Stamford Christmas Markets 2026

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...

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...

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...

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...

Visitors head inside the Manor House to watch model trains travel through handcrafted countryside scenery built by the Yonkers Model Railroad Club. The 12 by 18-foot layout includes a mountain with a train tunnel, a ravine, a stream, railroad crossings,...

Visitors can browse an outdoor lawn market featuring dozens of independent vendors and artisans. Offerings include items from crafters, gift curators, farm stands, prepackaged food items, and frozen baked goods. The grounds also host informational booths from local service providers...

Visitors can explore a festive seasonal market celebrating the holiday season with local shopping. The family-friendly setting features artisan goods, handmade creations, and specialty foods from local makers and small businesses.

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...

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...

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...

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 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...

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 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,...

Get into the holiday spirit at the Cross County Center's festive celebrations! They are hosting a series of events throughout the season, including a dazzling Tree Lighting Ceremony, a vibrant Holiday Vendor Market featuring local small businesses, and opportunities for...

Experience the magic of the holiday season at Hicks Nurseries' Christmas events. Delight in an all-new animated children's story, meet Santa for photos, and send him a letter to receive a special reply. Enjoy festive live music from a brass...

Experience the magic of the holiday season with the Winter Stroll through Sleepy Hollow and Tarrytown. Visitors can enjoy free trolley rides to explore participating businesses, indulge in festive treats, and discover unique gifts. The event features an "Ugly Sweater"...

Get into the holiday spirit at the Tarrytown Music Hall's Annual Holiday Market. This expanded two-day event features a curated selection of talented artisans from the tri-state area, offering unique, handcrafted treasures perfect for gifting or personal indulgence. Visitors can...

Discover the charm of the Tenafly Holiday Fair, a vibrant community event celebrating local artisans and festive spirit. Browse unique handmade crafts, discover seasonal decorations, and connect with talented vendors. It's the perfect place to find one-of-a-kind gifts and soak...

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...

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.

Experience the magic of the Bayside Annual Holly Bazaar, a cherished community tradition. Discover unique, hand-crafted gifts and seasonal décor from local artisans, and find the perfect Christmas tree and wreaths. Indulge in warm beverages and homemade treats at The...

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...

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...

Get ready for the return of the St. John's Church Christmas Bazaar! This highly anticipated event offers a fantastic opportunity to find unique gifts and support vital local charities focused on women and children. Join them for a special preview...