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- 💗 Loving Westchester's Weekday Rundown: Grammys, Ghouls & Gabby's Dollhouse
💗 Loving Westchester's Weekday Rundown: Grammys, Ghouls & Gabby's Dollhouse
Plus, a cultural celebration in Rye, vintage horror in Mamaroneck and a laser light show in Mount Kisco

Hello, Westchester!
After what was perhaps our biggest edition yet — with festivals, water-bound witches, and that legendary Sleepy Hollow Block Party — it’s hard not to be struck by the incredible creativity and care across this county.
There’s so much talent, passion, and consideration here — from people crafting beautiful things to those crafting unforgettable moments — gatherings that bring us all together.
Wishing a happy Diwali to all who celebrate! The festival’s message of light over darkness feels very fitting of late. We’re surrounded by people adding their own light — creating, sharing, connecting — even in a season meant to be dark and spooky.
If that spirit of creativity and connection feels contagious, you’ll find plenty of it right here… read on for what’s going on across Westchester this week!
Wes+Bec
In today’s edition:
Featured events… Grammy winners grace The Cap stage for a great cause.
Kid-friendly fun… a rivertown haunt and cultural celebrations at Westchester Children’s Museum.
Grown ups & date nights… the return of the living dead and we’ll all float on, all right?
Live music beat… Grammy winners, nominees and indie icons across the county.
Worth a drive… two iconic locations just outside of Westchester get into the seasonal spirit.
Where the heart is… an early 1900s beauty in Bronxville.
Plus, a message from our partners, QueenBHive & Fallscapers.
Let’s go!
💓 The Pulse
Loving Westchester’s Featured Events!

Fri., Oct. 24 | The Capitol Theatre, Port Chester | 8pm | Tickets at link above
Friday night’s Raising the Bar concert brings together Ryan Miller of Guster with Grammy winners Colbie Caillat and Shawn Colvin for an unforgettable evening benefiting the Pace Women’s Justice Center.
The event also honors Dr. Nadine Macaluso — psychotherapist and trauma-bond expert — known to many as the real-life ex-wife of The Wolf of Wall Street. Her story of resilience embodies the night’s mission: supporting free legal services that help survivors find safety, healing and their own voice again, right here in Westchester.
This is your last chance to grab a ticket (link above) to one of the most meaningful nights of the season!
Fri., Oct 24 | Westchester County Center, White Plains | 6p | Tickets from $50.75
Popular Netflix children’s show, Gabby’s Dollhouse, comes to life on the Westchester County Center stage as part of a live US tour featuring hit songs “Sprinkle Party” and “Hey Gabby.”
Fri., Oct 24 | Goodhouse Social Club, Mount Kisco | Check the link above for tickets & the evening’s schedule
Goodhouse hosts renowned laser light artist, Greg “the LazerShark” Ellis, this Friday night for an evening of fine art and immersive laser light & sound displays alongside a curated tasting menu.
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📆 What’s Happening?
Kid-friendly Fun!
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🪔 Celebrate Diwali at Westchester Children’s Museum
Wed., Oct 22 - Fri., Oct 24 | Westchester Children’s Museum, Rye | 4-5p
Join Westchester Children’s Museum this Wed. through Fri. for a Diwali celebration featuring themed stories, music, movement, and crafts with “Shake It Off” sessions with Miss Ramya.
🌎 Halfway to Earth Day Fall Festival
Wed., Oct 22 | Ward Acres Park, New Rochelle | 4-6p
A Fall Festival with great lessons for the little ones as they learn about sustainability and local green programs alongside fall activities and family fun.
💀 A Slightly Spooky Square House
Fri., Oct 24 & Sat., Oct 25 | Square House Museum, Rye | “The Measure of a Witch” 11a-8p, Slightly Spooky Square House 5-8p | Crafting event is FREE, Slightly Spooky Square House $20 / family
Rye’s Square House transforms into a “slightly spookier” family-friendly dwelling this week with ghosts & skeletons lurking its halls. Families can also take part in a free event “The Measure of a Witch” crafting Halloween creatures out of measuring tape.
Fri., Oct 24 | Matthiessen Park, Irvington | 5-8p | Tickets at the link above
The Rivertowns host this year’s Halloween celebration in Irvington’s Matthiessen Park with festivities including costume contests, live music, family-friendly activities, food trucks and a “Spookeasy” for older guests.
Runs all week | Outhouse Orchards, North Salem | Daily times 9a-5p, Fall Friday Nights 5-9p | Ticket details vary, check the above link for details
Outhouse Orchard’s Fall Festival continues this week, open 9a-5p daily with apple picking, a pumpkin patch, hayrides and a corn maze. On Friday, Outhouse features live music and a jack o’lantern artistry show as part of its Fall Friday Nights.
🎃 Two of Westchester’s Can’t Miss Halloween Attractions Open Mid-Week
Tickets are currently available for both, check links for up-to-date details and miss the weekend crowds!
The Great Jack O'Lantern Blaze | Van Cortlandt Manor, Croton-on-Hudson
Mystic Moon | Harvest Moon Farm & Orchard, North Salem
Grown Ups & Date Nights

