Light Up the Hamlet
Town of Lloyd Vineyard Avenue & Main Street, Highland, NYThe 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, United StatesHudson 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, Snow Bear, and other Characters. Watch Jingles Magic Show, and more. All included with each ticket!
Miss Bennet: Christmas at Pemberley
Shadowland Stages 157 Canal Street, Ellenville, NY, United StatesShadowland 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’ romantic endeavors. But things change when an unexpected guest shows up for the family’s Christmas gathering at Pemberley, sparking Mary’s hope for independence, an intellectual […]
The Nutcracker Presented by the Catskill Ballet
Ulster Performing Arts Center 601 Broadway, Kingston, NYThe 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 stage watching this Holiday classic.
119th Mendelssohn Club Winter Holiday Concert
Old Dutch Church 272 Wall St, Kingston, NYA 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 School Brass Choir at the venerable Old Dutch Church.
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 required. Trail-goers will claim their wristbands and trail map on December 9th at Halter Associates Realty (89 N Front Street, Kingston) starting at 10am.
Holiday Market Fair
Historical Society of Woodstock - Eames House 20 Comeau Drive, Woodstock, NYThe 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!
The Fuller Market
The Fuller Building 45 Pine Grove Ave, KingstonSmall local makers showcasing a curated selection of goods. Shop, eat and meet the artisans!
Barnwood 2023 Art Show
Camp Kingston 36 St. James Street, Kingston, NYPop-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.
Artists & Makers Holiday Market
ArtPort Kingston 108 East Strand Street, Kingston, NYTwo 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.
Holiday Fineries at the Wineries – Shawangunk Wine Trail
Shawangunk Wine Trail NYBust 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.
Winter Market
Twin Star Orchards 155 N Ohioville Rd, New Paltz, United StatesShop local artisanal ciders and wines every Saturday and Sunday at the Twin Star Orchard farm market.