Tarrytown and Sleepy Hollow Winter Stroll

Sleepy Hollow & Tarrytown

Wander through beautifully decorated streets and enjoy the enchanting holiday displays along with extended shopping hours, outdoor dining, story telling, Holly Jolly Trolleys, holiday treats, carolers, ugly sweater contest, live entertainment and other special events!

Nutcracker Dream

Emelin Theatre 153 Library Ln, Mamaroneck, NY, United States

The Emelin Theatre is proud to present Nutcracker Dream: Inspired by the work of Rudolf Nureyev and Marius Petipa, this 90-minute adaptation by French-American choreographer Carole Alexis is an exquisite interpretation of the beloved holiday classic. Professional dancers of Ballet des Amériques will perform the featured roles of the ballet, with additional roles performed by…

$30 – $84

Hudson Pop-Up Holiday Market

Cannonball Factory 359 Columbia Street, Hudson, NY

The coziest indoor & outdoor holiday market is coming to Hudson, NY this season, featuring over 20+ market vendors, delicious food trucks, warm drinks, and bonfire hangouts for family & friends at the iconic Cannonball Factory in the heart of town. FEATURING: Artisanal food, handcrafted jewelry, soap and skincare, vintage fashion, ceramic and pottery, home…

Event Series Holiday Fineries at the Wineries

Holiday Fineries at the Wineries

Shawangunk Wine Trail

Sip into the Season at the Hudson Valley’s premier holiday wine and cider tasting event – Holiday Fineries at the Wineries! This long-running celebration features members of the Shawangunk Wine Trail, whose wineries and cider houses will be festively decorated for the occasion. On November 23-24, December 7-8, and December 14-15, 2024, you can enjoy…

The Nutcracker at the Orpheum Performing Arts Center

Orpheum Film & Performing Arts Center 6050 Route 23A, Tannersville, NY

The Catskill Mountain Foundation proudly presents the world’s beloved ballet, The Nutcracker. Now celebrating its ninth year, this annual holiday tradition has become a favorite among residents of the Catskills and Hudson Valley. Featuring the rising stars of ballet, this spectacular production has earned a reputation as one of the premier Nutcracker performances in upstate…

“The Nutcracker” at the Bardavon 1869 Opera House

The Bardavon 1869 Opera House 35 Market Street, Poughkeepsie, NY, United States

The New Paltz Ballet Theatre returns for its 25th season to present this classic holiday event featuring dancers from the New York City Ballet. Peter and Lisa Naumann, co-directors of the NPBT, have brought many fine regional artists together to create this beautiful production. Dancers, designers, and technicians have all contributed to make this "Nutcracker"…

Event Series Lyndhurst Illuminated

Lyndhurst Illuminated

Lyndhurst 635 South Broadway, Tarrytown, NY, United States

Take an intimate evening tour of the mansion’s first floor and kitchens illuminated by the glow of dozens of Christmas trees, see special collection items brought out from storage, and learn how modern American holiday traditions were shaped. Spirited guides lead guests through an extravagant wonderland of holiday splendor and explain how and when many…

$18 – $30

Hudson Pop-Up Holiday Market

Cannonball Factory 359 Columbia Street, Hudson, NY

The coziest indoor & outdoor holiday market is coming to Hudson, NY this season, featuring over 20+ market vendors, delicious food trucks, warm drinks, and bonfire hangouts for family & friends at the iconic Cannonball Factory in the heart of town. FEATURING: Artisanal food, handcrafted jewelry, soap and skincare, vintage fashion, ceramic and pottery, home…

Event Series AFFORDABLE ART & POTTERY BAZAAR

AFFORDABLE ART & POTTERY BAZAAR

Rockland Center for the Arts 27 S Greenbush Rd., West Nyack, New York, United States

Don't miss Rockland Center for the Arts' annual AFFORDABLE ART & POTTERY BAZAAR. December 7-21, 2024. Find the perfect gift this holiday season. Featuring artisan made holiday gifts. Paintings, drawings, sculptures, ceramics, glass, jewelry, and more! CLICK HERE for more information.

