Stamford Christmas Markets 2025

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...

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 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...

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...

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...

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...

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 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...

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 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...

Experience the magic of the season at the Greenburgh Holiday Market and Train Show. Browse unique, sustainable gifts from local artisans at the outdoor market, then step inside to marvel at an expansive model train display. This festive event offers...

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 the charm of Westchester's holiday season with a curated collection of artisan markets and boutiques. Forget generic gifts and find truly unique treasures from local artists and craftspeople. Explore handcrafted ceramics, jewelry, fiber art, and more, all while supporting...

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,...

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...

Discover the magic of the NRNY Holiday Market, a festive celebration in New Rochelle. This vibrant market promises a delightful experience with unique artisan crafts, seasonal treats, and a cheerful holiday atmosphere. It's the perfect place to find special 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 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...

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...

Join us for home made artistry for your shopping pleasure.

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...

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...

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...

Discover a charming holiday market pop-up at Fordham Plaza, bringing together local artisans and festive cheer. Browse unique gifts, handmade crafts, and seasonal treats in a vibrant community setting. It's the perfect spot to find special holiday treasures and enjoy...

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 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...

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 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...

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 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...