Darien Christmas Markets 2026

Discover a festive dual event at the Greenburgh Nature Center, featuring a Holiday Market and an enchanting Train Show. Browse unique, sustainable gifts from local artisans at the outdoor market, then step inside to marvel at an expansive model train...

Discover the charm of the Stratford Holiday Market, a festive gathering showcasing local artisans and their unique creations. This event is the perfect place to find handcrafted gifts, seasonal decorations, and artisanal products. Immerse yourself in the holiday spirit as...

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 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 the 33rd Annual Northport Winter Craft Fair, Long Island's largest indoor craft event. This highly anticipated two-day fair features over 100 artists and crafters offering a beautiful selection of handmade goods, from ornaments and photography to baked treats and...

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...

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 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...

Step into a charming indoor winter village at the 5th Annual New Rochelle Holiday Market. Discover unique gifts and artisanal products from local makers and businesses, all while soaking in the festive holiday spirit. This event offers a delightful shopping...

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 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...

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...

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...

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 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 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 unique treasures and get a head start on holiday shopping at the Eisenhower Park Early Christmas Craft & Gift Fair. This event brings together a curated selection of artists, crafters, and gift curators, offering a diverse range of handmade...

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 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 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...

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...

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...

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...

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 unique handmade treasures and festive holiday gifts at the Ascension Church Deer Park Annual Holiday Craft Fair. This event brings together local artisans showcasing a variety of crafts, decorations, and seasonal items. It's the perfect opportunity to find one-of-a-kind...

Discover unique treasures at the 33rd annual WPHS Holiday Crafts Fair. This beloved event brings together over 75 vendors offering a diverse selection of handmade goods, from intricate jewelry and cozy knitwear to festive holiday ornaments and sweet confections. It's...

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,...

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 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"...

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...