Event Series Holiday Lights on the Farm

Holiday Lights on the Farm

Alfred B. DelBello Muscoot Farm 51 Route 100, Katonah, NY, United States

Get into the holiday spirit and see the farm in a new light! Visit our animals inside of the decorated barns, participate in holiday themed activities, listen to music, enjoy delicious food from participating food trucks and more! Registration is required, event is rain or shine.

$2 – $6

Hudson Pop-Up Holiday Market

Cannonball Factory 359 Columbia Street, Hudson, NY

The coziest indoor & outdoor holiday market is coming to Hudson, NY this season, featuring over 20+ market vendors, delicious food trucks, warm drinks, and bonfire hangouts for family & friends at the iconic Cannonball Factory in the heart of town. FEATURING: Artisanal food, handcrafted jewelry, soap and skincare, vintage fashion, ceramic and pottery, home…

The Holiday Whodunit at Staatsburgh State Historic Site

Staatsburgh State Historic Site Old Post Road, Staatsburg, NY, United States

Children ages 6 to 11 become detectives to solve a history mystery. Costumed interpreters throughout the house provide clues to help the detectives discover “whodunit.” Kids can enter their solution in a drawing for a prize: a gift certificate to Oblong Books & Music. Timed-entry reservations required: https://Bookeo.com/StaatsburghSHS

Event Series Dickens’s Christmas Carol

Dickens’s Christmas Carol

Old Dutch Church 381 N. Broadway, Sleepy Hollow, NY, United States

Master storyteller Jonathan Kruk, along with musical accompaniment by Jim Keyes, tells the Charles Dickens story of Ebenezer Scrooge, the ghosts of Christmas Past, Present, and Future, and Tiny Tim in a joyous rendition of the holiday classic, produced by Historic Hudson Valley.

$42
Event Series A Frosty Fest

A Frosty Fest

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

The perfect holiday festival that the kids will love! Featuring Frosty’s Enchanted Forest drive-thru displaying beautiful holiday lights and animations with music, actors and animatronics! Park your car and walk inside to visit Santa, dance with Mr. & Mrs. Frosty, Rudolph, Snow Bear, and other characters! Sit back, relax, watch Jingle’s Magic Show, and so…

Children’s Holiday Tea at Mount Gulian Historic Site

Mount Gulian Historic Site 145 Sterling Street, Beacon, NY, United States

Mount Gulian Historic Site hosts its popular Children’s Holiday Tea once again. Always sold out in advance, the Holiday Tea welcomes children and adults to an event that combines fun, good manners, and education about a bygone era in an authentic location where social teas were once standard fare. Offered during the holiday break and…

Hudson Valley Free Day at Dia Beacon

Dia:Beacon 3 Beekman Street, Beacon, NY, United States

Hudson Valley residents receive free admission to Dia Beacon on the last Sunday of each month. And there is much to see at this extraordinary collection of contemporary art. Among the many long-term exhibitions on display at Dia Beacon is the recently opened “Shadows” by Andy Warhol. “Shadows,” is a single painting in multiple parts…

Event Series Holiday Lane @ American Christmas

Holiday Lane @ American Christmas

Decorated with over 100,000 twinkling lights, captivating animatronics, and several themed areas, children and adults alike will feel the magic of Christmas come alive at Holiday Lane. Whether you are looking for a Santa in New York, a festive date, or the perfect Christmas activity for kids in NYC, this adventure is sure to become…

Catskill Mountain Railroad Polar Express™

Catskill Mountain Railroad, 55 Plaza Road, Kingston, NY 12401

Set to the sounds of the motion picture, passengers will relive the classic story as they are whisked away on The Polar Express™ for a magical trip to the North Pole. Once on board, the Conductor will punch your golden ticket as you’re served hot chocolate and a delicious cookie by our dancing chefs! Upon…

Free – $55

Menorah Lighting: Historic Hamlet of Carmel

As part of its Holiday on the Lake festivities, the Hamlet of Carmel Civic Association (HCCA) will be sponsoring a menorah lighting ceremony on Sunday, December 29 at 4:00 pm. The holiday celebration will begin with live music. Rabbi Avi Korer of Chabad of Putnam County will preside over this Chanukah festival ceremony with singing…