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

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10/10/25 - By Katherine Dhurandhar

Looking for the best things to do in Westchester and the Hudson Valley over the long Indigenous Peoples Day weekend? We've got tons of family-friendly events to add to your list.

Families can enjoy carnival rides throughout the holiday weekend at the annual Eastchester Columbus Day Carnival, which also features a parade, fireworks, and live music. Alternatively, enjoy fall farm festivities all weekend long, including hayrides, live music, kids' activities, and cider and donuts, at Muscoot Farms' Pumpkin Picking Weekend.

For some early Halloween fun, check out the Sleepy Hollow Paddleboarding Witches Festival, which also includes vendors, food trucks, and a live telling of the Legend of Sleepy Hollow with a visit from the headless horseman. In honor of Indigenous Peoples Day, learn about some of the original inhabitants of the Westchester area at a Lenape Indigenous Peoples Day presentation at the historic St. Paul's Church.  

More Things To Do in Westchester and the Hudson Valley this Week with Kids:

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Indigenous Peoples Day Weekend 2025 in Westchester and the Hudson Valley: Best Things To Do

Seussical KIDS at the Yorktown Stage

Yorktown Heights
Friday & Saturday, October 10-11
“Oh, the thinks you can think” when Dr. Seuss’ best-loved characters collide and cavort in an unforgettable musical caper! Horton the Elephant, the Cat in the Hat, and all of your favorite Dr. Seuss characters spring to life onstage in Seussical KIDS, a fantastical musical extravaganza from Tony-winners, Lynn Ahrens and Stephen Flaherty. READ MORE

Eastchester Columbus Day Carnival and Parade

Eastchester–FREE
Friday, October 10-Monday, October 13
Eastchester goes all out Columbus Day weekend, with a four-day carnival, a holiday parade, and more. The carnival features lots of rides for all ages, games with prizes, vendors and exhibitors, and food. Time your visit around the schedule of live music, fireworks, and more.  READ MORE

Trick or Treat at Hilltop Hanover Farm

Yorktown Heights–FREE
Saturday, October 11
Visit the animals and explore the historic sites of Hilltop Hanover Farm as you trick-or-treat at the barn doors. Treats will be available while supplies last; costumes are encouraged! READ MORE

Halloween Meet the Bugs & Night Hike at Westmoreland Sanctuary

Mount Kisco
Saturday, October 11
Join Westmoreland Sanctuary for an unforgettable evening of Halloween fun where the magic of the season meets the mysteries of the natural world. This family-friendly event begins with a pizza dinner, followed by a meet-the bugs presentation and a guided night hike through the Westoreland Woods. READ MORE

Creepy Crawlies in the Woods at Sheldrake Environmental Center

Larchmont–FREE
Saturday, October 11
With Halloween on the way, it’s time to get creepy! Sheldrake’s woods are the perfect setting for some not-too-spooky nature fun. Search for signs of creepy crawlies along the trails–from insects to bat houses and more.  READ MORE

A Very Fluffy Halloween at Lilymoore Farm

Pleasant Valley
Opening weekend Saturday & Sunday, October 11-12
It’s a Halloween fest – only way cuter. Meet fluffy alpacas and llamas strutting their stuff in lion’s manes, rainbows, or even as a butterfly. It’s the perfect blend of cuteness and hilarity—who wouldn’t want a selfie with an alpaca dressed as a hippie? READ MORE

Sugar Loaf Fall Festival

Sugar Loaf–FREE
Saturday & Sunday, October 11-12
Art, crafts, food, and music are all on tap at the annual Sugar Loaf Fall Festival, plus family-friendly activities, including face painting, a petting zoo, bouncy houses, a kids zone, and a witches parade for a magical touch. READ MORE

Soukup Farms Harvest Festival

Dover Plains
Saturday, October 11-Monday, October 13
Hit the pumpkin patch, hitch a hayride, and visit the exotic animals of the Two-by-Two traveling animal exhibit (on select dates) at the Soukup Farms Harvest Festival. There's also a climbable hay dragon, tractor exhibits, and a corn maze. Re-energize with a farm-to-table lunch. READ MORE

Pumpkin Picking Weekend at Muscoot Farm

Katonah
Saturday, October 11-Monday, October 13
Join Muscoot Farm for a pumpkin picking celebration on Columbus Day weekend. Pumpkins, hayrides, apple cider, and donuts will be available for purchase to benefit The Friends of Muscoot Farm. Free entrance includes live music, demos, kids' activities, and games. READ MORE

