Ultimate Holiday Events Guide: 50+ Holiday Events in Westchester

Also: Click here for a list of holiday arts boutiques to finish up your holiday shopping locally and support the arts while doing it!

Through December 28, 2025
Lyndhurst Mansion Holiday Tours
Presented by Lyndhurst Mansion
Lyndhurst Mansion’s Holiday Classic Mansion Tours were named one of USA Today’s “Ten Best Historic Holiday Tours.” The tour highlights rooms filled with elaborate trees, tableaus and objects from the Gould era. Guests explore two floors of the Gothic Revival mansion while guides share stories of architecture, art and Gilded Age holiday traditions.

Through December 30, 2025
Lumina Light Show
Presented by Harvest Moon
Lumina creates an immersive evening walk through expansive, artist-designed light installations. Visitors encounter illuminated sculptures, projections and soundscapes that transform the landscape at Harvest Moon into a contemporary winter light festival. Entrance times vary. Click for more light shows.

Through December 31, 2025
Westchester’s Winter Wonderland
Presented by Westchester Parks Foundation
Westchester’s Winter Wonderland returns to Kensico Dam Plaza with both drive-thru or walk-through routes of synchronized lights, large-scale displays, live entertainment and seasonal treats. The event has become an annual tradition for families seeking a concentrated dose of holiday sparkle. Entrance times vary. Click for more light shows.

Through January 2, 2026
The Sky Tonight: Holiday Edition
Presented by Hudson River Museum
This live, interactive planetarium show explores the winter night sky, from bright stars and planets to seasonal constellations and comets. As the solstice approaches, visitors learn the astronomy behind traditions such as the Star of Bethlehem, holiday lights and yule logs in a story-rich program. Recommended for audiences aged 8 and up. Dates and times vary.

Through January 3, 2026
The Great Holiday Train Show
Presented by New Castle Historical Society
New Castle Historical Society fills its headquarters with elaborate model train layouts for The Great Holiday Train Show. Multiple gauges, themed scenes and historic settings delight train enthusiasts and families, highlighting both railroad history and local landmarks in miniature. Dates and times vary. Click for more kid-focused holiday events.

December 3, 2025 – January 4, 2026
Glenview Holiday Tours
Presented by Hudson River Museum
Glenview, the Hudson River Museum’s 1877 Gilded Age home, is dressed for the holidays with themed trees, antique toys and festive tablescapes. A 45-minute guided tour highlights architectural details, fine furnishings and artifacts from family traditions that has helped make Glenview a filming location for the television series The Gilded Age. Wed–Fri, 1pm; Sat–Sun, 1pm & 3pm.

December 5, 2025
Emelin: Storm Large Holiday Ordeal
Presented by Emelin Theatre
Emelin Theatre welcomes Storm Large for her irreverent Holiday Ordeal, a mix of cabaret, rock and holiday standards. Known from America’s Got Talent and the band Pink Martini, Large pairs powerhouse vocals with sharp humor and emotional storytelling, turning seasonal songs into a cathartic, adults-only evening. 8pm.

December 5 & 7, 2025
New Choral Society’s Messiah
Presented by New Choral Society
New Choral Society presents the Christmas portion of Handel’s Messiah with professional soloists and chamber orchestra at Hitchcock Presbyterian Church. The program culminates in the iconic “Hallelujah Chorus,” giving audiences a traditional, uplifting way to launch the holiday season in an intimate setting. Virtual tickets are also available the following weekend. 8pm on 12/5 and 3pm on 12/7.

December 5, 2025
Judy Collins: Holiday & Hits
Presented by Tarrytown Music Hall
Legendary singer-songwriter Judy Collins returns to Tarrytown with a program of holiday songs and signature hits. With crystalline vocals and stories drawn from a decades-spanning career, Collins revisits classics like “Both Sides Now” alongside seasonal selections in an intimate concert setting. 8pm.

