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.

Stories for Choice: Period Power

Senate Garage 4 North Front Street, Kingston, NY

Menstruation has long been seen as the ultimate “TMI” topic. Join us for Stories for Choice: Period Power to hear youth activists tell their true stories to break the stigma […]

Free! (donations and sponsorships are welcomed and appreciated)

Made in Kingston

YMCA of Kingston & Ulster County 507 Broadway, Kingston

Now in its eleventh year, Made In Kingston highlights the wonderful array of all things handcrafted, fabricated, or manufactured in the City of Kingston, NY, featuring over four dozen local […]


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

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

Light Up the Hamlet

Town of Lloyd Vineyard Avenue & Main Street, Highland, NY

The Town of Lloyd’s annual Holiday event with Santa, lights, delicious treats, lots of hot chocolate, and more!


A Frosty Fest

Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY

Hudson Valley’s Largest Holiday Lights Spectacular! Enjoy the drive-thru experience in the comfort of your own vehicle. Park and walk inside, visit Santa, dance with Mr. & Mrs. Frosty, Rudolph, […]

Check website for ticket availability and pricing

Miss Bennet: Christmas at Pemberley

Shadowland Stages 157 Canal Street, Ellenville, NY

Shadowland Stages offers a delightful holiday comedy for the whole family! Bookish Mary has grown tired of her role as the dutiful middle sister in the face of her siblings’ […]

$35 – $43

The Nutcracker Presented by the Catskill Ballet

Ulster Performing Arts Center 601 Broadway, Kingston, NY

The family tradition and annual production returns to UPAC for the first time since 2019! Join the Catskill Ballet and see their magical performance that keeps eyes glued on the […]

$25 – $30

119th Mendelssohn Club Winter Holiday Concert

Old Dutch Church 272 Wall St, Kingston, NY

A locally renowned, standing-room-only, annual performance that is sure to fill you with holiday joy! The Mendelssohn Club is joined with the award-winning Kington High School Choir and Kingston High […]

$10 – $12

Holly Berry Trail

Join the Junior League of Kingston on their annual holiday home tour of six local homes decked out in their finest holiday splendor! Raffles and prizes available! Advance ticket purchase […]


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!

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