A Year of Fun: A Month-by-Month Guide to Events Across Westchester and Beyond
Get out your calendar and plan for a year of fun now with our list of exciting family-friendly events happening over the next 365 days all across Westchester and beyond!
Psst… Check Out Things to Do with the Kids This Weekend in Westchester
July
LEGO® Summer of Play LEGO Summer of Play is packed with awesome activities that help kids discover their unique Play Mode – whether they love creating, discovering, building, dancing, or simply playing their way. Families can join a workshop to learn how to make a LEGO bee and design a playful city with the Master Model Builder, where their imaginations can run wild. Kids of all ages can boogie to the DJ GoodVibes dance party and then have fun spotting surprise LEGO creations in MINILAND, which has Kansas City’s cityscape created out of more than 1.5 million LEGO bricks. Legoland Discovery Center Westchester, 39 Fitzgerald St., Yonkers. 10 am- 7 pm, daily through August 3. Tickets start at $30.
Westchester’s Heritage Festivals Come together as a community and explore a new culture every week at these summertime celebrations of culture featuring food, music, crafts, entertainment, and more. Sundays, through August 24, from 12 -6 pm. Free. These events occur in Kensico Dam Plaza, 1 Bronx River Parkway, Valhalla, or Ridge Road Park, 287 Ridge Road, Hartsdale. See website for complete schedule.
Concerts at Caramoor Enjoy live music all summer long at Caramoor. Soak in the natural wonder of its stunning grounds as you listen to an incredible roster of talented musicians. Through August 1. Caramoor, 149 Girdle Ridge Road, Katonah. $19-$43. See website for complete schedule.
Shark Weekend Bite into a weekend of fun and educational events exploring sharks’ worlds through hands-on STEAM activities. July 12-13, Saturday and Sunday, 9:30 am – 5:30 pm. Westchester Children’s Museum, 100 Playland Ave., Rye.
Puppy Pals Live- The Action-Packed Comedic Stunt Dog Show Puppy Pals Live is a family-fun, action-packed show where adopted and rescued dogs perform spectacular stunts and breathtaking feats. Watch as Puppy Pals Live leads the puppies and audience through challenging and comical tricks as the pooches show everyone who is really boss! Sunday, July 27, 3 pm. Paramount Hudson Valley Theater, 1008 Brown St., Peekskill. $22-$36.
August
Summer Saturdays Discover family-friendly activities, crafts, children’s storytimes, and demonstrations celebrating the site’s cultural and agricultural history. Philipsburg Manor, 381 N Broadway, Sleepy Hollow, Saturdays, 10 am – 3 pm, through August 30. $13-$18.
2025 South Salem Fire Department Annual Carnival and Parade This annual carnival features exciting rides, fun games, delicious food, and great prizes! Don’t miss the parade on opening night beginning at 7 pm. South Salem Fire Department, 1190 Route 35, South Salem. August 6-9, Wednesday-Friday, 6-10 pm; Saturday, 5-10 pm. $35 wristbands per person for unlimited rides on the night purchased.
New York Renaissance Faire Travel back in time to an age of adventure! Join Her Majesty Queen Elizabeth I on a grand visit to a beautiful 16th-century English village. Cheer your favorite knight at the Joust Tournament. Meet Robin Hood and his Merry Band. Feast on savory sweets and tempting treats. See incredible acrobats, magical fairies, swashbuckling pirates, and more! 600 Rt. 17A, Tuxedo. August 16 – October 5, Saturdays, Sundays & Labor Day, 10 am-7 pm. $48; $43 senior 62 and older and Military; $20 ages 5-12.
The Dutchess County Fair There is simply no other fair like the Dutchess County Fair. Expect to see animals, games, and the food we love. Known as the most significant agricultural fair in New York State, this fair is what many New Yorkers and people all over wait all year to visit. It is the world’s greatest, if not the most famous, fair. The Dutchess County Fairgrounds, 6596 U.S. 9, Rhinebeck. August 19-24, Tuesday-Saturday, 10 am – 10 pm; Sunday, 10 am – 8 pm. Rides open at 11 am. Admission starts at $15; free admission for children 11 and younger. Ride All Day Wristbands start at $30. Additional fee for some performances.
