Are you looking for holiday family fun in the Armonk - Chappaqua - Mount Kisco - Pleasantville area and beyond? Macaroni KID Armonk - Chappaqua - Mount Kisco - Pleasantville has all of the holiday activities you could ask for, right in one place! Whether you are looking for places to see holiday lights, cut down a Christmas tree, see Santa, catch a show, give back by volunteering, go sledding, ring in the New Year, or enjoy the various holidays attractions in our neck of the woods, you'll find the information here! We've arranged all of the holiday festivities you might be looking for into convenient mini-guides, as well as a weekend-by-weekend breakdown of all there is to see.
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This guide is under construction. Last updated 12/27/23
Be sure to check websites prior to traveling to an event to confirm dates and times!
Want to see something added to our guide? Send it to our calendar!
Holiday Break Camps |
December Holiday Camp at East Coast Sports and Fitness
- December 26th - 28th
School's Out Camp at KidStrong Thornwood
- November 25th, December 27th - 29th, January 2nd
Winer Break Mini-Camps with iCamp Hartsdale and Mount Kisco
- December 26th - 29th, January 15th
Code Ninjas, Mount Kisco
- December 27th and 28th
New York All Stars Fitness and Performing Arts, Pleasantville
- December 27th, 28th, 29th 9 a.m. - 12 p.m. Grades K - 4
Shake It Off Westchester, Scarsdale
Schools Out, Arts In at Katonah Museum of Art (ages 3-12)
- December 26th, 27th, 28th, 29th
Events by Weekend |
November |
November 2: Diwali Film and Food at Scarsdale Public Library
November 4: Etsy Artisan Holiday Market at Katonah Village Library
November 9 - December 24 Santa at The Westchester
November 11:
Winter Greenery: Foraging and Crafting Workshop at Muscoot Farm2023 Campwoods Holiday Craft FairBaking Cookies at Rochambeau
November 12:
November 17:
Shake it Off Westchester Diwali PartyKatonah Village Library Diwali Party 4 p.m. - 5:30 p.m.Ossining Children's Center Festive Fair 11 a.m. - 4 p.m.Tree Lighting at Cross County Shopping Center
November 18:
Fall Fest Weekend at Westchester Children's MuseumMade in NY Holiday Market, Pound RidgeEtsy Artisan Craft Fair, Dobbs Ferry LibraryHoliday Crafting with Macaroni KID Publisher Kelly Fitzpatrick at Briarcliff Youth Center (ages 2-8)The Great Holiday Train Show at Horace Greely HouseNortheast Etsy Artists Collective Holiday Market at Dobbs Ferry Public LibraryPre-Holiday Pup Party at Westchester Community for Ethical CultureHoliday Market and Train Show – Greenburgh Nature CenterOssining Children's Center Festive Fair 11 a.m. - 4 p.m.Santa's Grand Arrival - Palisades Center
November 19:
Holiday Market and Train Show – Greenburgh Nature CenterTree Lighting at Ridge Hill
November 18th - December 23rd The Holiday Wish Express – Believing Is The Greatest Gift of All, Stamford (multiple dates)
November 20 - December 31st Let's Celebrate Worldwide at Stepping Stones Museum (ongoing event)
November 24 - December 23: Reindeer Festival & Santa's Village™ Greenwich (ongoing event)
November 24
Ice Skating at The Harvey SchoolWestchester’s Winter Wonderland Drive-Thru Holiday Light ExtravaganzaiLuminate NYC at New World Stages
November 25:
Holiday on the Hill Train Show at Lasdon Park and ArboretumThe Great Holiday Train Show at Horace Greely HouseGreenburgh Nature Center Train ShowNortheast Etsy Artists Collective Holiday Market at Ossining Public LibraryBreakfast with Santa at Bear Mountain InnBaking Cookies at RochambeauQuail Hollow Holiday Craft Fair, Dutchess Community College, Poughkeepsie
November 26:
Holiday Market and Family Day at Muscoot FarmHoliday on the Hill Train Show at Lasdon Park and ArboretumThe Great Holiday Train Show at Horace Greely HouseGreenburgh Nature Center Train ShowFrosty the Snowman Homecoming Day and Parade in Downtown ArmonkBreakfast with Santa at Bear Mountain InnBaking Cookies at RochambeauQuail Hollow Holiday Craft Fair, Dutchess Community College, PoughkeepsieA Charlie Brown Christmas with the Ed Croft Tri, Scarborough Presbyterian Church, 3 p.m.
