💗 Labor Day Weekend: Your Summer Send-Off Starts Here

Balloons at dawn. Burgers at noon. Music, markets, and memories made before September even arrives.

Author

Wes+Bec Willetts
August 29, 2025 ‱ Estimated Reading Time: 15 minutes

Happy Friday, Westchester!

 

How is it the last one of August?! It’s bittersweet, isn’t it? Fall is so amazing around these parts, and getting back to routine wouldn’t hurt, but we’ve truly been having a blast with you, digging into as much summer lovin’ as possible! Meteorologically speaking, September 1 traditionally sees off summer, however, for those not quite ready, you can stick to the astronomical calendar and go with September 22, the autumnal equinox!

 

We know many of you are away or busy this weekend, but for those with blanks to fill, we’ve a ton of options for you! Plus, don’t forget, Kel’s Burger Fest is tomorrow and if you’re reading this pre noon on Friday, then you still have a chance for those VIP tickets! Just respond to this email and say ‘Good Burger’ to enter. 

 

Whatever you do this weekend, whether it’s dancing on the boardwalk, relaxing at a flea market or desperately seeking those last school bits, we hope you find some joy and laughter, and maybe a moment of peace!

 

Wes+Bec

 

 

In today’s edition:

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

 

Let’s go!

💓 The Pulse

Loving Westchester’s Featured Events!

Fri., Aug 29 - Sun., Aug 31 | Goodhouse, Mount Kisco

 

Mount Kisco-newcomer, Goodhouse, hosts its first Labor Day Weekend celebration with an all-inclusive rooftop party on Fri. & Sat. featuring live bluegrass music from Evan Jennison from 3-7p. On Sunday, they’ll host an album release party of Isabelle Rose & Friends from 7-10p. Check the link above for full schedule and get a glimpse of their awesome looking Labor Day menu!

 

Starts Sun., Aug 30 | Outhouse Orchards, North Salem | Open times vary | Admission $15.98

 

Outhouse Orchards is letting you swap the sun & sand for harvests & hayrides before the calendar even hits September with its Fall Fest kicking off this Sunday. Apples and peaches are in season, waiting to be picked, while Outhouse’s apple cider donuts are always in season.

Partnered With QueenBHive

Want your brand to stand out?

We help brands cut through the noise.

 

Led by a Poker Hall of Fame finalist and former partner lead working with the likes of Red Bull Racing and Maple Leafs, QueenBHive brings global experience to local businesses. Whether you’re stuck on what to post, how to grow, or how to sound like you online — QueenBHive makes it make sense.

 

With packages designed for businesses of all sizes, including help with visuals, content and PR, they take the stress out of building your brand and offer expert support — without the sky-high price tag.

 

Based in Westchester and proud to be part of this community.

 

🐝 Visit QueenBHive.com or email them here. Their friendly, hands-on approach will help you figure out exactly what you need to grow with confidence.

📆 What’s Happening?

 

Kid-friendly Fun!

Rye Library hosts three fun, free events for kids in the final few days before the return to school:

  • Beach Storytime (Rye Beach Pavilion) | Fri., Aug 29 | 10-10.30a | For kiddos not quite ready for school, this storytime focuses on movement, songs and rhymes.

  • Teen Paint & Sip + International Snack Club! | Fri., Aug 29 | 3-5p | For entering 6th-12th graders, come down and paint while enjoying international snacks! Registration required.

  • STEM Sparks | Sat., Aug 30 | 10a-2p | For ages 3 and up, sensory-friendly STEM play encourages problem-solving while boosting motor skills.

 

Fri., Aug 29 - Sun., Aug 31 | Croton Point Park (Senasqua Lodge), Croton-on-Hudson | Times vary

 

Westchester Gaming Group’s WGGCon returns for 2025 with a full schedule Friday through Sunday with a focus on board and card games. Learn-to-play sessions will take place for new players, along with a few outdoor movies, pizza, BBQ and even a 5k! Check the link for RSVP & scheduling details.

 

💡 Get the Thinking Caps on Before School Starts!

Hudson River Museum hosts a weekend full of thought-engaging activities for the kiddos that should knock free any iPad or TV-induced cobwebs from this summer


  • Summer Thunder | Sat., Aug 30 & Sun., Aug 31 | 12-4p | Learn how summer thunderstorms develop with this hands-on exhibit

  • Bubble Blossoms | Sat., Aug 30 & Sun., Aug 31 | 12-4p | Create a colorful nature scene using just bubble wrap, watercolor paint and your imagination

  • “Tycho Goes to Mars” | Sat., Aug 30 & Sun., Aug 31 | 12.30p | A short film that follows doggy/astronaut, Tycho, on his journey to Mars. Will he get back?

 

Sat., Aug 30 | Senasqua Park, Croton-on-Hudson | 11a-5p | FREE parking & admission

 

The Hudson River Arts & Crafts Festival takes place this Saturday where you can stroll the Hudson shoreline, shopping works from local artists, woodworkers, photographers and more! Food will be available to purchase from Baked by Susan.

 

Mon., Sep 1 | Westchester Ave., Pound Ridge | 10a-4p | FREE admission

 

The Pound Ridge Artisan & Vintage Market takes over Westchester Avenue on Labor Day, featuring 70+ vendors. Admission is free with food trucks, live music and a family fun area to entertain the whole family.

