live music from multiple stages, and savor culinary delights from local eateries. Victorian...

Immerse yourself in the festive spirit of Barcelona this Christmas with a dazzling array of free family activities. Witness the city come alive with spectacular light displays, explore historic Christmas markets like Fira de Santa Llúcia, and participate in beloved Catalan traditions such as finding the 'Tió de Nadal'. From...

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...

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...

Experience the festive spirit at the Torrington Christmas Holiday Festival & Flea Market. This vibrant event brings together a wide array of vendors offering unique crafts, holiday decorations, and artisanal goods. It's the perfect opportunity to find special gifts and enjoy a day of community celebration.

The New England Christmas Festival, now in its 39th year, is a premier holiday shopping destination. Discover over 400 artisans offering unique, handcrafted items, from exquisite jewelry and home decor to specialty foods and pet accessories. This award-winning event at the Mohegan Sun Earth Expo Center is the perfect place...

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...

Immerse yourself in the holiday spirit with Connecticut Ballet's enchanting production of The Nutcracker. This annual tradition features dazzling performances by principal dancers from New York City Ballet and American Ballet Theatre, accompanied by the live Hartford Symphony Orchestra. Following each show, guests have the unique opportunity to meet and...

Immerse yourself in the festive spirit with a variety of holiday and Christmas shows in Hartford. From the electrifying rock opera of the Trans-Siberian Orchestra to the enchanting ballet of 'The Nutcracker', there's a performance for everyone. Experience the magic of 'A Charlie Brown Christmas' live on stage, or be...

Hartford Stage presents its cherished holiday tradition, 'A Christmas Carol: A Ghost Story of Christmas.' Follow Ebenezer Scrooge on a profound journey of redemption as he confronts his past, present, and future with the help of three spirits. This mesmerizing production promises a magical theatrical experience, bringing the timeless story...

The Nutmeg Ballet's production of The Nutcracker is a cherished Connecticut holiday tradition. Directed by Victoria Mazzarelli, this iconic ballet brings Tchaikovsky's masterpiece to life, enchanting audiences of all ages with its magical storytelling, stunning choreography, and festive atmosphere. It's a perfect way to immerse yourself in the holiday spirit.

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.

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...

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....

Experience the magic of the holiday season at Glow Hartford, a spectacular light festival and market. Wander through illuminated gardens and marvel at giant, themed displays. Join Santa's Sleigh Adventure to help save Christmas, enjoy live entertainment, and find unique gifts at the festive market. It's an unforgettable winter wonderland...

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.

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...

Unleash your inner culinary artist at this festive Christmas Charcuterie Workshop. Participants will learn the secrets to creating stunning and delicious holiday charcuterie boards, perfect for entertaining or as a unique gift. Discover how to artfully arrange a selection of seasonal cheeses, cured meats, fruits, and festive garnishes under expert...

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...

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...

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...

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.

Embark on a magical Santa Express train ride, where Santa and Mrs. Claus visit each child, delivering special gifts. Enjoy a festive journey through winter scenery, complete with carols led by elves. This enchanting experience is perfect for families seeking holiday cheer.

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...

Discover a festive array of holiday events in Torrington, CT. Engage in creative workshops like candle and soap making, perfect for crafting unique gifts. Explore local history with themed walking tours and step back in time with beautifully decorated historic house museum tours, including special candlelight experiences. These events offer...

Get into the holiday spirit at the Norwich Winterfest Parade! This exciting event kicks off the festive season with spectacular floats, dazzling lights, and joyful music. It's a perfect evening for families and friends to gather and celebrate the wonder of the holidays in downtown Norwich.