Tue., Oct 21 | Mamaroneck Cinemas | 7p | Tickets $18
The Video Vault series from A-Sides with Jon Chattman and LMC Media Center returns with a screening of The Return of the Living Dead. Catch the pre-show set from AJ Chiarella of Shakeout.
Wed., Oct 22 | Wolf & Warrior Brewing Co., White Plains | 5.30-7.30p | Tickets $23.18
TriState Standup visits White Plains Wednesday night, hosted by Daryl Noble with performances by Alex Kollar, Andrew Steiner, David Beckles Jr. and headliner Greg Stone.
Wed., Oct 22 | The Capitol Theatre, Port Chester | 8p | Tickets from $67.60
Grammy-nominated, Platinum-certified rockers Modest Mouse hit the stage at The Capitol Theatre Wednesday night in the final show of their 2025 tour with previous stops being described as an “indie rock master class.”
Thu., Oct 23 | Rye Arts Center | 6.30-9p | Check the link for registration details
It’s a BYOB paint night this Thursday at Rye Arts Center where guests will create polka-dotted pumpkin art inspired by the works of Japanese artist, Yayoi Kusama.
Thu., Oct 23 | Paramount Hudson Valley Theater, Peekskill | 8p | Tickets from $68.50
Paramount Hudson Valley Theater hosts Grammy-nominated and multi-talented performer, writer, actor and producer Shaun Cassidy on Thursday night as part of his “The Road to Us” tour.
Fri., Oct 24 | Tarrytown Music Hall | 8p | Tickets $55.50
World-renowned, Grammy-award winning guitarist Tommy Emmanuel graces Tarrytown’s stage on Friday night as part of his “Living in the Light” tour. Tickets are extremely limited!
The Beat
Westchester’s Live Music Scene


Thanks to our partner, Fallscapers!
Let Fallscapers transform your doorstep into an autumn wonderland!

Fallscapers has now just a few spots left! It’s the perfect time to give your front porch a fall feel with fresh pumpkins and gourds that will see you through Thanksgiving!
Grab one of the last spots remaining and Fallscapers will do the heavy lifting for you… literally.
🚗 Worth a Drive
There are also great things going on outside Westchester county lines this coming week…

Running Thu.-Sun. this week | Bronx Zoo | Check the link for available entry times & tickets
Bronx Zoo hosts its own family-friendly animal-themed Halloween season walkthrough with more than 5,000 illuminated jack o’lanterns. A nighttime dinosaur trail, live pumpkin carving and kid fun & games add to the festivities.
Open through Nov 30 | New York Botanical Garden, Bronx | Check the link for available entry times & tickets
The cross-holiday classic, The Nightmare Before Christmas, takes center stage at New York Botanical Garden, recreating favorite scenes, characters and songs. The exhibit is open and always popular, so snag your tickets now!
🏡 Where the Heart Is…
Incredible homes are listed in Westchester every week. Here’s one that caught our eye…
Listed by Compass Greater NY, LLC

12 Hewitt Avenue is a 4-bedroom, 5-bathroom, 3,340 square foot beauty in the Bronxville zip code. This estate-style home has character throughout with spacious living areas, an office, a study, grand chandeliers, an elevator and an in-ground pool.
12 Hewitt is a short 6-minute drive from downtown Bronxville, its 31-minute express train to Grand Central and also falls within the highly-rated Tuckahoe School District. This one has a ton of interest so far on Zillow so have a look at the full listing for more details and images!
Thanks for reading Loving Westchester!
We’re really enjoying putting this together twice a week and hope you enjoy reading it. We’ve said it before and we’ll say it again… we love to hear from you! You can reach us at [email protected].
Check us out on Instagram for additional highlights outside of our normal Tuesday & Friday e-mails and, as always, please send this along to a friend who’s always asking, “What’s going on this weekend?”
Until next time,

