🎃 Halloween Season Opens Early with Mystic Moon and the Great Jack O'Lantern Blaze

🌙 Mystic Moon at Harvest Moon
Opens Sep. 18, select evenings through Nov. 1 | Harvest Moon Farm and Orchard, North Salem | Evenings | $39+
 
A nighttime trail through the orchard woods, lit by dramatic uplighting under 80-year-old oaks, with enchanting scenes, mystical characters, and photo ops. Whimsical rather than scary, no jump scares. Kraken's Cove offers themed drinks and treats. Twilight Hour slots are softer-lit for young children.
Enchanting scenes without the jump scares, plus a Twilight Hour for the little ones →
 
🎃 The Great Jack O'Lantern Blaze
Select evenings, Sep. 18 - Nov. 8 | Van Cortlandt Manor, Croton-on-Hudson | Evenings | Ticket prices vary
 
More than 7,000 illuminated hand-carved jack o'lanterns across an 18th-century landscape, with themed displays, special effects, and an original soundtrack. New for 2026: an expanded Creature Feature Forest and a fairy-tale Little Literary Lane, plus the Gourd and Goblet Tavern and Headless Horseman's Hideaway.
Seven thousand pumpkins, an original soundtrack, and the Gourd and Goblet Tavern to close the night →
 
🎉 AqueFest
Sat., Sep. 19 | The Keeper's House, 15 Walnut Street, Dobbs Ferry | 11a-4p | Free
 
A day-long celebration of the Old Croton Aqueduct, the Keeper's House 10th anniversary, and the Irish laborers who built the tunnel. Celtic Valley horse and wagon rides, a barnyard petting farm, Irish step dancers, puppet shows, live music from the Hudson Line String Band, a Westchester Wags puppy parade, and a rubber-duckie water flume down the trail. Food from Penny Lick and Captain Lawrence too.
Wagon rides, step dancers, and a puppy parade along the old aqueduct trail →

 
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🥟 Custom Squishy Dumpling Making
Fri., Sep. 18 | nest & nook, 603 Columbus Avenue, 2nd floor, Thornwood | 4p | $45/child
 
Visit nest & nook with the kiddos this Friday and make a custom squishy dumpling with the Shake It Off team. All materials included.
 
🍝 Yorktown Feast of San Gennaro
Through Sun., Sep. 20 | 1826 Commerce Street, Yorktown Heights | Daily times vary
 
10th Anniversary of the Yorktown Feast of San Gennaro with five days of Italian food, live music entertainment, rides, and family fun.
 
🎡 SeptemberFest
Fri.-Sun., Sep. 18-20 | Downtown Mount Kisco | Free admission
 
Mount Kisco's three-day block party, with carnival rides, a food court and beer garden, a street fair of 75-plus vendors on Saturday, a Hometown Sound Showcase of local musicians, live bands, and Sunday big-screen football.
 
🎨 Fall Craft Show by Artrider
Fri.-Sun., Sep. 18-20 | Lyndhurst, Tarrytown | Fri. 10a-5p, Sat. 10a-6p, Sun. 10a-5p | $6+
 
Makers selling fashion, jewelry, home décor, furniture, photography, and ceramics, glass, metal, and wood work across Lyndhurst's grounds. Gourmet food, distillery and winery tastings, craft demos, and family activities including puppet theater and a scavenger craft hunt.
 
🐾 SPCA Family Fun and Pet Extravaganza
Sat., Sep. 19 | Abendroth Dog Park, Port Chester | 11a-2p | Free
 
A free day with the animals in partnership with the Village of Port Chester, with a dog lure course and nosework sniffari, kids' crafts, a food truck, adoptable pets, and cuddle stations.
 
☘️ Hudson Valley Irish Fest
Sat., Sep. 19 | Riverfront Green, Peekskill | 11a-7p | $17
 
A halfway-to-St.-Patrick's-Day festival on the Peekskill waterfront, with food, live music, a beer garden, Celtic vendors, and culture and games for kids and adults. Metro-North's Hudson Line stops right beside the park, and there's free parking.
 
🎖️ Revolutionary Harvest Festival
Sat., Sep. 19 | Philipse Manor Hall, Yonkers | 12p-5p | Free
 
Step back to the American Revolution with costumed reenactors, including George Washington on his horse Nelson and his enslaved servant William Lee. Live 18th-century music, country dancing, a cider press, printmaking, a code-breaking espionage activity, and colonial children's games.
 
🎶 Yonkers Riverfest
Sat., Sep. 19 | 1 Larkin Plaza, Yonkers | 12p-7p | Free
 
Westchester's largest one-day festival, presented by the Yonkers Downtown BID, with three stages of live music spanning jazz, soul, salsa, R&B, and rock, plus 140-plus food, arts, and craft vendors, a Kid Zone, rides, a Latin Corner, and an Art Stop.
 
🛍️ Wickers Creek Market
Sun., Sep. 20 | Dobbs Ferry Waterfront Park | 10a-4p | Free
 
A vintage market with antique and vintage vendors, mid-century furniture, and collectible décor, plus local food trucks and live music. Dog-friendly, with free admission, free parking, and easy Metro-North access.
 