Warwick Children's Book Festival

Warwick–FREE
Sunday, October 12
Join more than 70 distinguished, award-winning authors and illustrators to meet young readers and their families.  Adding to the festivities will be a free children's concert by The Uncle Brothers; face-painting by Pixie Pop; simple crafts for children to make and take home; and therapy dogs to listen to children read their new books aloud. READ MORE

Yorktown Fall Festival & Car Show

Yorktown Heights–FREE
Sunday, October 12
The Yorktown Chamber of Commerce invites visitors to this day-long festival featuring more than 150 vendors, plus children's rides and crafts, live musical and dance performances, food trucks, a beer garden, a senior lunch, 200+ car classic cars, and a Nathan's hot dog eating contest. READ MORE

Sleepy Hollow Paddleboarding Witches Festival

Sleepy Hollow–FREE
Sunday, October 12
The Paddleboarding Witches Festival features a costumed paddleboarding session followed by a party with food trucks, vendors, and a live telling of the Legend of Sleepy Hollow.  READ MORE

Nyack's Famous Street Fair

Nyack–FREE
Sunday, October 12
More than 275 exhibitors showcase a selection of arts, crafts, and goods. Local vendors also offer delicious food, and live music streams from the gazebo. READ MORE

Harvest Festival at Barton Orchards

Poughquag
Saturday, October 11-Monday, October 13
Celebrate the best of fall at Harvest Festival Weekend at Barton Orchards. Enjoy apple picking, pumpkin patch fun, and seasonal treats like cider donuts, fresh apple cider, and more. Explore the Fun Park featuring the Mega Slide, pedal go-karts, mini golf, apple cannons, cow train, and the Knights & Dragons Corn Maze. READ MORE

Pine Island Pumpkinfest

Pine Island
Monday, October 13
Celebrate the local harvest of pumpkins and spend the day outdoors enjoying the warm sunshine and crisp fall air. The day features pumpkin painting, face painting, bouncy houses, touch-a-tractor, entertainment, crafts, games, activities, refreshments, and many exciting surprises. READ MORE

The Lenape: Indigenous Peoples Day Presentation at St. Paul's Church

Mt Vernon–FREE
Monday, October 13
Celebrate Indigenous Peoples Day by learning about some of the original inhabitants of Mt Vernon, the Lenape. Dr. Eugene Boesch, author and archaeologist, explores the Lenape people's history, culture, and legacy at St. Paul's Church.  READ MORE

Kids' Day at Kevin McCurdy's Haunted Mansion

Wappingers Falls
Monday, October 13
This is a special show for younger kids that won't give them nightmares. Kids' day entertainment includes magic shows and activities like trick-or-treating with friendly monsters. READ MORE

Legoland's Brick-or-Treat Presents Monster Party

Goshen
Weekends through Sunday, November 2, plus Monday October 13
The Monster Party begins the moment you step into the park with a boo-tifully decorated entry arch. Meet Lego Monster characters like Spider Lady and Wacky Witch and make your way to the treat stations around the park. Don’t forget your costumes! READ MORE

Pumpkin Grove at Locust Grove Estate

Poughkeepsie
Daily through October 31
Come find more than 30 decorated pumpkins at the Locust Grove estate, inspired by children's literature. Costumes are encouraged. Bring a picnic and enjoy under the trees! READ MORE

Mystic Moon Halloween Walkthrough at Harvest Moon Farm

North Salem
Select Days through November 1
Unlike traditional Halloween attractions, Mystic Moon at Harvest Moon Farm & Orchard trades fright for wonder, inviting guests into a world of moonlit magic. This 40-minute adventure is crafted for both children and adults, weaving together an atmosphere that’s equally mystical and enchanting. READ MORE

Places featured in this article:

Hilltop Hanover Farm & Environmental Center
Warwick Valley Middle School Gymnasium
Kevin McCurdy's Haunted Mansion

About the Author

Katherine Dhurandhar
Katherine Dhurandhar is a Community Publisher for Mommy Poppins, representing the Westchester and Hudson Valley region of New York, and a freelance copyeditor for Westchester Publishing Company. In her free time, she enjoys hiking, camping, and traveling with her husband and son.
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