Wakanda Celebration The Wakanda Celebration is a day to be surrounded by the beauty of African culture while supporting artisans who use creativity to showcase their home’s unique beauty. Whether tasting authentic cuisines, dancing to traditional music, or listening to live music, there is something for everyone. Saturday, August 30, 12-8 pm. Traphagen School, 72 Lexington Ave., Mt. Vernon. Free admission.
September
101st Annual Yorktown Grange Fair Celebrate the Yorktown Grange Fair’s second century with a fun-filled theme, “Moo-ving Into the Next Century,” giving a shout-out to the agricultural roots of the fair and community. But it’s not just cows! The Fair presents the best livestock, produce, and flowers from local farms and growers every year. Entertainment throughout the weekend includes special kiddie shows, super rock and country music, events like wrestling, and wonderful arts and crafts from local makers. Yorktown Grange Fairgrounds, 99 Moseman Ave., Yorktown Heights. September 5-7, Friday, 4 – 11 pm; Saturday, 10 am-11 pm; Sunday, 10 am – 7 pm. $15/carload.
Simply Swifties Band Get ready to experience an unforgettable evening filled with the incredible songs of Taylor Swift, beautifully performed by the Simply Swifties Band. Sing along to your favorite hits and immerse yourself in the magic of Taylor’s music. White Plains Performing Arts Center, Saturday, September 6, 7:30 pm. $38-$48.
Revolutionary Harvest Festival Step back in time to the American Revolution with costumed reenactors, living history demonstrations, and hands-on activities. Enjoy live music and try your hand at 18th-century country dancing, grinding grain in a portable stone mill, operating a cider press, and playing old-fashioned children’s games. Explore the history of Philipse Manor Hall and colonial New York in the museum. Don’t miss the special traveling exhibit “Treason of the Blackest Dye: The True Story of Arnold, André, and Three Honest Militiamen.” Philipse Manor Hall State Historic Site, 29 Warburton Ave., Yonkers. Saturday, September 13, 12 – 5 pm. Free admission.
Chappaqua Children’s Book Festival This popular literary event allows children to meet their favorite authors and illustrators throughout the day. Kids can also enjoy storytime, demos, food trucks, local vendors, and interactive experiences in the Family Fun Zone. Chappaqua Metro-North Station, Allen Place, Chappaqua. Saturday, September 27, from 10 am – 4 pm. Free admission. See website for complete schedule.
Muscoot Farm 50th Celebration Weekend Celebrate this special anniversary with activities including live music, hayrides, and more! Muscoot Farm, 51 Route 100, Katonah. September 13-14, Saturday and Sunday, 10 am- 3 pm. Free admission.
October
Great Jack O’Lantern Blaze Considered one of the ultimate Halloween experiences in Westchester, the Great Jack O’Lantern Blaze kicks off Spooky Season with more than 7,000 hand-carved and illuminated pumpkins and incredible light shows. Book early, as this event usually sells out. Van Cortlandt Manor, 525 S Riverside, Croton-On-Hudson. Through November 17, see website for complete schedule. Tickets start at $20.
Family Fall Festival at The Barley Beach House Head to Rye Town Park this October for some classic fall family fun. The Barley Beach House will host their Family Fall Festival featuring over 2,000 pumpkins for families, cider donuts, live music, face painting, hayrides, axe throwing, food, shopping vendors, and more. Rye Town Park, 95 Dearborn Ave., Rye. October 4-12, Saturdays and Sundays, 11 am – 6 pm. $35 per child; free for adults.