December |
November 18th - December 23rd The Holiday Wish Express – Believing Is The Greatest Gift of All, Stamford (multiple dates)
November 20 - December 31st Let's Celebrate Worldwide at Stepping Stones Museum (on-going event)
November 24 - December 23: Reindeer Festival & Santa's Village™ Greenwich (on-going event)
November 9 - December 24 Santa at The Westchester (on-going event)
November 17 - December 30 Pop Up Skating at the Cross County Center (on-going event)
December 6th - 17th Holiday Market - White Plains
December 1:
Holiday Tree Lighting at Mount Kisco Village HallMuscoot Holiday LightsWinterfest with Rye Brook Recreation, Pine Ridge ParkHammond Artist’s Club Holiday Art Show and Sale, North SalemChristmas Tree Sale at St. Matthew's Church BedfordFezziwigs at the 1787 Court House - Shine Bright BedfordHoliday Activities in Bedford Village and Tree Lighting on the GreenMarket Square Tree Lighting, OssiningMarket Square Menorah Lighting, OssiningHoliday Seascape Christmas Ornament Workshop, Mount Kisco
December 2:
Christmas Extravaganza at Ridgeway Armonk Church39th Annual Mistletoe Mart at Bedford Presbyterian ChurchHoliday Market and Tree Lighting at The Barley Beach House, RyeNortheast Etsy Artists Collective Holiday Market at Croton Free LibraryBuild a Gingerbread House at Cyrus Russell Community House (grades 1-5), Cross RiverHoliday on the Hill Train Show at Lasdon Park and ArboretumThe Great Holiday Train Show at Horace Greely House2023 Holiday Market at Bedford Hills Train StationWestchester’s Winter Wonderland Drive-Thru Holiday Light ExtravaganzaBreakfast with Santa at Bear Mountain Inn12th Annual Holiday Electric Lights Parade with Tree Lighting, Yorktown Heights 5:15 p.m.Baking Cookies at Rochambeau, Mount KiscoGreenburgh Nature Center Train Show, ScarsdaleHammond Artist’s Club Holiday Art Show and Sale, North SalemSleighbells on the Avenues, LarchmontOuthouse Orchards Santa's Arrival 12 pm. - 1 p.m.HudCo Holiday Market 11 am. - 4 p.m.Holiday Lights on the Farm, Muscoot Farm, KatonahHome for the Holidays Pound Ridge Sip & Shop Tree Lighting and Holiday MarketChristmas in Museum Village, Monroe
December 3:
Holiday on the Hill Train Show at Lasdon Park and Arboretum, KatonahThe Great Holiday Train Show at Horace Greely House, ChappaquaOssining Community Christmas Crib Dedication, OssiningMusiquita Nutcracker Tap Dance Special at Caramoor, KatonahNew Castle Holiday Bonfire at Town Recreation Field, ChappaquaBreakfast with Santa at Bear Mountain Inn, HighlandCaring Santa at the Westchester - Book your 1:1 appointment (Sensory friendly), White PlainsBaking Cookies at Rochambeau, Mount KiscoGreenburgh Nature Center Train Show, ScarsdaleAll Together Now Kids and The Westchester Ballet Company present Clara is Coming to Town - storytime, ballet demo, photo ops, preregistration required, Mount KiscoChristmas in Museum Village, Monroe
December 6: Holiday Market at Tarrytown Music Hall
December 8:
Holiday Lights on the Farm Muscoot FarmHoliday on the Hill Train Show at Lasdon Park and ArboretumHammond Artist’s Club Holiday Art Show and SaleWestchester’s Winter Wonderland Drive-Thru Holiday Light ExtravaganzaGingerbread House Decorating at Bedford Hills Community House (grades 2-7)Mr. Dickens Tells A Christmas Carol at Lyndhurst Mansion (ages 8+)The Armonk Players present: A Glimpse of Christmas at Whippoorwill TheaterKatonah Holiday Stroll, 5 - 8 p.m.Matters Coffee Merry Market, Croton-on-Hudson 5 p.m. - 8 p.m.