 

Bonus Fun:

  • The Lion King Jr., (presented by The Music Hall Academy) | Fri., Aug 29 | Tarrytown Music Hall | 1.30p | Tickets $14

  • Playland Park Fireworks (last one of the season!) | Fri., Aug 29 | Playland Park, Rye | 9p | FREE

  • Disney’s The Lion King (outdoor showing) | Fri., Aug 29 | Old Croton Aqueduct (Keeper’s House East Lawn), Dobbs Ferry | 8.30-10.30p | FREE

  • Town Square Tennis Pop Up (learn, play & watch the Open) | Sat., Aug 30 | One Ridge Hill Boulevard, Yonkers | 10a-2p | FREE

  • Summer Saturdays: Global Grains | Sat., Aug 30 | Philipsburg Manor, Sleepy Hollow | Times available from 10a - 3p | Tickets $13-18

 

Grown Ups & Date Nights

Fri., Aug 29 - Mon., Sep 1 | Tiki Beach Pier Restaurant, Rye | Check link for daily times & entertainment

 

Tiki Beach is rocking Playland Pier straight into September with live music all the way through to Monday. If you’re stepping out on Friday, don’t forget the platform shoes
 it’s 70s disco night starting at 7p. Admission free for all events.

 

Fri., Aug 29 | Empire City Casino, Yonkers | 2-10p | Food available for purchase

 

Empire City Casino hosts its annual Night Market event starting at 2p Friday. Come down to Yonkers for street market eats and entertainment.

 

Fri., Aug 29 | Bedford Playhouse, Bedford | 7p | Tickets $16

 

Bedford Playhouse hosts a viewing of Shari & Lamb Chop, a documentary focusing on the amazing life of Shari Lewis and all the nostalgic characters she brought to television. Documentary director Lisa D’Apolito will appear for a Q&A after the viewing.

 

Sun., Aug 31 | Harvest Moon Farm & Orchard, North Salem | 5-9p | Tickets $19.61, under 5 FREE

 

When Harvest Moon hosts its summer Bluegrass, Beer & BBQ on Sunday, expect a chilled out evening with three professional bluegrass acts from NY, CT & Tennessee, BBQ food trucks and, of course, Hardscrabble’s hard cider on tap!

 

Live Music Scene

Image from The Capitol Theatre

Friday, Aug 29th

  • Concert Series at Ridge Hill: Uptown Royalty NYC | Town Square, Yonkers | 6-8p | FREE

  • Damn the Torpedoes Tom Petty Concert Experience | Kensico Dam Plaza, Valhalla | 7p | FREE

  • Summer Concert Series: Orange Jelly Project & Baked Goods | Law Park Field, Briarcliff Manor | 6.30-9p | FREE

  • Vincent Herring Quartet | Pierson Park, Tarrytown | 6.30-8p | FREE

Saturday, Aug 30th

  • Downtown Summer Sizzle: Prince Experience | Ruby Dee Park, New Rochelle | 6.30-9p | FREE

  • Cadillac Brothers | The Boathouse, Ossining | 7-9p

  • John H. Smith Jazz Trio | Jazz on Main, Mount Kisco | 7p | Advance: $25, Door: $30, $25 food & drink minimum per person

  • The A.M. Band | Mohansic Grill, Yorktown Heights | 7.30-10.30p

  • Animal Afterlife | Birdsall House, Peekskill | 8-10p | FREE

Sunday, Aug 31st

  • Sunday Brunch with Ron Drotos | Jazz on Main, Mount Kisco | 12p | No cover, $25 food & drink minimum per person

  • Rilo Kiley | The Capitol Theatre, Port Chester | 8p | Resale tickets from $10.71

Thanks to our partner, Fallscapers!

 

Let Fallscapers transform your doorstep into an autumn wonderland!

September is just days away, and the best fall displays sell out fast! Fallscapers is offering limited availability for the autumn 2025 season with prime installation dates booking quickly.

 

We're taking early reservations now – no commitment necessary, but don't wait until everyone else is scrambling for last-minute porch decor!

 

 

🚗 Worth a Drive

We’re spoiled for choice in Westchester, but here are our top picks if you find yourself outside county lines this week


Image from Hudson Valley Hot Air Balloon Festival

Fri., Aug 29 - Sun., Aug 31 | Tymor Park, Lagrangeville (Dutchess County) | Check the link for daily schedules & tickets

 


sorry, too much K-Pop Demon Hunters here. This weekend marks the 34th annual Hudson Valley Hot-Air Balloon Festival up in Dutchess County and, fingers crossed, the weather should allow for the 120+ expected balloon flights to depart with fireworks, live music, food trucks and family games to top it all off. It’s a magical one we’ve experienced ourselves and hope to again this year!

 

Sun., Aug 31 | Clover Stadium, Pomona (Rockland County) | 2-8p | Tickets $7.18

 

The 4th annual Bites & Brews Around the Bases event welcomes food trucks, craft brewers and happy ticket holders onto the field at Clover Stadium to party while the Boulders play on the road. Guests will be treated to live music all day, bounce houses for the kids and a fireworks show later in the evening.

🏡 Where the Heart Is


Incredible homes are listed in Westchester every week. Here’s one that caught our eye


 

Listed by Julia B Fee Sothebys Int. Rlty

14 Ridgecrest East is a 4 bedroom, 4 bathroom, 3,168 square foot Cape Colonial set in the exclusive Greenacres neighborhood of Scarsdale. It’s all about location here
 Scarsdale is a regular atop the lists of “wealthiest towns in America” and this home is the only active listing under $2m in Greenacres with its very highly rated school system. The modern finishes and flow inside the house open out to a short walk to schools and the Hartsdale train station.

 

Listed at $1,699,000, the home comes in at $536 per square foot, $68 less than the median list price in Greenacres. Based on Zillow views and saves, early interest seems very high for this one so if you’re in the market and want some extremely wealthy neighbors and great schools, check it out!

 

Thanks for reading Loving Westchester!

 

We’re really enjoying putting this together twice a week and hope you enjoy reading it. Like we said earlier, 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,