Family Fun Day Family Fun Day returns to the Gardens with amazing magic from Flavors of Magic, rubber ducky races, crafts, scavenger hunt, and more. Untermyer Gardens, 945 N Broadway, Yonkers. Sunday, October 5, 12 – 4 pm. Prices vary for activities.
Gabby’s Dollhouse Live Gabby’s Dollhouse Live! brings to life an exciting original story featuring an all-Australian cast, unique puppets, dynamic staging, and song favorites including “Sprinkle Party,” “Hey Gabby,” “Music In You,” “You Can’t Spell Meow Without Me” and many others that will have audiences singing and dancing along, from beginning to end. Westchester County Center, 198 Central Ave., White Plains. Friday, October 24, 6 pm. Tickets start at $50.
Don’t Let the Pigeon Drive the Bus! The Musical! Whatever you do, don’t let the Pigeon star in his own musical production! With a script written by Mo Willems, the creator of the award-winning “Pigeon” picture books, and featuring music by Deborah Wicks La Puma (Elephant & Piggie’s We Are in a Play!), TheaterWorksUSA‘s Don’t Let the Pigeon Drive the Bus! The Musical! is even more fun than staying up late and having a hot dog party! Emelin Theatre, 153 Library Lane, Mamaroneck. Sunday, October 26, 11 am and 2 pm. $27-$32.
November
Shrek The Musical Based on the Oscar-winning DreamWorks Animation film, Shrek The Musical is a Tony Award-winning fairy tale adventure, featuring all-new songs and a side-splitting book. Shrek brings all the beloved characters you know from the film to life on stage, proving there’s more to the story than meets the ears. Yorktown Stage, 1974 Commerce St., Yorktown Heights. November 15-29, see website for schedule. $35.
The 61st Annual New Rochelle Thanksgiving Day Parade This festive annual tradition features exciting floats, giant balloons, marching bands, community leaders, and more. Parade kicks off at the intersection of Eastchester Road and North Ave., New Rochelle. Saturday, November 22, 10 am. Free.
Westchester Winter Wonderland Enjoy the magic of the holidays, without leaving the warmth of your car, in this fun holiday drive-thru experience. You and your kids will see tons of attractions, such as the Fireside Forest, Winter Winds Way, Dove Drive, Christmas Tree Plaza with two thirty-foot snowflakes, Land of Packages, Magical Woods, Elf Disco, and of course, the 100-foot tunnel with swirling colors that will transport you into the holiday season. As you watch the lights before your eyes, you and your kids can listen to holiday music, which will be playing through your car’s FM radio. Kensico Dam Plaza, 1 Bronx River Parkway, Valhalla. November-January. See website for complete schedule and admission fees.
Holidays on the Hill Train Show Experience the magical world of the Holidays on the Hill Annual Train Show. Families can enjoy access to over 5,000 square feet of indoor space transformed into a holiday wonderland. Families can explore a winter wonderland at the Conservatory Plaza, featuring whimsical holiday exhibits that lead to the Conservatory. Guests will find thirteen multi-level tracks with trains traversing bridges, tunnels, and waterfalls, all set among charming holiday scenes and vibrant seasonal plants and decorations. November-January, see website for complete schedule and admission fee.
Lyndhurst Mansion Holiday Opening & Makers Market Enjoy a beautiful tour of the Lyndhurst Mansion, which is decorated for the holidays. This includes a one-hour tour to see dozens of beautifully decorated trees and discuss history, architecture, and stunning art pieces. Families can shop at a curated Makers Market in the Carriage House tent. Lyndhurst Mansion, 635 South Broadway, Tarrytown. See website for complete schedule and admission fees.
December
Koo Koo This interactive, joy-packed concert blends comedy, movement, and music into a one-of-a-kind family experience. Created by former teachers and best friends Bryan and Neil, Koo Koo’s mission is simple: make music that inspires kids to sing, dance, and laugh out loud. Their live shows are praised for their non-stop energy, positive messages, and hilarious antics that even parents can’t resist. Emelin Theatre, 153 Library Lane, Mamaroneck. Saturday, December 6, 11 am and 2 pm. $27-$32.
