Fairfield Christmas Markets 2026

Visitors can wander through a winter wonderland featuring a forest of decorated holiday trees and wreaths donated by community members and local businesses. The event includes live entertainment, an artisan craft fair, silent auctions, and shopping at the Boutique and...

Visitors can see Santa and his three live reindeer staying in their dedicated stable at the nursery. Inside Santa's Workshop, families can take photos with Santa, write letters at the letter-writing station, and participate in a coloring contest. Dogs are...

Shoppers can explore a wide variety of handmade gifts from more than 200 exhibitors. The selection includes handmade jewelry, clothing, cutting boards, signs, pottery, glass, ceramics, fiber crafts, candles, and soaps. Visitors can also browse artisanal food options such as...

Visitors can browse handcrafted goods and specialty items from local artisans, vendors, and community partners on the green. Families can enjoy children's crafts, including cookie decorating, ornament making, and writing letters to Santa. The celebration also features a performance by...

Visitors gather for the lighting of the community tree and welcome the arrival of Santa and Mrs. Claus aboard an Echo Hose fire truck. Children can bring their letters to Santa and take festive photos, while attendees enjoy complimentary hot...

Visitors stroll along historic Main Street and browse inside the Edmond Town Hall Gymnasium to explore a wide variety of small businesses and makers. Vendors offer handmade gifts, jewelry, home decor, fiber arts, and holiday goods alongside prepared foods, baked...

The New Canaan Nature Center kicks off the holiday season with a seasonal market featuring a variety of vendors. Visitors can shop for unique gifts including clothing, jewelry, candles, and more. School of Rock will also be performing to provide...

Held in the church undercroft, the market offers a wide variety of goods including handmade crafts, plants and bulbs, jewelry, and boutique gifts. Shoppers can explore a tag sale featuring art, home and holiday decor, toys, and housewares, or pick...

Hosted by the Apostles of the Sacred Heart of Jesus, this family-friendly juried craft fair features more than 45 local artisans set up across the school's gymnasium and cafeteria. Visitors can browse handcrafted goods, enter to win raffle prizes, and...

Visitors can shop a creative array of live and artificial Christmas wreaths, holiday plants, and member-crafted items including pottery, table decor, and knitwear. A cafe offers complimentary coffee, tea, and hot chocolate alongside home-made baked goods and themed raffle baskets...

Hosted in the church undercroft, this festive market features handmade crafts, plants and bulbs, jewelry, and a tag sale with boutique gifts. Visitors can browse an assortment of homemade culinary items, including jams, preserves, to-go soups, and chili. A highlight...

Held indoors at the high school, this community fair brings together over 80 vendors selling a diverse mix of handmade crafts and retail gifts. Visitors can browse tables filled with jewelry, knit and crochet items, skincare products, leather bags, holiday...

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...

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 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...

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...

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,...

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...

Discover a festive holiday season at The Shops at Yale in New Haven, CT. They are hosting a series of events and promotions throughout November and December 2026. Enjoy free entertainment like ice carving demonstrations, strolling carolers, and a cappella...

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...

Discover unique treasures and festive finds at the Annual Holiday Shopping Fair. This event brings together local artisans and vendors, offering a wide array of handmade crafts, unique gifts, and seasonal decorations. It's the perfect opportunity to find that special...

Discover unique, handcrafted treasures at the 6th Annual 'A Very Gifty Christmas' market. This festive event, formerly in Newtown and now held in Danbury, brings together a curated selection of artisan vendors. Find the perfect gifts and holiday decorations while...

A Holiday Boutique in a historic red carriage barn features curated gifts, décor, and items from local artisans, with an emphasis on locally made products.

Discover a festive holiday craft festival in Shelton, Connecticut, where local artisans showcase their unique creations. This event is the perfect place to find one-of-a-kind gifts and seasonal decorations, offering a delightful shopping experience for everyone looking to get into...

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 unique, handmade treasures at the Redding Artisan Holiday Fair. This festive event showcases a curated selection of crafts from talented local artisans, offering the perfect opportunity to find unique holiday gifts and decorations. Engage with the creators and soak...

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...

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 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...