December 5-7, 2025
Film Screening: Elf
Presented by Bedford Playhouse
Bedford Playhouse screens the modern holiday comedy Elf, starring Will Ferrell as Buddy, a human raised at the North Pole who travels to New York City. Families and fans can revisit the film’s blend of slapstick, heart and Christmas spirit in a classic cinema setting. 7pm. Click for more holiday movie screenings and kid-focused holiday events.

December 6, 2025
Westchester Choral Society: A Ceremony of Joy
Presented by Westchester Choral Society
Westchester Choral Society’s holiday concert pairs Benjamin Britten’s Ceremony of Carols with Conrad Susa’s Carols and Lullabies. The program moves from medieval-inspired harp and chorus textures to vibrant Spanish-language carols, offering a journey through seasonal choral traditions. 3pm.

December 6, 2025
Advanced Paper Snowflake Workshop
Presented by Historic Hudson Valley / Philipsburg ManorAt Philipsburg Manor, participants aged 12 and up learn to fold and cut intricate paper snowflakes in a focused workshop. Admission includes materials for multiple designs, plus a hot beverage and donut, with one finished snowflake displayed in the site’s greenhouse. 12pm.

December 6, 2025–January 4, 2026
Untermyer Grand Holiday Illumination
Presented by Untermyer Gardens Conservancy
Untermyer Gardens Conservancy’s Walled Garden glows with 150,000 lights for its free evening display. Visitors stroll formal gardens lit in jewel tones while seasonal music from many traditions fill the air. The illumination is open on winter evenings throughout the season, including Christmas and New Year’s holidays, with no reservations required. Times vary. Click for more light shows.

December 7, 2025
Ceramic Ornaments
Presented by Pelham Art Center
Pelham Art Center’s ceramic ornament class guides participants through forming, decorating and glazing small clay pieces. The session emphasizes simple shapes and surface designs, resulting in kiln-fired ornaments ready to hang or give.

December 7, 2025
It’s a Wonderful Life
Presented by Bedford Playhouse
Frank Capra’s classic It’s a Wonderful Life anchors Bedford Playhouse’s holiday schedule. James Stewart stars as George Bailey, whose crisis on Christmas Eve leads to an angelic intervention and a reminder of one person’s impact on a community. 4pm. Click for more holiday movie screenings.

December 7, 2025
An Amarcord Christmas
Presented by Caramoor Center for Music and the ArtsLeipzig vocal ensemble Amarcord brings its renowned blend and clarity to Caramoor in a Christmas program. Renaissance motets, German carols and international songs highlight the group’s precise intonation and expressive phrasing, creating an intimate choral celebration in Caramoor’s Music Room. 3pm.

December 7, 2025
Holidelic Presented by Irvington Theater
Irvington Theater hosts Holidelic, singer and percussionist Everett Bradley’s funk-fueled holiday spectacle that mixes original songs and reinvented classics with 1970s flair. Bradley, a member of Bon Jovi, appears as a larger-than-life Father Christmas named Papadelic who is joined by a high-energy band and special guest Meredith Vieira for an afternoon of theater, groove and inclusive holiday cheer. 3pm.

December 7, 2025
The Laurie Berkner Band: A Live Holiday Concert
Presented by Tarrytown Music HallBeloved children’s musician Laurie Berkner brings her upbeat band for a pair of holiday concerts, featuring interactive sing-alongs and festive songs. Families can choose a morning or afternoon performance, with VIP options that include a meet-and-greet and photo opportunity. 11am & 3pm. Click for more kid-focused holiday events.

December 7, 2025
Seasonal Felted Ornaments
Presented by Hammond Museum & Japanese Stroll GardenThis felting workshop at the Hammond Museum teaches needle-felting techniques to sculpt small soft ornaments. Participants shape wool into seasonal motifs that can hang on trees or serve as decorative accents in the home.

December 7 & 14, 2025
The Nutcracker: Central Park Dance
Presented by The Capitol Theatre
Central Park Dance brings its full-length production of The Nutcracker to The Capitol Theatre, featuring a large student and professional cast, detailed costumes, and projections. The production gives Westchester families three chances to experience the classic ballet close to home. 5pm on both days, with an additional 12:30pm matinee on December 14. Click for more productions of The Nutcracker.