🎃 Sleepy Hollow Street Fair
Sun., Sep. 20 | Beekman Avenue, Sleepy Hollow | 10a-5p | Free
 
More than 145 arts, crafts, and food vendors along Beekman Avenue, heavy on Halloween-inspired items. The Headless Horseman appears from 1p to 4p, with Witches Along The Hudson, storyteller Jonathan Kruk, five live bands, and a Kids' Zone.
 
🎨 Play-Doh at WCM
Sun., Sep. 20 | Westchester Children’s Museum, Rye | 12p-2p | Included with admission
 
Celebrate National Play-Doh Day at Rye’s Westchester Children’s Museum during a 2-hour Play-Doh crafting session.
 
🕎 Yom Kippur at WCM
Mon., Sep. 21 | Westchester Children’s Museum, Rye | 9:30a-5:30p | Included with admission
 
Join Rye’s Westchester Children’s Museum for an all-day craft session celebrating Yom Kippur where kids can make a peace dove or kindness jar

🌊 Beach Bash
Fri., Sep. 18 | The Barley Beach House, Rye | Doors 5p, Music 6p | $10
 
The Beach Deck's final concert of the season, with party band Shorty Long and The Jersey Horns playing rock, Motown, funk, and pop over the Long Island Sound. Concession stand and full bar open. Bring a chair or blanket.
 
🕺 '90s Freestyle and Hip Hop Glow in the Dark Party
Fri., Sep. 18 | Hudson Park Bandshell, New Rochelle | 7:30p-10p | Free
 
The City of New Rochelle turns back the clock with a glow-in-the-dark bubble party mixing '90s freestyle classics and golden-age hip hop. Ages 21 and over; food and drinks for purchase.
 
🎭 A Bronx Tale: One Man Show starring Chazz Palminteri
Fri., Sep. 18 | The Capitol Theatre, Port Chester | 8p | $39.50+
 
The Academy Award-nominated actor performs the one-man show that started it all, the acclaimed play he wrote and first staged in 1989 that became the classic 1993 film. 18+; under 10 not permitted.
 
🌿 Herb Fair and Market
Sat., Sep. 19 | Caramoor, Katonah | 10a-4p | Free
 
The Herb Society of America's annual fair, with a marketplace of fresh herbs and artisan goods, member-baked treats, signature lovage soup, hands-on workshops, free speaker presentations, and a children's plant scavenger hunt. Rain date Sun., Sep. 20.
 
🎸 The Fab Four: HELP!
Sat., Sep. 19 | Paramount Hudson Valley Theater, Peekskill | 7p | Ticket prices vary
 
An award-winning Beatles tribute recreating the music and energy of the band's 1965 film Help!, with note-for-note renditions of "Ticket to Ride," "Yesterday," and hits from every era, in period costume.
 
🍹 Sip Sound Savor
Sat., Sep. 19 | The Barley Beach House, Rye | 4p-9p | Ticket prices vary
 
The final beach deck event of the season along the Long Island Sound, with unlimited food, an open bar from 5p to 8p, sunset views, and live music from Color TV and Smoky O, powered by The Peak 107.1.
 
🎸 The Capitol Theatre 100th Anniversary Celebration
Sat., Sep. 19 | The Capitol Theatre, Port Chester | Doors 6p, Show 7:30p | $30+
 
The Cap turns 100, and it is marking the century with Pink Talking Fish performing as The Centennial Band, honoring the legendary artists who have played the room, joined by BERTHA: Grateful Drag, the world's first all-drag Grateful Dead tribute.
 
😂 Don't Tell Comedy: New Rochelle
Sat., Sep. 19 | Secret location, New Rochelle | Doors 7:30p, Show 8p | $27
 
A pop-up stand-up show with a curated lineup of four to seven comics whose names, and the exact venue (a fitness studio), stay secret until showtime. Ticket holders get the address the morning of. BYOB, 70 to 90 minutes, ages 21+.

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🎸 New Canaan Music Festival
Sat., Sep. 19 | New Canaan Nature Center, New Canaan, CT | Doors 11a, Music 12p-10p | $50 (12 and under free)
 
A day of live music across two outdoor stages at the Nature Center, headlined by Connecticut classic rock cover band Mind the Gap, with local food, artisan vendors, and kids' activities. Bring a blanket and a picnic.
 
🍷 San Gennaro Festival at Robibero Winery
Sat.-Sun., Sep. 19-20 | Robibero Winery, New Paltz | 11a-6p | Free (parking free)
 
Two days of the Feast of San Gennaro in the vineyard, with Italian food, wood-fired pizza, gelato, wine, and craft cocktails, live music all day, mozzarella making, local vendors, and the traditional Blessing of the Grapes. Face painting and balloon artists too. All ages, pet friendly.
 
⚾ Homers for Heroes
Sun., Sep. 20 | Heritage Financial Park, Wappingers Falls | 12p-9p | $15 (parking $10)
 
A youth and celebrity home run derby benefiting Folds of Honor, open to hitters from 7U through college. A celebrity and pro derby runs 6p-8:30p with Jose Canseco, Jonny Gomes, Clint Frazier, Shane Spencer, and The Sandlot's "Squints" himself followed by fireworks. Autographs 12p-6p, $15.