Trumbull Christmas Markets 2025

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...

Discover the magic of the season at the Stratford Holiday Market, Tree Lighting, and Visit with Santa! Explore a charming market filled with unique crafts and festive treats from local vendors. Gather for the heartwarming tree lighting ceremony on the...

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...

Discover a delightful array of handcrafted treasures and festive goods at the 2025 Holiday Pop-Up Market. This event showcases talented local artisans offering unique gifts, seasonal decorations, and artisanal food items perfect for the holiday season. It's an ideal destination...

Experience the magic of the season at the 10th Annual Community Tree Lighting and Holiday Market in Shelton, CT. Browse unique gifts from local artisans, enjoy festive music from school choirs, and gather around community bonfires. Santa and Mrs. Claus...

Join the 12th Annual Fairfield Holiday "Shop & Stroll" for a festive evening of community spirit and local shopping. Participating businesses will open their doors late, offering delightful seasonal refreshments and hors d'oeuvres. Enjoy the sounds of the holidays with...

Experience the festive spirit at the Monroe Historical Society's Christmas Fair. Browse a delightful array of Christmas and holiday decor, featuring new and vintage ornaments, charming wreaths, and delicious baked goods. Discover unique Monroe Historical Collectibles, perfect for gifts or...

Experience the holiday spirit at the Westport Winter Market, a free, family-friendly event. Explore a charming gingerbread village, browse local vendor booths for unique gifts, and enjoy warm hot chocolate by a cozy fire. Don't miss the chance to meet...

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...

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...

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...

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,...

Discover a festive holiday season at The Shops at Yale in Downtown New Haven. Enjoy special promotions like free hot cocoa or cookies with purchases, and free parking with qualifying receipts. Meet Santa and Mrs. Claus for stories and photos,...

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...

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...

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...

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...

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.

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...

Experience the festive spirit at the SM&NC Holiday Market, where over 100 artisans showcase their unique, handcrafted goods. Discover one-of-a-kind gifts, ornaments, and artisanal products in a charming setting. Enjoy seasonal treats and beverages while exploring the historic Bendel Mansion...

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...

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...

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...

Discover unique treasures and festive cheer at the annual Holiday Shopping Fair. This event brings together a curated selection of local artisans and crafters, offering a diverse range of handmade gifts, holiday decorations, and artisanal products. It's the perfect opportunity...

Discover unique handmade treasures at the Crafters Care Holiday Artisan Market. This festive event in Northford brings together talented artisans offering a wide array of handcrafted goods perfect for holiday gifting. Support local creators and contribute to a good cause,...

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...

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...

Discover the 12th Annual St. James - Smithtown Craft Fair, where over 100 exhibitors fill Smithtown High School East with an impressive array of handcrafted goods. This popular event showcases exquisite jewelry, decorative wreaths, homemade candies, organic soaps, and a...

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...

Discover the 32nd Annual Northport Winter Craft Fair, Long Island's premier 2-day indoor craft event. This highly anticipated fair showcases a beautiful selection of artists, crafters, bakers, photographers, and more. Enjoy live music performances and festive refreshments while browsing unique,...

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...

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...

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...

Experience the festive spirit at the Weihnachtsfest Christmas Bazaar, a delightful event featuring a wide array of crafts, baked goods, and homemade preserves. Discover unique treasures from both returning and new vendors, and savor delicious hot German food. Don't miss...

Experience the magic of the holiday season at The Spectacular Holiday Markets in Huntington Village. Returning for its 5th year, this event transforms Wall Street into a festive wonderland, showcasing talented local artists, artisans, makers, and small businesses. Discover unique,...

Discover a festive holiday shopping experience at Frosty's Christmas Craft Festival. This large event features approximately 145 crafters showcasing a wide array of handmade gifts, unique decorations, and artisanal products. It's the perfect place to find one-of-a-kind treasures and get...

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...

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