December 8, 16 & 21, 2025
Movie Party: National Lampoon’s Christmas Vacation
Presented by Alamo Drafthouse Yonkers
Chevy Chase’s hapless Clark Griswold returns in Christmas Vacation, presented as an Alamo Movie Party with interactive elements. Fans can quote along with their favorite scenes and enjoy themed surprises while watching the Griswold holiday unravel on screen. Times vary. Click for more holiday movie screenings.

December 9, 2025
Film Screening: The Polar Express
Presented by Tarrytown Music Hall
Tarrytown Music Hall screens the animated favorite The Polar Express on the big screen. The film follows a boy’s magical Christmas Eve train journey to the North Pole, offering a nostalgic, family-oriented movie night in the historic theater. 6pm. Click for more holiday movie screenings and kid-focused holiday events.

December 10, 2025
Holiday Cabaret with Kimberly Hawkey
Presented by Downtown Music at Grace
Vocalist Kimberly Hawkey brings holiday cabaret to Grace Episcopal Church, showcasing a warm, vintage-inspired sound that has drawn acclaim at venues like Caramoor and Birdland. The free lunchtime concert offers listeners a curated selection of seasonal songs. 12pm.

December 10-21, 2025
Holiday Rosen House Tours
Presented by Caramoor Center for Music and the Arts
Caramoor’s art-filled Rosen House is specially decorated for the season, drawing on the historic archive of its former resident family, the Rosens, who founded the center. Docent-led tours share stories behind the collection and holiday traditions in each room, inviting guests to experience the estate’s architecture, decorative arts and warm seasonal atmosphere. Times vary.

December 11-14, 2025
The Nutcracker: Westchester Ballet Company
Presented by Westchester Ballet Company
While this production takes place in the Bronx, it is the crown jewel of Westchester Ballet Company’s season. The long-running Nutcracker performances bring a large cast of regional dancers to the stage with grand party scenes, battle sequences and snow-filled finales. The 75th annual production has become a local rite of passage for performers and audiences alike at Lehman Center for the Performing Arts. Times vary. Click for more productions of The Nutcracker.

December 12 & 13, 2025
Lyndhurst Illuminated
Presented by Lyndhurst Mansion
Experience Lyndhurst’s mansion lit by the glow of holiday spirit. An evening perusal through the first and second floors of the mansion, decorated by dozens of lit Christmas trees and rarely seen special collection items, will help visitors see the Gothic Revival estate from a new perspective. Timed entries beginning at 5pm.

December 12, 2025
Darlene Love: Love for the Holidays
Presented by Tarrytown Music Hall
Rock and Roll Hall of Famer Darlene Love brings her powerhouse voice to a holiday concert packed with hits and seasonal anthems, including “Christmas (Baby Please Come Home).” Backed by a full band, Love revisits chart-toppers and classic arrangements that showcase her enduring stage presence. 8pm.

December 13, 2025
Gingerbread Decorating Class
Presented by Caramoor
Caramoor partners with Feeding Young Foodies for a family gingerbread decorating workshop. Participants assemble and embellish edible structures with guidance from teaching artists, turning the historic site into a sweet-smelling studio that blends culinary creativity with holiday fun. 10:30am. Click for more kid-focused holiday events.

December 13, 2025
Cherish the Ladies: A Celtic Christmas
Presented by Tarrytown Music Hall
Irish-American supergroup Cherish the Ladies returns with its annual Celtic Christmas, combining virtuosic traditional music, spirited vocals and step dancing. The Grammy Award-nominated ensemble celebrates its 40th anniversary with guest dancers from major touring productions, creating a lively, story-rich holiday show. 4pm & 8pm.

December 13, 2025
Annual Concert for Peace
Presented by Songcatchers
Songcatchers’ Annual Concert for Peace gathers youth and adult ensembles for an evening of choral and instrumental music centered on hope, community and nonviolence. The program, now in its 29th year, weaves traditional interfaith carols with contemporary works and benefits the organization’s music education mission. The concert features the Songcatchers Choir, Songcatchers Orchestra and guest choir, Sing Your Heart Out at the Holy Name Church in New Rochelle. 7pm.

