💗 Westchester's Fall Festivals & Oktoberfests in Full Swing!

Plus... soccer "superheroes," a Revolutionary celebration and all the stand-up comedy you could ask for

Author

Wes+Bec Willetts
September 26, 2025

Hi, team!

 

You made it! Pats on backs all around. Who are we kidding… no one likes a back pat! Hugs it is.

 

What may have been nice and short for the littlest of us, was definitely amongst the longer weeks for us bigger people! Throw into the mix an ER run with the youngest, and some crushing deadlines, we are living for this weekend! How’s about you?!

 

We’re bringing you the best of the fests and all the local charm and fun this season likes to bring out in this place!

 

So, get gone, and enjoy it! We’ll see you around, I’m sure.

 

Wes+Bec

 

 

In today’s edition:

  • Featured events… a classic fall festival in Rye and spirits are high at three Oktoberfest celebrations.

  • Kid-friendly fun… a young reader’s dream in Chappaqua and Garcia’s turns Pink Pony Club for the afternoon.

  • Grown ups & date nights… it takes two to tango… and Paramount Hudson Valley Theater takes 25% off Friday’s tango show just for you guys (details below).

  • Live music beat… 13 chances to toe-tap and foot-stomp this weekend.

  • Worth a drive… a pungent festival in Saugerties and Christmas (?) magic in the Bronx.

  • Eats-chester… we finally get the chance to check out a new & versatile clubhouse in Mount Kisco.

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

 

Let’s go!

💓 The Pulse

Loving Westchester’s Featured Events!

Sun., Sep 28 | Jay Heritage Center | 11.30a-3.30p | Individual ticket $20, Family ticket $50

 

It’s a jam-packed day of fun in Rye at this year’s Jay Day. Attendees will have the chance to meet best-selling children’s authors (such as Tracey Baptiste, author of Minecraft: The Crash), enjoy petting zoos, carriage and pony rides, live music and food trucks. It’ll be a great family day out - if you see us, come say hello!

 

🍻 Oktoberfest Season Officially Kicks Off!

Indulge in the classics at these three celebrations across the county this weekend. Prost!

 

  • Sleepy Hollow | Sat., Sep 27 | Kingsland Point Park | 1-5p | FREE admission, $5 parking

  • Croton-on-Hudson | Sat., Sep 27 | Upper Village, Grand Street | 12-6p | FREE admission

  • Irvington Rockoberfest | Sat., Sep 27 | Matthiessen Park | 2p | Individual tickets $10, families (max 5) $25, under 14 FREE, kid’s zone $10

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📆 What’s Happening?

 

Kid-friendly Fun!

🛍️ Bronxville Sidewalk Sale

Fri., Sep 26 & Sat., Sep 27 | Downtown Bronxville | 10a

 

Take a stroll through one of Westchester’s quaintest downtowns and peruse the local shops during the Bronxville Sidewalk Sale this Friday & Saturday.

 

Sat., Sep 27 | Metro North Station, Chappaqua | 10a-4p | FREE admission

 

Calling all young readers! Come down and meet over 150 children’s book authors & illustrators with live story times, author talks, illustration demos, food trucks and a family fun zone.

 

Sat., Sep 27 & Sun., Sep 28 | Croton Point Park | 11a-5p | FREE admission

 

Celebrate, and learn more about, the 250th anniversary of Westchester’s American Revolutionary efforts complete with battle reenactments, musical performance, cannon demonstrations and historical story telling.

 

Sat., Sep 27 | Garcia’s at The Capitol Theatre, Port Chester | 12p | Tickets $17.50 advance, $20 day of

 

With Chappell Roan, herself, lighting up Forest Hills earlier this week, Rock and Roll Playhouse brings her music to a more family-friendly dance party locale at Garcia’s at The Capitol Theatre.

 

Sun., Sep 28 | The Stadium at Memorial Field, Mount Vernon | 7p | Tickets from $10

 

Bring your superhero energy and support the boys in blue when Westchester SC links up with New York ComicCon. Game tickets are $10 for fans in costume; the first 100 guests snag a free Duck Donut and all fans can enter raffles for free ComicCon tickets.

 

Grown Ups & Date Nights

Image from Paramount Hudson Valley Theater

Fri., Sep 26 | Paramount Hudson Valley Theater, Peekskill | 8p | Tickets from $54

 

Latin Grammy Award nominee, Leonardo Suarez Paz, leads his internationally popular tango show PIAZZOLLA 100 into Peekskill, fresh off a season run at Lincoln Center. The show is in Westchester for tonight only.

 

Note: Paramount Hudson Valley Theater have offered Loving Westchester readers a 25% discount to tonight’s event. Use “Tango25” at checkout!

