Westport Christmas Markets 2025

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...

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...

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...

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 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 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, 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...

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 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 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...

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 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 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,...

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...

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 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...

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 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 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 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...

Join us for home made artistry for your shopping pleasure.

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 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...

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...

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 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...

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...

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...

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...