Finding Neverland Based on the movie, Finding Neverland tells the story of J.M. Barrie, the playwright who created ‘Peter Pan’. As Barrie struggles to find inspiration for his next play, his life takes a turn when he encounters a family, including the widow Sylvia and her four sons. Barrie’s relationship with the family deepens, and he begins crafting the timeless tale of ‘Peter Pan’. The show explores themes of imagination, friendship, and the spirit of childhood. White Plains Performing Arts Center. December 12-January 14, see website for complete schedule. $50-$68.
Grand Holiday Illumination Visit Untermyer Gardens for their annual Grand Holiday Illuminations. This free event features more than 10,000 lights in a fun walk-through experience as you see the beautiful architecture of Untermyer Gardens dressed up for the season. Untermyer Gardens, 945 North Broadway, Yonkers. December-January, see website for complete schedule. Free.
Menorah Lightings Each town offers Menorah Lightings to celebrate the festival of lights. Some popular events include the Community Celebration in Scarsdale, the Katonah Tree and Menorah Lighting, the Chanukah Village Lighting in Somers, and village lightings in the Rivertowns: Hastings-on-Hudson, Irvington, and Ardsley. Hanukkah begins Sunday, December 14, at sundown and ends at nightfall on Monday, December 22.
New Year’s Eve Westchester Celebrations Our towns and villages throughout the county have annual New Year’s Eve Celebrations that are perfect for every family. Cities like Peekskill, White Plains, New Rochelle, and more have yearly ball drop celebrations that give us that city-like feel without leaving home. Families can find live music, food vendors, and even fireworks in some cities. Be sure to head to your local city events calendar for details on these annual events.
January
First Day of the Year Hikes throughout Westchester A tradition for many residents of Westchester is to head out for a hike on the first day of the year to get things started just right. We suggest heading to Old Croton Aqueduct State Historic Park, John Jay Homestead, and Ward Pound Ridge Reservation for incredible views. Join in on the fun this year and head out for the first day of the year.
The Westchester Knicks See tomorrow’s basketball stars today when you catch a Westchester Knicks game, the New York Knicks’ affiliate team. Westchester County Center, 198 Central Ave., White Plains. Season runs November-April. See website for complete schedule and tickets.
Click, Clack, Moo In Click, Clack, Moo, the barnyard buzzes when Farmer Brown’s granddaughter leaves her laptop in the cold. The cows use it to demand electric blankets—and when the answer is no, they go on strike, with the chickens right behind them. What follows is a hilariously heartwarming tale of negotiation and compromise, set to toe-tapping music. Emelin Theatre, 153 Library Lane, Mamaroneck. Sunday, January 25, 11 am and 2 pm. $27-$32.
Cirque Mechanics: Tilt Experience amusement park thrills and circus mayhem when you journey to the back-lot of an inventive theme park, where in the shadow of the roller coaster and under the lights of the Ferris wheel, you’ll meet the carnies, characters, and operators that keep the thrills coming and the rides running. Inspired by modern circus, Cirque Mechanics finds its roots in the mechanical and its heart in the stories of American industrial ingenuity, with a signature style wrapped in acrobatics, mechanical marvels, and a bit of clowning around. The Purchase PAC, 735 Anderson Hill Road, Purchase. Saturday, January 31, 7:30 pm. See website for ticket pricing.
February
Doktor Kaboom! Look Out! Science is Coming! In Look Out! Science is Coming! Doktor Kaboom blends comedy, theatre, and mind-blowing experiments into an interactive show designed to entertain, engage, and inspire curious minds of all ages. Emelin Theatre, 153 Library Lane, Mamaroneck. Sunday, February 1, 11 am and 2 pm. $27-$32.