December 13-14 & 20-21, 2025
Dickens’ Christmas Carol
Presented by Historic Hudson Valley
Storyteller Jonathan Kruk, accompanied by musician Jim Keyes, performs a one-man adaptation of A Christmas Carol inside Sleepy Hollow’s historic Old Dutch Church. Candlelit surroundings and live music transform Dickens’s tale of Ebenezer Scrooge into an intimate, atmospheric theatrical experience. Three performances on each scheduled date: 2pm, 3:30pm and 5pm.

December 13, 20 & 27
How the Grinch Stole Christmas (2000)
Presented by Jacob Burns Film Center
The live-action How the Grinch Stole Christmas screens at Jacob Burns Film Center. Families can enjoy Jim Carrey’s larger-than-life Grinch on the big screen. On December 13, the family experience extends with a hands-on arts activity following the screening. 11am. Click for more holiday movie screenings and kid-focused holiday events.

December 14, 2025
Movie Party: The Polar Express
Presented by Alamo Drafthouse Yonkers
Families climb aboard The Polar Express at Alamo Drafthouse, where a Movie Party format turns the movie screening into an interactive experience, pairing the animated feature with themed activities including in-seat dining and props like a Santa hat, sleigh bells, and take-home activity sheets. 12pm. Click for more holiday movie screenings and kid-focused holiday events.

December 14, 2025
The Nutcracker (New York Theatre Ballet)
Presented by Tarrytown Music Hall
New York Theatre Ballet presents an hour-long production of The Nutcracker tailored to young audiences while retaining classical elegance. Professional dancers bring Clara’s dream world to life with crisp storytelling and choreography, offering an accessible introduction to ballet. 3pm & 6pm. Click for more productions of The Nutcracker.

December 14, 2025
Holiday Concert: Ricardo Gautreau Trio
Presented by Greenburgh Public Library
The Ricardo Gautreau Trio offers a free holiday concert that blends Latin, jazz and folk influences. The program features songs in both English and Spanish that are inspired by Christmas, Hanukkah and Kwanzaa, and highlight seasonal themes of hope, diversity and inclusion. 2pm.

December 14, 2025
Holiday Music Festival
Presented by Hoff-Barthelson Music School
Hoff-Barthelson’s all-day Holiday Music Festival turns the school into a hub of performances, from Suzuki ensembles and youth choirs to jazz combos and chamber groups. A boutique, silent auction and café add shopping and treats, while students of all ages showcase their progress in festive programs. 10am-6pm.

December 14, 2025
Documentary Film: The Nutcracker at Wethersfield
Presented by Bedford PlayhouseThis documentary chronicles choreographer Troy Schumacher’s effort to stage an immersive production of The Nutcracker at a Hudson Valley estate in 2020 during the pandemic. The film follows New York City Ballet dancers and collaborators as they reimagine the classic during a challenging season, highlighting resilience and the importance of live performance. 12pm. Click for more productions of The Nutcracker.

December 14-26, 2025
Mr. Dickens Tells A Christmas Carol
Presented by M&M Performing ArtsCompany / Lyndhurst
In Lyndhurst’s Grand Picture Gallery, actor Michael Muldoon portrays Charles Dickens, who performed characters in his own A Christmas Carol during his 19th-century tours. The intimate walking performance begins at the Welcome Center and moves through the decorated mansion, bringing each character vividly to life.

December 16, 2025
Music on the Hill Handbell Choir
Presented by Rye Arts Center
Music on the Hill Handbell Choir rings in the holiday with a program or layered bell textures and carol arrangements. Handbells and singing create a shimmering soundscape while the audience is encouraged to sing along to classic holiday songs. 6pm.

