Holiday craft fairs and Christmas markets in Westchester and the Hudson Valley are a fun way to shop for seasonal gifts, offering handmade and one-of-a-kind items not found in most stores. Booths are often staffed by the maker, allowing insight into the creative process, and many benefit a charitable cause.
We've rounded up some of the wonderful holiday fairs in the region that are well worth visiting this November and December. Enjoy festivities for the entire family at the White Plains Winter Village and Holiday Market, which features a winter wonderland atmosphere with visits from Santa and live entertainment, including stilt walkers, carolers, and more. Or indulge in apple strudel and other authentic German food and baked goods at Germania of Poughkeepsie's Christkindlmarkt, a German-style Christmas market featuring vendors, caroling, and holiday activities.
Looking for more ways to enjoy the holiday season? You can find plenty more holiday happenings in our Holiday Guide and our constantly updated activities calendar.
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2025 Christmas Markets and Holiday Craft Fairs in Westchester County
Saturday, November 15-Sunday, November 16, 2025
Get your holiday shopping done early at this outdoor market where local artists and vendors sell sustainable items. Enjoy a unique shopping experience while surrounded by 33 acres of natural beauty and wildlife. After shopping, check out the holiday train show. Read More
Saturday, November 22-Tuesday, December 23, 2025
The Pelham Art Center hosts its annual month-long boutique. Shop for high-caliber gifts created by top makers, including jewelry, artwork, candles, kitchen gadgets, ornaments, and more. Read More
Friday & Saturday, November 21-22, 2025
Explore the selection of handcrafted gifts, jewelry, clothing, accessories, and so much more in a variety of styles and price ranges to fit everyone's taste at the Junior League of Central Westchester’s annual Holiday Boutique at St. James the Less. Read More
Weekends from Saturday, November 22 - Sunday, December 21, 2025
Shop local, handmade gifts at the historic Philipsburg Manor and at Washington Irving's Sunnyside, featuring local finds, exclusive souvenirs, and fun holiday items. Read More
Saturday, December 6, 2025
Enjoy a festive day for the whole family at Whispering Pines Nursery's Holiday Market, which features goods from local vendors and artisans as well as fire pits, live music, hot chocolate, and visits with Santa. Read More
Friday, December 5-Sunday, December 14, 2025
This now-indoor holiday market in Downtown White Plains features a winter wonderland atmosphere with more than 40 vendors, free candy cane mini golf, and live entertainment, including stilt walkers, carolers, and a roving ukulele performer. Read More
Weekends from Saturday, December 6 - Sunday, December 21, 2025
The 914PopUps Holiday Vendor Market at Cross County Center features new small businesses each week vending unique handcrafts and gift items from local vendors including jewelry, home design, handbags, and clothing. Read More
Friday, December 12 - Sunday, December 14, 2025
The Croton Artisans will be selling handcrafted items including ceramics, Japanese paper art, half-hour portraits, scarves, oil paintings, knitwear, jewelry and more, featuring the work of both new and returning artisans. Shoppers can also enjoy treats and live music. Read More

2025 Christmas Markets and Holiday Craft Fairs in the Hudson Valley
Saturday, November 15, 2025
Start your holiday shopping early at the Palisades Community Center's open-air market. Find quality crafts handmade by artisans of the Hudson Valley to gift to your loved ones. Read More
Friday, November 21-Saturday, November 22, 2025
Germania of Poughkeepsie presents this German-style Christmas market, with a heated vendor tent, indoor dining, holiday activities, and prizes. Warm up with hot mulled wine or hot cocoa, and feast on German cuisine. Read More
Saturday, November 22-Sunday, November 23, 2025
Enjoy holiday shopping from local and small businesses, with more than 75 makers and vintage vendors attending. Enjoy a vibrant, family-friendly atmosphere with food, drinks, music by DJ Mr. Chips, a winter photo booth, and whimsical portrait artists. Read More
Saturday, November 22, 2025
Shop from a wide assortment of vendors at the Hudson Valley SPCA in New Windsor while enjoying music and food trucks. Santa Paws will be there to take photos with your animals and your family. Read More
Friday, November 28-Sunday, November 30, 2025
Stock up on holiday gifts purchased from Hudson Valley artisans at this craft fair featuring more than 75 craft, artisan, and specialty food vendors. The market coincides with the drive-thru holiday lights experience, Peace, Love & Lights, which requires advance reservation. Read More
Friday, December 5-Saturday, December 6, 2025
This Holiday Fair and Craft Sale is held at the Fellowship Community’s warm and welcoming Hilltop House with its bustling music cafe. Both indoors and out will transform to bring you the nostalgic joy of the holiday villages of yore with kids' activities, festive music and caroling, and more. Read More
Saturday December 6-Sunday, December 14, 2025
The Garrison Art Center's Annual Holiday Pottery Sale showcases the work of more than 30 regional ceramic artists along with a few jewelers and other artisans. Gifts range from handmade soaps to items for children. Read More