Our events are as diverse as the mountains, valleys, streams and rivers that dot Ulster County’s 250,000-acre landscape. Find the perfect train ride or guided nature hike, or plan an evening listening to jazz greats and rock icons. Watch International Olympic-level Hunter-Jumper horse shows, experience heart-pounding scares at the largest haunted attraction in New York State or learn about our local lore on a Hudson River boat ride.

If you would like to submit an event for consideration on our events calendar, you can do that right here.

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

Holiday Craft Faire

The Ashokan Center 477 Beaverkill Rd, Olivebridge, NY

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 […]

The Ashokan Center’s 2nd annual Holiday Craft Faire

The Ashokan Center 477 Beaverkill Rd, Olivebridge, NY

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 […]

Free admission with a mix of free and paid activities
Recurring

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 […]

Free – $20
Recurring

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!

Recurring

The Fuller Market

The Fuller Building 45 Pine Grove Ave, Kingston

Small local makers showcasing a curated selection of goods. Shop, eat and meet the artisans!

Recurring

Phoenicia Indoor Farmers Market

Pine Hill Community Center 287 Main Street, Pine Hill

Phoenicia Farmers Market shoppers can expect fresh, local produce, dairy, meats, eggs, bread, pastries, spirits, flowers, mushrooms, prepared foods, and more, from 15-20 local farmers and food producers.

Recurring

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 […]

Free entry, donations greatly appreciated
Recurring

Winter Market

Twin Star Orchards 155 N Ohioville Rd, New Paltz

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

Recurring

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 […]

$34 – $53
Recurring

Vanaver Caravan Presents: Into The Light

Rosendale Theatre 408 Main Street, Rosendale

The family friendly pageant uplifts spirits and deepens appreciation for cultural traditions. With giant puppets and holiday songs, dances, and music traditions the performance celebrates many of the world’s traditions for […]

$18

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