December 17, 2025
Angelica Chamber Choir
Presented by Downtown Music at Grace
Angelica Chamber Choir, a Westchester-based women’s choral ensemble, brings a cappella singing to Downtown Music. The program, rich in holiday and spiritual repertoire of ancient and modern selections, includes the Sarum Christmas chant “Veni, redemptor gentium”; the lively 14th-century English motet “Santa Mater—Dou way, Robyn,” and Renaissance master Jacobus Handl’s radiant “Ante luciferum genitus.” 12:15pm.

December 18, 2025
Glenn Miller Orchestra: In the Christmas Mood
Presented by Tarrytown Music Hall
The world-famous Glenn Miller Orchestra swings into the holidays with big band arrangements of Christmas favorites and timeless standards. Audiences can expect signature Miller charts, tight horn lines and nostalgic melodies that evoke the golden age of swing. 8pm.

December 20, 2025
Victorian Christmas Celebration at Washington Irving’s Sunnyside
Presented by Historic Hudson Valley
Washington Irving’s Sunnyside estate hosts a Victorian Christmas experience that features a guided cottage tour, seasonal crafts and complimentary refreshments. Visitors encounter period decorations and stories that connect Sunnyside’s history to the development of American holiday traditions along the Hudson. Times vary beginning at 10am.

December 20, 2025
Vienna Boys Choir: Christmas in Vienna
Presented by Tarrytown Music Hall
The storied Vienna Boys Choir brings centuries of choral tradition to Tarrytown in a Christmas program that blends Austrian folk tunes, classical works and holiday standards, creating an uplifting seasonal concert. 8pm.

December 20 & 21, 2025
The Rob Mathes Holiday Concert
Presented by Performing Arts Center at Purchase College
Rob Mathes’s high-energy evening of rock, jazz and blues at the Performing Arts Center at Purchase College has become a Westchester winter tradition. Mathes, a Grammy Award-winning arranger and producer, assembles and leads an all-star band and chorus with a program of original songs and inventive holiday covers that showcase top-tier musicianship in the PAC’s concert hall. 8pm on Saturday; 3pm on Sunday.

December 21, 2025
Nutcracker Short & Sweet: A Sensory-Friendly Production
Presented by Paramount Hudson Valley Theater
Paramount Hudson Valley’s Nutcracker, Short and Sweet condenses Tchaikovsky’s ballet into a one-hour, sensory-friendly performance with a local Hudson Valley cast. Narration from Clara’s point of view and adjusted sound and lighting make this family-oriented production especially welcoming for neurodiverse audiences. Click for more productions of The Nutcracker.

December 21-24
It’s a Wonderful Life
Presented by Jacob Burns Film Center
Jacob Burns Film Center presents Frank Capra’s It’s a Wonderful Life, following George Bailey’s journey through despair and redemption with the help of an angel named Clarence. The screening offers a classic black-and-white holiday experience in an arthouse setting. Dates and times vary. Click for more holiday movie screenings.

Other ArtsNews Holiday 2025 Events Guides:

• Holiday Events for Kids: Concerts, Crafts & Performances
• Shop Local With Holiday Arts Boutiques
• All-Out Holiday Lights Displays in Westchester
• Nutcracker Holiday Guide: Classic Versions and Creative Twists
• A Guide to Holiday Movies in Westchester 2025
• Holiday Gift-Making Guide: From Ornaments to Personalized Keepsakes

Lyndhurst Illuminated (photo courtesy of Lyndhurst Mansion); Still from Elf (photo source: imdb.com); Judy Collins (photo source: judycollins.com); Untermyer Gardens’ Grand Holiday Illumination (photo course: Untermyer Gardens); Holidelic (photo courtesy of Irvington Theater); Central Park Dance (photo courtesy of The Capitol Theater); Rosen House at Caramoor (photo credit: Gabe Palacio); gingerbread house; Jonathan Kruk, Dickens’ Christmas Carol (photo credit: Tom Nycz for Historic Hudson Valley); Angelica Chamber Choir (photo source: angelicawomenschamberchoir.org); Rob Mathes (photo source: robmathes.com)

This article was written for and first appeared on ArtsNews, an arts and culture news site published by ArtsWestchester. For more articles about the arts in Westchester County, visit: https://artswestchester.org/ar...