 

Fri., Sep 26 | The Capitol Theatre, Port Chester | 8p | Tickets from $55

 

Those words may have doomed Joseph Gordon-Levitt in (500) Days of Summer but, if you share the sentiment, you won’t want to miss The Smiths founding guitarist and NME “Godlike Genius” award-winner, Johnny Marr, tonight at The Cap.

 

Sat., Sep 27 | Paramount Hudson Valley Theater, Peekskill | 8p | Tickets from $49

 

The Sixties Show takes the stage at the Paramount Hudson Valley Theater with a Broadway-style music & multimedia production of one of the greatest decades in music history.

 

Sun., Sep 28 | Soul Brewing Company, Pleasantville | 7-9p | Tickets $65

 

It’s a pairing of two of Pleasantville’s finest when Second Mouse Cheese Shop and Soul Brewing Company come together for Cheese 201: Beer and Cheese! This tutorial and tasting (tastorial?) goes in depth on why the two treats work so well together.

 

 

🤣 Has the official end of summer or just the state of the world, in general, gotten you down? Cheer yourself up with some live comedy this weekend:

 

 

Manhattan Comedy Night takes the stage at Tarrytown Music Hall with sets from NYC comedy club scene veterans Al Lubel, Ian Lara, John Antetomaso, Greg Stone and Ashley Austin Morris.

 

 

Guests can expect a pre-show dinner buffet followed by stand-up acts from comedy veterans Bob Nelson, Peter Bales and Christopher Roach.

 

 

Viral social media sensation, Vic DiBitetto, hits the stage in Tarrytown with his high energy stand-up set supporting his first comedy album, “Working Class Zero”.

 

 

The award-winning Comedy from Scratch stand-up show returns this weekend with sets from Vanessa Jackson (SNL), Andy Pitz (The Late Late Show) and host / comedic standout, Ben Asher.

 

 

Tristate Standup presents “Night of Comedia,” a special bilingual comedy show featuring Henrick Urena, Corinne Tryon, and host Andrew Alfredo. Use code “Tristate” at checkout for 20% off!

 

 

The Beat

Westchester’s Live Music Scene

Thanks to our partner, Fallscapers!

 

Let Fallscapers transform your doorstep into an autumn wonderland!

That time of year has arrived, and availability is now extremely limited to give your front porch a fall glow up.

 

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…

Sat., Sep 27 & Sun., Sep 28 | Cantine Field, Saugerties (Dutchess) | 10a-5p | Adult tickets $10, Seniors $8, Under 12 FREE

 

The Hudson Valley Garlic Festival returns to Saugerties with a weekend full of chef demonstrations, lecturers, food & craft vendors and, of course, plenty of places to pick up the pungent, healthy herb.

 

Now open through Nov 30 | New York Botanical Garden (Bronx) | Times & tickets vary, check link above for details

 

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 now open and expected to be popular, so snag your tickets now!

🍸 Eats-chester

 

This week we’re bringing you something a little different. While the heart of this lovely little section is always food, this place is showing heart in so many other ways too. We’d been meaning to check it out for a little bit… and found good reason when the guitarist and cofounder of a band we like (The Revivalists) was performing there with some bandmates on a rainy Tuesday evening!

 

From the outside, Goodhouse looks like an intimate, refined, speakeasy-styles place you’d meet your friends or other half at for a few fancy drinks, but you’d be completely underestimating what’s happening if you left it at that. Part venue, part restaurant, part bar, part clubhouse, Goodhouse has all sorts of ambitions to become a place where people can network, connect, and unwind, taking them from day to night, business to pleasure. Music already fits so elegantly inside the club, it reminds me of the kind of spot in Ireland where a big name could just show up and play or a session may break out at any moment. It has that spark. It feels… exciting.

 

Does that mean it’s not one for kids? No! Ours were welcomed with open arms as we hit up their bar menu (full dinner is served Wed-Sun) and settled into the wonderful talent of Zack Feinberg. We had juicy, delicious burgers, their special ‘Happy’ fries and homemade nuggets, and chips and dip. Their burgers are definitely something you should order when you go, and everything else had really thoughtful and tasty flavor combinations and sauces we needed more of. We’re all for an Asian twist (think Ponzu and Gochujang) and as for their charred onions, chive and crème fraiche dip… we’re going to need more chips, please! Delicious! They topped it off by treating us to some gooey, warm and salty chocolate cookies. We were so glad they did as in trying to behave we would have missed out big time!

 

They just launched their fall menu with Executive Chef Gabriele Sorgi which we’ll have to return to try as it boasts the likes of figs and whipped ricotta, banh mi pork belly sliders, brown butter gnocchi, sea scallops a la plancha, and an Iberico pork chop that looks like it could turn a few heads away from some really great looking steaks.

 

So, if you’re feeling social or maybe just like quietly taking in some great music, or rooftop vibes and tasty plates, we think the Goodhouse is pretty great. Watch what these folks are up to in Mount Kisco because we can already tell it’s special.

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,