December 8 - January 1: Grand Holiday Illumination 2023 - Untermyer Gardens Conservancy (on-going)
December 9:
Mount Kisco Holiday 'Fest 23The Armonk Players present: A Glimpse of Christmas at Whippoorwill TheaterThe Great Holiday Train Show at Horace Greely House, ChappaquaInspirational Wellness360 Christmas Health Fair, YonkersBreakfast with Santa at Bear Mountain InnGingerbread House Decorating at Bedford Hills Community House (grades 2-7)December Holiday Cooking Class at Cyrus Russell Community House, Cross RiverChristmas Extravaganza, SEL by Franco, Post Chester (donation-based admission)Baking Cookies at Rochambeau, Mount KiscoGreenburgh Nature Center Train Show, ScarsdaleHoliday Lights on the Farm Muscoot Farm, Mount KiscoSanta Claus at Savannah's, Mohegan LakeTown of Cortlandt Winter WonderlandBreakfast with Santa Westchester Neiman Marcus, White PlainsBreakfast with Frosty - Connecticut's Beardsley ZooChristmas in Museum Village, MonroeBreakfast Fun with Frosty and Friends at Bedford Hills Community House (ages 1-8)Holiday Rosen House Tours at Caramoor, KatonahMr. Dickens Tells A Christmas Carol at Lyndhurst Mansion (ages 8+), TarrytownHoliday on the Hill Train Show at Lasdon Park and Arboretum, KatonahHoliday Chocolate and Crafts Workshop with Shake It Off and Chocolate Works, ScarsdaleBaby Shark Holiday Dance Party and Craft at Shake It OffHoliday Market - White Plains
December 10:
Chappaqua's Holiday StrollHanukkah Brunch, HarrisonPound Ridge Menorah Lighting at Village GreenBreakfast Fun with Frosty and Friends at Bedford Hills Community House (ages 1-8)Breakfast with Santa at Bear Mountain InnBaking Cookies at RochambeauThe Armonk Players present: A Glimpse of Christmas at Whippoorwill TheaterPound Ridge Menorah Lighting at Village GreenHammond Artist’s Club Holiday Art Show and Sale, North SalemGreenburgh Nature Center Train Show, ScarsdaleMr. Dickens Tells A Christmas Carol at Lyndhurst Mansion (ages 8+)Westchester’s Winter Wonderland Drive-Thru Holiday Light ExtravaganzaHoliday Carriage Rides at Rockefeller State Park10 a.m. - 4 p.m., SOLD OUTSanta Claus at Savannah's, YorktownHoliday Market - White PlainsChristmas With Chris Ruggiero - Yorktown StageBreakfast with Frosty - Connecticut's Beardsley ZooChristmas in Museum Village
December 14
Wonder Village Express 12:30 p.m. $25/childHoliday Market - White PlainsCreate With Christa: Elf Yourself at Bedford Free Library (grades Pre-K to 5)
December 15
Holiday Lights on the Farm Muscoot FarmHoliday on the Hill Train Show at Lasdon Park and ArboretumHammond Artist’s Club Holiday Art Show and SaleHoliday Rosen House Tours at CaramoorHoliday Market - White PlainsTwilight Train Show ~ Holiday on the Hill at Lasdon Park and ArboretumMr. Dickens Tells A Christmas Carol at Lyndhurst Mansion (ages 8+)Grinchmass at Shake It Off, Scarsdale
December 16:
