Decorate a pumpkin at the Pine Island Pumpkinfest, a holiday weekend tradition. Photo courtesy of the Pine Island Chamber of Commerce

Indigenous Peoples Day Weekend in Westchester and the Hudson Valley: Best Things To Do

Ridge Hill's Oktoberfest event features plenty of kid-pleasing fun. Photo courtesy of Ridge Hill

Best 2025 Oktoberfest Kid-Friendly Celebrations in Westchester and the Hudson Valley

The Great Jack-o'-Lantern Blaze in Van Cortlandt Manor is a must-do Halloween event in the tri-state area. Photo courtesy of the Historic Hudson Valley

Best Halloween Events in Westchester and the Hudson Valley 2025 for Kids and Families

GUIDE

Halloween Fun and Activities Guide for Westchester & Hudson Valley Kids

Kelder's Farm in Kerhonkson offers acres of pumpkins to pick, plus tons of family-friendly activities and seasonal photo-ops. Photo courtesy of the farm

Best Pumpkin Patches in Westchester and the Hudson Valley for Kids

The pie eating contest is just the start of the fun at the Armonk Cider and Donut Festival. Photo courtesy of the festival

Best Harvest Festivals & Pumpkin Festivals in Westchester and the Hudson Valley for Fall Fun in 2025

Join the Monster Party at Legoland's Brick-or-Treat this month. Photo courtesy of Legoland

Halloween and 20 More Top Things To Do in Westchester and the Hudson Valley with Kids October 2025, from Mommy Poppins Editors

Best 2025 Oktoberfest Kid-Friendly Celebrations in Westchester and the Hudson Valley

Pick from a number of apple varieties at Hudson Valley orchards. Photo by Leslie Seaton via Flickr

Apple Picking in the Hudson Valley: Best Apple Farms and Apple Festivals

Outhouse Orchards Corn Maze. Photo by Matt Nighswander

GUIDE

Westchester & Hudson Valley Kids Fall Guide: Best Things to Do in 2025

Apple picking is one of the family-friendly fall activities you can enjoy in the Hudson Valley with Kids. Photo courtesy of the author

Your 2-Day Itinerary for a Kid-Approved Fall Weekend in the Hudson Valley

Woodstock is the perfect fall getaway and just a two-hour drive away. Photo by Diana Kim

30 Fall Day Trips from NYC for Families

Get ready for back to school with all the right supplies, classes, and tips.

GUIDE

Back-to-School Guide 2025-2026

Enjoy glorious views on the Walkway Over the Hudson. Photo by Fred Schaeffer/courtesy of the Walkway.

50 Best Things To Do in the Hudson Valley with Kids

A visit to the United States Military Academy is a lesson in history and patriotism, but also tons of fun for families.

Visiting West Point with Kids: 37 Top Things To Do near the United States Military Academy

Kids can run, swing, slide, and even make music at Sally’s Dream Playground in Montgomery. Photo by Katherine Dhurandhar

Top Playgrounds in Westchester and the Hudson Valley Worth Driving To

The Saugerties Lighthouse is a stunning getaway no matter the season.

Sleep in a Lighthouse and More Hudson Valley Family Resorts and Hotels

Summer camps are a great way to make new friends and develop new skills

GUIDE

Summer Camps Guide for Westchester & Hudson Valley Kids

The Play Place in Elmsford is one of Westchester's top indoor play spaces.

Top Indoor Playgrounds and Play Spaces in Westchester

Roam the the cedar walk and gardens at Caramoor for a free, fun outing. Photo by Gabe Palacio

41 Free Things To Do in Westchester with Kids

Enjoy water sports at Westchester Summer Day in Mamaroneck. Photo courtesy of the camp

Best Summer Camps in Westchester for Kids

Palisade Center's Climbzone features themed rock walls as high as 40 feet. Photo courtesy of Climbzone.

20 Best Things To Do at the Palisades Center Mall with Kids

The Ausable Chasm has been described as the Grand Canyon of the Adirondacks and it's one of our top 100 things to do in New York State with kids. Photo by Anna Fader

Ultimate New York Bucket List: 100 Things To Do with Kids in NY State

Poughkeepsie's Gravity Vault is an indoor rock-climbing gym with classes for kids as young as 5. Photo by Kaylynn Ebner

Best Kids' Indoor Playgrounds and Play Spaces in the Hudson Valley

Mount Kisco's Grand Prix New York, a go-kart hot spot, offers birthday parties with racing, arcade play, and virtual reality.