Teatown Hudson River EagleFest Teatown’s 22nd Annual Hudson River EagleFest® is an all-day celebration that includes thrilling live bird shows spotlighting birds of prey, bird walks where you can view eagles through spotting scopes, heated tents filled with educational displays and exhibits, crafts and games for children, food trucks, and more! Croton Point Park, 1 Croton Point Ave., Croton-On-Hudson. Saturday, February 7. See website for schedule and admission fees.
Lunar New Year 2026 Celebrate the Year of the Horse with a festive day of arts, crafts, performances, demonstrations, and a ceremonial lion dance. Hudson River Museum, 511 Warburton Ave., Yonkers. See website for schedule and admission fee.
Westchester Museums for Winter Break February marks winter break for Westchester kids, and if you’re planning to stay in Westchester, we suggest you visit one of our local museums. The Hudson River Museum, Westchester Children’s Museum, and Katonah Art Museum regularly have special winter break programming so children can have educational fun. Check their event calendars for everything happening this season.
March
The Stinky Cheese Man & Other Fairly Stupid Tales Griffin Theatre Company’s uproarious adaptation of The Stinky Cheese Man & Other Fairly Stupid Tales turns classic fairy tales upside-down and inside-out. Jack (as in and the beanstalk) is on the run from a hungry Giant, but his escape is constantly thwarted by a cast of zany characters—including a loaf-obsessed Little Red Hen and the notoriously smelly Stinky Cheese Man. This fast-paced whirlwind of fractured fairy tales has Cinderella snubbing Rumpelstiltskin, the Ugly Duckling staying ugly, and the Tortoise challenging a hair-growing Hare. With witty narration, playful set designs, and a healthy dose of absurdity, this production is a treat for kids and adults alike. Emelin Theatre, 153 Library Lane, Mamaroneck. Sunday, March 1, 11 am and 2 pm. $27-$31.
Maple Saturdays Visit the Lenoir Preserve to learn how to make maple syrup. Lenoir Preserve, 19 Dudley St., Yonkers.
Billy Goats Gruff & Other Tales Through the art of puppetry, Mermaid Theatre of Nova Scotia imaginatively retells three cherished children’s stories — Goldilocks and the Three Bears, The Three Little Pigs, and The Three Billy Goats Gruff. This celebration of friendship and courage, filled with heartwarming adventure and charming humor, follows a brave raccoon and a clever mouse on a journey to collect treasure. Along the way, they unknowingly help the goats, bears, and pigs they meet, preventing disaster, without any animals ever encountering a true villain. The Purchase PAC, 735 Anderson Hill Road, Purchase. Saturday, March 14, 3 pm. See website for ticket prices.
St. Patrick’s Day Parades Celebrate St. Patrick’s Day at one of the many Westchester-area parades such as the Northern Westchester/Putnam County St. Patrick’s Day parade in Mahopac, the Annual Sound Shore St. Patrick’s Day parade, the Rockland County St. Patrick’s Day Parade, the St. Patrick’s Day parade in White Plains, and the Annual Yonkers St. Patrick’s Day parade, to name a few options—various dates and locations.
April
LEGOLAND New York Resort Season Opening Everything is awesome at LEGOLAND New York! Be there for the new season with bricktastic rides, attractions, character meet and greets, spectacular builds, and of course, MINILAND! LEGOLAND® New York Resort, 1 Legoland Blvd, Goshen. See website for complete schedule and admission fees.
Cat Kid Comic Club: The Musical! Join Cat Kid and Molly Pollywog as they lead 21 spirited baby frogs on a journey to create their own comics. But when their wild imaginations and constant squabbling send their stories off the rails, their fishy father Flippy flips out! Can creativity save the day? This madcap musical, based on Dav Pilkey’s hilarious book series, is a celebration of teamwork, friendship, and the power of imagination. Emelin Theatre, 153 Library Lane, Mamaroneck. Sunday, April 12, 11 am and 2 pm. $27-$32.
