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  • 💗 Loving Westchester's Wicked Weekend: Swifties, Standup & Seasonal Scares

💗 Loving Westchester's Wicked Weekend: Swifties, Standup & Seasonal Scares

Plus, kid-friendly trick-or-treating and Day of the Dead celebrations

Author

Wes+Bec Willetts
October 31, 2025

Happy Halloween everyone!

 

It’s another big weekend as we finally wave hello and then quickly goodbye to the holiday that’s been bubbling away across Westchester for the last few weeks.

 

A time of year steeped in traditions and customs, it’s a moment to take in the golden light and falling leaves, to embrace change, slow down and express gratitude as we look towards a colder, darker season. This weekend brings the first Sunday of November and that means we can set our clocks back an hour with the conclusion of daylight savings. That also means that if you’re a tired parent like us, you’re wondering when the kids will get that memo.

 

Although the season is changing, we will be right here as usual bringing you lots to look forward to in your downtime. We’ve so much in store and we will also be asking for your feedback on some plans we have brewing so please don’t be shy when we do!

 

For now, we’ll still be sipping pumpkin cold brews and taking advantage of every cider donut on offer!

 

OĂ­che Shamhna shona daoibh! (Since this holiday has Irish origins, I thought a wish in Gaelic was apt!)

 

Bec+Wes

 

 

In today’s edition:

Plus, a message from our partners, QueenBHive & QueenBPoker.

 

On that note, if you’d like to chat about advertising with us, shoot us a mail at [email protected]. We love supporting local businesses and events.

 

Let’s go!

💓 The Pulse

Loving Westchester’s Featured Events!

Fri., Oct 31 & Sat., Nov 1 | Harvest Moon Farm & Orchard, North Salem | Check link for available times & tickets

 

Mystic Moon: Fri. night features trick-or-treating along the trail with a chance to meet the witch of the woods! The last night for this attraction is Sat., Nov 1.

 

Harvest Moon: Sat. is the final Fall Festival of the season, a “Halloween Spooktacular”. Shoot an apple cannon at leftover pumpkins and grab the viral cider smash!

 

👄 A Halloween Classic Turns 50

Catch one of three screenings of The Rocky Horror Picture Show this weekend:

  • Tarrytown Music Hall | Fri., Oct 31 | 8p | Live shadow cast and audience participation kits available to bring the screening to life

  • Paramount Hudson Valley Theater | Fri., Oct 31 | 8p | Prizes awarded as part of a character costume contest

  • The Performing Arts Center, Purchase College | Sat., Nov 1 | 10p

 

Sat., Nov 1 | Garcia’s at The Capitol Theatre, Port Chester | 12p | Tickets $24.15

 

The Rock and Roll Playhouse returns to Garcia’s at The Cap for a Taylor Swift dance party this Saturday so keep the costumes out and bring the kids down to burn through the rest of Friday night’s sugar high. (P.S. the bar is open for parents)

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📆 What’s Happening?

 

Kid-friendly Fun!

Fri., Oct 31 & Sat., Nov 1 | Westchester Children’s Museum, Rye | Events included with museum admission, check the link for event times

 

Westchester Children’s Museum hosts Halloween-themed costume parades and pop-up storytime throughout the day on Fri. with crafts between 2-4p. On Sat., Armelle & Frank treat kids to a live interactive performance “Halloween Dreams n’ Screams”.

 

Fri., Oct 31 & Sat., Nov 1 | Pound Ridge Business District & Town Park

 

Bring the kids down to Pound Ridge for a Trick N Treat Walk through the Pound Ridge Business District between 4-6p on Friday, followed by a costume parade, drive-in movie (Monster House), snacks and bouncy house fun on Saturday.

 

Sat., Nov 1 & Sun., Nov 2 | Hudson River Museum, Yonkers | 12-4p | FREE with museum admission

 

Celebrate DĂ­a de Muertos at Hudson River Museum this weekend with an art workshop where kids can create their own sugar mask and place an image of loved ones on a community ofrenda (see the link above for details).

 

🏾 Historical Games at Philipse Manor Hall

Sat., Nov 1 | Philipse Manor Hall, Yonkers | 12-2p | FREE admission

 

Ditch the PlayStation & XBox on Saturday morning, step back in time and try your hand at classic ancestral games like mancala, shut the box, cup and ball and the classic, hoop and stick.

 

💀 Day of the Dead in Sleepy Hollow

Sat., Nov 1 | 21 Beekman Ave., Sleepy Hollow | 4-9p | FREE admission

 

Festivities continue into Saturday in Sleepy Hollow with a Day of the Dead celebration featuring mariachi, live music, kids activities and a magic act. Guests are encouraged to attend in Halloween costume or as Catrina.