17 Best Indoor Party Places for Kids in Westchester

GUIDE

Guide to Indoor Fun for Westchester & Hudson Valley Kids

Kids explore the great outdoors Hudson Highlands Nature Center. Photo courtesy of the center

School Break Camps in Westchester and the Hudson Valley: Winter and Spring Break Camps

At Moe's Southwestern Grill, kids eat free on Tuesdays with the purchase of an adult entree. Photo courtesy of the restaurant

Restaurants Where Kids Eat Free in Westchester and the Hudson Valley

Kids under 1 are FREE hours at the Westchester Children’s Museum. Photo courtesy of the museum

GUIDE

Guide to Free Fun Things to Do with Westchester Kids

Kids can peek into the marine life in the aquariums at the Marine Education Center in Mamaroneck. Photo by Susan Miele

19 Free Things To Do Indoors in Westchester and the Hudson Valley: Indoor Places to Play

Castle Fun Center in Chester has a giant inflatable park, a rock wall, laser tag, and more. Photo by Katherine Dhurandhar

15 Family Fun Centers in Westchester and the Hudson Valley

Grab a colorful treat at Harley's Sweet Shop in Woodstock. Photo courtesy of the shop

25 Best Things To Do in Woodstock, NY, with Kids

Kids can climb the walls at the Cliffs in Valhalla. Photo courtesy of the Cliffs

32 Things To Do on a Rainy Day Indoors in Westchester and the Hudson Valley

Touch the soft rabbits at the Greenburgh Nature Center's petting zoo in Scarsdale. Photo courtesy of the center

Best Animal Petting Zoos near Westchester and the Hudson Valley Where Kids Can Meet Animals

Peekskill, NY, is a lovely riverfront community that acts an the unofficial gateway to the Hudson Valley.

25 Best Things To Do in Peekskill, NY, with Kids

Explore what makes things fly with the Westchester Children's Museum's Wind Tunnel Design Challenge. Photo courtesy of the museum

Visiting the Westchester Children's Museum in Rye: New and Ongoing Exhibits

Romp through the woods in the beautiful Catskills. Photo by Deborah Dadlani

40 Best Things To Do in the Catskills with Kids

GUIDE

Classes Guide for Westchester & Hudson Valley Kids

Tig & Peach offers drop-in, no reservations required, open play 7 days a week.

7 Indoor Playgrounds in Westchester and the Hudson Valley for a Wild Romp

Friends young and old enjoy the attractions and Legoland New York, the first major theme park in the Northeast in 40 years.

VIDEO

Legoland New York: A Guide to Visiting the Hudson Valley Theme Park with Kids

Frost Valley YMCA offers a variety of day and overnight camps for kids ages 5-14. Photo courtesy Frost Valley YMCA

Affordable Summer Camps in Westchester and the Hudson Valley

These boredom-busting activities turn a stuck-at-home day into a lasting memory.

75 Indoor Activities for Kids on a Rainy Day

Kids love a birthday party filled with games and pizza at Chuck E. Cheese. Photo courtesy of Chuck E. Cheese

Best Fun Restaurants for Kids' Birthdays in Westchester

Head to the Mid-Hudson Discovery Museum from 5-8 pm on the third Saturday of the month to explore the museum for free, Photo by the author

Free Museums and Museum Days in Westchester and the Hudson Valley

Creating a baking soda volcano is a classic science experiment for kids. Photo by Sara Marentette Nighswander

67 Easy Science Experiments for Kids To Do at Home

Kids can while away hours of a day with a set of watercolors and a stack of new paper for painting. Photo by Sara Marentette

Crafts for Kids: 100 Awesome Art Projects

75 Best Movies for Kids: Top Family Movie Night Ideas

GUIDE

Guide to Playgrounds & Parks in Westchester & the Hudson Valley

GUIDE

Crafts for Kids Guide: Thousands of Craft Ideas

Enjoy fall festivities at Yonkers' Ridgetoberfest this weekend. Photo courtesy of Ridge Hill

Top Things To Do This Weekend in Westchester and the Hudson Valley with Kids

Weekend Fun: "Drive-In" Movie, Cinderella, Very Hungry Caterpillar

See The Princess and the Frog on the big screen at Andrus on Hudson on Saturday. Photo courtesy of Disney Enterprises

2/26/20 - By Susan Miele

Seasonal fun abounds this weekend for Westchester and Hudson Valley families, with winter fun and the glimmer of spring on the horizon.

The maple-sugaring season is now in full swing, with numerous harvesting experiences (and a few pancakes) scheduled. Carpe diem! We like that some of these sugaring experiences are FREE. Theatrical highlights include a production of Cinderella told by marionettes and a page-to-stage production of the Very Hungry Caterpillar & Other Eric Carle Favorites. Numerous venues are making Leap Day special, including a nature program that focuses on animals that leap. In honor of Black History Month, try a multifaceted way to Celebrate Africa.

Beyond what you see here, there are many more fun and enriching activities to be found on our Event Calendar. Also refer to our hot-off-the-press March GoList for our top picks for the month!