Holiday Crafting with Macaroni KID Publisher Kelly Fitzpatrick at Briarcliff Youth Center (ages 2-8)Holiday Lane American Christmas Fundraiser for Ronald McDonald House of the Greater Hudson ValleyShabbat Parsha & Play at Chabad of BedfordFree pictures with Santa and crafts for kids 1 p.m. - 3 p.m. at Berger Hardware, Hawthorne (Raffle tickets available - proceeds benefit pediatric cancer research)Family Holiday Hike and Caroling at Pound Ridge ReservationCake Pops with Santa 11 a.m. - 4 p.m. at The Poppery, Mount KiscoHoliday Market - White PlainsHoliday Lights on the Farm Muscoot Farm, KatonahCocoa Around the World at Muscoot Farm in Katonah (ages 8+), KatonahThe Great Holiday Train Show at Horace Greely House, ChappaquaOssining Holiday Health and Wellness Event at Bethany ArtsHammond Artist’s Club Holiday Art Show and Sale, North SalemBreakfast with Santa at Shake It Off, ScarsdaleA Victorian Christmas Celebration Comes to Sunnyside, IrvingtonThe Hammond’s Holiday Party at Hammond Museum & Japanese Stroll GardenWestchester’s Winter Wonderland Drive-Thru Holiday Light Extravaganza, ValhallaBreakfast with Santa at Putnam County Golf CourseBreakfast with Frosty - Connecticut's Beardsley ZooSanta Sightings at Stepping Stones Children's Museum 12:30 and 3:30 p.m.
December 17:
Holiday on the Hill Train Show at Lasdon Park and ArboretumThe Great Holiday Train Show at Horace Greely House2nd Annual Interactive Elf Movie at ChappPACWinter Concert with the Quaker Notes at Chappaqua Library (all ages)Winter Solstice Guided Slow Hike and Bonfire at Ward Pound Ridge ReservationHoliday Market - White PlainsIt's a Wonderful Life at the Bedford PlayhouseBreakfast with Santa at Bear Mountain InnMr. Dickens Tells A Christmas Carol at Lyndhurst Mansion (ages 8+)Westchester’s Winter Wonderland Drive-Thru Holiday Light ExtravaganzaBreakfast with Santa 2023 @ Applebee's Grill + Bar Cortlandt Town CenterBreakfast with Santa at Tilly's Table, BrewsterBreakfast with Frosty - Connecticut's Beardsley ZooSanta Sightings at Stepping Stones Children's Museum 12:30 and 3:30 p.m., Norwalk
December 23:
The Great Holiday Train Show at Horace Greely HouseWestchester’s Winter Wonderland Drive-Thru Holiday Light ExtravaganzaFamily Holiday Happening, 11 a.m. at Pound Ridge LibraryHoliday Concert “Bells & Motley Olden Music" at Whippoorwill Theater (all ages)Mr. Dickens Tells A Christmas Carol at Lyndhurst Mansion (ages 8+)Holiday on the Hill Train Show at Lasdon Park and ArboretumBreakfast with Frosty - Connecticut's Beardsley ZooBluey Holiday Craft and Dance Party at Shake It Off, Scarsdale
December 24:
The Great Holiday Train Show at Horace Greely HouseWestchester’s Winter Wonderland Drive-Thru Holiday Light Extravaganza
December 30th:
December 31st:
- Countdown to 2024 at Pizzazles, 10:45 a.m. Jefferson Valley, advance registration required
- New Years at The Westchester Children's Museum
- Rye Free Reading Room New Years Party
- Purchase Free Library New Year's Eve Celebration, 12 p.m.
- New Years Eve Kids Party at Shake It Off, Scarsdale
- New Year's Eve Hike, Teatown Lake Reservation
- NYE Party for People with Kids at Newburgh Brewing 12 p.m. - 6 p.m.
- White Plains New Year's Eve Spectacular
- Ring in the New Year Early at Dave and Buster's, Pelham Manor
- Peekskill New Year's Eve Fireworks
January |
Coming soon!
February |
Coming soon!