 

Bonus Halloween & DĂ­a de los Muertos Fun!

  • Storytime at the Keeper’s House
 stories & crafts | Fri., Oct 31 | Old Croton Aqueduct Keeper’s House, Dobbs Ferry | 10.30-11.30a | FREE, ages 2-4

  • Halloween Storytime
 music, stories, bubbles & costumes | Fri., Oct 31 | Somers Library | 10.30a | FREE, ages 0-5

  • Halloween Trick-or-Treat at the Library | Fri., Oct 31 | Dobbs Ferry Public Library | 4-6p | FREE

  • Halloween Party
 music, bouncy houses & candy | Fri., Oct 31 | Kiley Youth Center, Peekskill | 5-9p | FREE

  • DĂ­a de los Muertos
 crafts, face painting, live music, community ofrenda | Sat., Nov 1 | Dobbs Ferry Public Library | FREE

 

Grown Ups & Date Nights

Fri., Oct 31 | Multiple venues, Irvington | Music from 5p

 

Downtown Irvington will be rocking on Halloween night when Porchella returns with 16 bands across seven locations. Main Street (and side streets) will be closed, making it highly recommended to walk or take the train. Music kicks off at 5p.

 

Fri., Oct 31 | Bedford Playhouse | 7p | Tickets $55

 

Bedford Playhouse welcomes guests to a Halloween costume party alongside Gianna & Chazz Palminteri with spooky cocktails, beer, wine, punch, light food and live music from “Ask Your Mom”.

 

đŸ€Ł Skip the Scares with Standup Sets

  • Don’t Tell Comedy
 secretive gig in Port Chester with additional details released closer to the show, 21+ event | Fri., Oct 31 | ???, Port Chester | 8p | Tickets $27

  • TriState Standup & Bakers Dozen Productions
 sets from Matt Stapleton, Adam Delgado, Jess Xu, Dusty Gibbon & Matt Razz, presented by Run & Hide Brewing Co. | Sun., Nov 2 | Run & Hide Brewing Co., Port Chester | 5p | FREE

 

Fri., Oct 31 | Captain Lawrence Brewing Company, Elmsford | 9p-3a | Tickets from $44.99

 

Captain Lawrence in Elmsford hosts Fright Night, an indoor music festival featuring upcoming house & EDM artists performing across three separate rooms in the brewery. Costumes are encouraged for the 21+ event.

 

Fri., Oct 31 & Sat., Nov 1 | Goodhouse Social Club, Mount Kisco | 9-11.59p | Tickets $20

 

Mount Kisco’s Goodhouse Social Club is bringing great food, haunted tunes and costume contests to guests this weekend with live music Fri. night (Marissa Detlor & House Band) and a DJ set on Sat. (Finkerton DJs).

 

Sat., Nov 1 | Tennis Club of Hastings, Hastings-on-Hudson | 7.30-11p | Pre-sale tickets $25, $35 at the door, includes first wine or beer

 

Newfriends Social Club is throwing a Disco of the Dead Halloween party this Sat. night at the Tennis Club of Hastings featuring music from DJ NappyPipes, cocktails from Match Point Coffee & Bar and a costume contest.

 

Sat., Nov 1 | Paramount Hudson Valley Theater, Peekskill | 8p | Tickets from $68.50

 

Six-time platinum selling 70s rockers, Grand Funk Railroad, roll into Peekskill on Saturday night, taking the stage at the Paramount Hudson Valley Theater with two of its three founding members in Don Brewer & Mel Schacher.

 

Sun., Nov 2 | The Capitol Theatre, Port Chester | 8p | Tickets from $65.15

 

Jason Bonham, son of legendary Led Zeppelin drummer John Bonham, carries the torch into The Cap to celebrate the 50th anniversary of Zeppelin’s iconic and 16x platinum Physical Graffiti album.

 

 

The Beat

Westchester’s Live Music Scene

Thanks to our partner, QueenBPoker!

 

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🎃 Westchester’s Seasonal Attractions

Last call on these killer seasonal attractions


The legend lurks at Twilight Village

Mystic Moon | Harvest Moon Farm & Orchard, North Salem

Open through Nov 1; kid-friendly; “more enchanting than spooky”; we visited at the start of the season, loved it and highly recommend it

 

Twilight Village | Philipsburg Manor, Sleepy Hollow

Runs through Nov 1; immersive walk through Philipsburg Manor; kid-friendly; Headless Horseman alert!

 

Scared by the Sound | Playland Park, Rye

Open through Nov 1; haunted house attraction; recommended for older kids and adults

 

The Haunt at Wildcliff Mansion | Hudson Park Children’s Greenhouse, New Rochelle

Open through Nov 1; haunted walkthrough; recommended for ages 10 and up

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,