2nd Annual Saddles with Santa

Ridge Runner Ranch 85 Hasbrouck Rd, New Paltz

Enjoy a pony ride and photo with the pony and Santa! Food truck available and lots of hot chocolate! Event is located inside a sheltered, indoor arena.

$20
Event Series Stone Ridge Farmers Market

Stone Ridge Farmers Market

Stone Ridge Orchard 3012 NY-213, Stone Ridge, NY

The Stone Ridge Farmers & Makers Market is a weekly farmers and makers market held on Sundays at Stone Ridge Orchard to showcase a variety of vendors and their unique selection of handcrafted and farm fresh products that highlight the very best of the Hudson Valley.

Free

Holiday Craft Faire

The Ashokan Center 477 Beaverkill Road, Olivebridge

Shop, Eat, Make, and Be Merry! Ashokan Center's 2nd Annual Holiday Craft Faire showcasing an incredible assortment of locally made crafts. Make-your-own crafts too - make an ornament, a wood-handled sorghum broom, fire poker, heart-shaped trivet, plant hanger, or a natural holiday wreath. Plus a family photo booth in the Ashokan sleigh, live holiday music, […]

The Ashokan Center’s 2nd annual Holiday Craft Faire

The Ashokan Center 477 Beaverkill Road, Olivebridge

Celebrate the spirit of giving! Make your own traditional gifts, shop locally in the holiday market, and enjoy holiday fare, all to seasonal songs sung by local school choruses. Hot savory food and drink will be for sale in the dining hall. BY DONATION Get a fun photo with family and friends in our restored […]

Free admission with a mix of free and paid activities
Event Series Barnwood 2023 Art Show

Barnwood 2023 Art Show

Camp Kingston 36 St. James Street, Kingston, NY

Pop-up queer art show + sale, opening party, and after dark reception. Browse 200+ original works from more than 30 queer domestic + international artists and creators. Find schedule on event website linked below! This show was rescheduled from October 2023.

Free – $20
Event Series Holiday Market Fair

Holiday Market Fair

Historical Society of Woodstock - Eames House 20 Comeau Drive, Woodstock, NY

The Historical Society of Woodstock presents an annual holiday market for your shopping pleasure with local crafts & books, holiday cards, original artwork, wreaths, treats and a whole lot more!

Event Series Artists & Makers Holiday Market

Artists & Makers Holiday Market

ArtPort Kingston 108 East Strand Street, Kingston, NY

Two floors of handmade items for a day of holiday shopping, food, stories, craft, holiday music, hot cocoa, and more! Visit event link below for details and a list of participating artisans.

Free entry, donations greatly appreciated

Holiday Fineries at the Wineries – Shawangunk Wine Trail

Shawangunk Wine Trail NY

Bust out your fun seasonal attire or ugly sweater (not required, but encouraged) and get a jump on your holiday wine shopping. Choose your date, itinerary, and starting winery, then head out on a self-guided wine tasting tour! Ticket includes a wine tasting glass, tasting flight at four wineries, and ornaments from each winery.

$35
Event Series Winter Market

Winter Market

Twin Star Orchards 155 N Ohioville Rd, New Paltz, United States

Shop local artisanal ciders and wines every Saturday and Sunday at the Twin Star Orchard farm market.

The Polar Express – Catskill Mountain Railroad

Catskill Mountain Railroad 55 Kingston Plaza Road, Kingston, NY

Relive the classic story aboard THE POLAR EXPRESS™ for a magical trip to the North Pole where Santa and his Elves board the train to greet guests. Hot chocolate and a delicious cookie served by dancing chefs on your trip. Caroling and on-board entertainment. Train ride lasts approximately one hour. Reserve your timeslot in advance! […]

$34 – $53
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Seek For Yourself.