‘Pitch in for Parks’ with Westchester Parks Foundation Give back as a family and participate in the Westchester Parks Foundation’s annual Pitch in for Parks community cleanup program. The weeklong event kicks off in April and ends on Earth Day, during which over 1,000 volunteers clean up trash, clear trails and shorelines, restore wildlife habitats, remove invasive vines, paint, and more. See website for complete schedule and locations.
Spring Hudson Valley Restaurant Week This foodie favorite comes back in the spring! Spring Hudson Valley Restaurant Week is the perfect way to kick off the spring season with special offers for lunch and dinner at various locations throughout Westchester and the Hudson Valley. See website for complete schedule.
May
Bicycle Sundays As Westchester County’s longest-running recreational program, Bicycle Sundays quickly became a beloved County-wide activity. This program allows Westchester residents and visitors to enjoy outdoor exercise without cars while accessing the Bronx River Parkway. Exit 22 at the Westchester County Center to Exit 4 at Scarsdale Road in Yonkers. May – September from 10 am-2 pm. See website for schedule.
The Pout-Pout Fish Dive into a whimsical underwater adventure with The Pout-Pout Fish, a heartwarming musical that brings the beloved bestseller to life. Featuring a blend of vibrant puppetry and live performers, this tale follows Mr. Fish on a quest to find Miss Clam’s missing pearl, discovering along the way that there’s more to him than his signature pout. Emelin Theatre, 153 Library Lane, Mamaroneck. Saturday, May 2, 11 am and 2 pm. $27-$32.
Spring Crafts at Lyndhurst Enjoy the incredible work of over 200 craftspeople at the Spring Crafts at Lyndhurst. This includes handmade fashions, handicrafts, jewelry, accessories, fashion, and more! Lyndhurst, 635 S Broadway, Tarrytown. See website for schedule and admission fees.
Pinkster Festival Celebrate spring and African American culture at the Pinkster Festival. The event includes African music and dance, games, children’s activities, vendors, and food and drinks. Philipse Manor Hall, 29 Warburton Ave., Yonkers. Free. See website for schedule.
Yonkers Arts Weekend The Yonkers Arts Weekend is filled with exciting programs, interactive workshops for the whole family, food trucks, a fashion show, live music, free museum admission to the Hudson River Museum, art exhibitions, and much more! See website for complete dates and schedules.
June
Public Pools Opening Day Westchester families are ready to head outside in June and take in the summer sun. Opening day for all of our public pools occurs each June. See the website for complete schedule.
Juneteenth Events Celebrate Juneteenth with your family throughout Westchester. Every town has its events, some popular ones being the White Plains Juneteenth Storywalk and Parade and Juneteenth at Caramoor. There are also events in Mount Kisco, Ardsley, Peekskill, Pelham, Mamaroneck, Ossining, Katonah, Hastings-on-Hudson, New Rochelle, Yonkers, and more.
Pride Events Celebrate Pride Month with your kids at various festivals and events throughout the county. These include Rockland County Pride, Peekskill Pride in the Park, Bedford, Lewisboro, Pound Ridge Pride in the Park, PRIDE Sunset Hike, and more.
Yonkers Ukrainian Heritage Festival Families can learn more about Ukrainian culture at one of the largest Ukrainian festivals in America. Enjoy food, traditional crafts, games, and more. St. Michael’s Ukrainian Catholic Church, 21 Shonnard Place, Yonkers. June 19-21, Friday 6-10 pm; Saturday, 11 am – 10 pm; Sunday, 12-7 pm.
RiverArts Music Tour RiverArts Music Tour takes place throughout the Rivertown villages of Dobbs Ferry, Hastings-on-Hudson, Irvington, and Tarrytown. Hundreds of performers play music in backyards, gardens, village businesses, churches, community centers, and open green spaces on the banks of the Hudson River. This is the largest, family-friendly, free event for music lovers in lower Westchester County. See website for complete schedule.
Psst… Check out Westchester Family Insiders’ Guide
