Pick your petals & pumpkins; peruse the Mistletoe Market
Until early Oct. on Sat. 9 a.m.–4 p.m. & Sun. 9 a.m.-2 p.m.: Cut-Your-Own Flowers; Dec. 6: Mistletoe Market, 9 a.m.–2 p.m.; Honeybee Grove, 265 Rte. 202, Somers; honeybeegrove.com
Snip your way through rows of zinnias, snapdragons, sunflowers, cosmos and more. We provide scissors, know-how and a jug of water. No reservation, tools or green thumb needed. Grab a fall pumpkin too. Then, in December, shop the Mistletoe Market: 25+ local artisan vendors, food, wreaths, and, yes, photos with Santa in the VW Bus.
Watch exes (and their new lovers) squirm on stage
Sept. 4: Gala champagne opening, 7 p.m.; Sept. 4–20: addt’l performances for “Classic Farce: Private Lives”; 3 Owens Rd., Croton Falls; (914) 473-7111; theschoolhousetheater.org
Pop the champagne! Schoolhouse Theater kicks off its fall season with a gala champagne opening for Noel Coward’s “Private Lives,” a scandalously funny tale of divorced exes who reunite on twin honeymoons in adjacent rooms. Directed by the award-winning Owen Thompson, this show is half sold out, so grab your tickets now!
Experience music, art, and nature in harmony
Sept. 6: Bedford Music Festival; Oct. 2: Rosen House Concert Series, 10 a.m.–4 p.m.; 149 Girdle Ridge Rd., Katonah; (914) 232-5035; caramoor.org
Caramoor’s magnificent 81-acre Katonah estate is your year-round garden of great music, art and nature. This fall, gather for the Bedford Music Festival or catch a show in the Rosen House Concert Series. Beyond the music, enjoy our popular afternoon teas, historic Rosen House tours, kids’ cooking classes, candlelit sound healing and festive holiday events.
Enjoy movies, magic & midnight margaritas
Sept. 10: “Practical Magic 2”; Oct. 2: “Digger”; Oct. 16: “Sense and Sensibility”; Oct.: “Once Upon a Time in Harlem”; 364 Manville Rd., Pleasantville; (914) 747-5555; burnsfilmcenter.org
This fall, head to Jacob Burns for new releases, documentaries & signature events. Start with “Practical Magic 2” paired with midnight margaritas at their Take 3 Wine Bar & Café. Then a new adaptation of “Sense and Sensibility,” followed by a decades-in-the-making documentary, “Once Upon a Time in Harlem,” chronicling a legendary cocktail party at Duke Ellington’s home, and Alejandro Iñárritu’s latest film, “Digger,” starring Tom Cruise. Close out October with the 12-hour Halloween movie marathon (Oct. 24)—an all-night celebration of horror and cult classics.
Attend a century-old country fair
Sept. 11: 4–11 p.m.; Sept. 12: 10 a.m.–11 p.m.; Sept. 13: 10 a.m.-7 p.m.; Yorktown Grange Fairgrounds, 99 Moseman Rd., Yorktown Heights; (914) 962-3900; yorktowngrangefair.org
Bring the whole family to the 102nd annual Yorktown Grange Fair for “Goats, Games and Good Times!” There’s something for everyone: live music, a tractor parade, midway rides, a horse show and livestock you can see up close. Ride the mechanical bull, join audience participation contests and go for the blue ribbon. Then wind down with hayrides, great food and craft beer. $15 per carload admission.
Don your lederhosen, scary costumes or ice skates
Sept. 12: Oktoberfest; Oct. 24: Halloween Spooktacular; Nov. 13-Jan. 3: Winter Fest; Cross County Center, 8000 Mall Walk, Yonkers; (914) 968-9570; crosscountycenter.com
Cross County Center’s favorite fall events are back. In September, dress in your best lederhosen and dirndl for a true Oktoberfest experience, featuring games, a DJ and the Yonkers Brewing Co. beer garden. In October, don’t miss the Halloween Spooktacular, with trick-or-treating and live shows. Then enjoy the magic of Winter Fest—snap a photo with Santa, enjoy ice skating and browse the holiday vendor market.
Go for the punchlines & good times
46 Depot Plz., Bedford Hills; Sept. 18: Hard Headed Comedy x Backstage @ Otto’s, doors at 6 p.m., show at 8 p.m. (reservations encouraged), 505 Piermont Ave., Piermont; Sept. 25: Hard Headed Comedy x Capt’n Lawrence, doors at 5 p.m., show at 7 p.m. (reservations encouraged); 369 Lexington Ave., Mt. Kisco; hardheadedcomedy.com
Hard Headed Comedy delivers comedy the way it should be: all headliners, no fillers. Founded by comedian & producer Luz Michelle, our shows feature top-tier talent, diverse voices & unforgettable nights that bring communities together through laughter. Side effects may include happiness. Get tickets at hardheadedcomedy.com.
Hear live music while drinking mouthwatering margaritas
Sept. 17, Oct. 15, Nov. 12: John Praino, 7–9 p.m.; 108 N. County Shopping Ctr., Goldens Bridge; (914) 488-6968; taconah.com
From the folks that brought you Taconah Cantina, meet our new neighbor (literally), Barconah, where you can catch sports games with your friends or listen to live music while enjoying scratch-made Mexican food and craft cocktails. This fall, catch local singer/guitarist John Praino live throughout the fall, as well as brother & sister duo The Golds (dates TBD).
Join the region’s “Biggest Block Party”
Sept. 18: 5 p.m.–11 p.m.; Sept. 19: 10 a.m.–5 p.m.; Sept. 19–20: 12-11 p.m.; S. Moger Ave., Mount Kisco; See the schedule at mtkiscochamber.com
SeptemberFest returns to Mount Kisco as “the region’s Biggest Block Party.” Enjoy three days of live music, food trucks and a full-sized carnival, plus the Saturday Street Fair & Sunday Football FunDay—all in walkable downtown Mount Kisco. New this year is a sensory tent for guests needing a quiet break from the fun. Come eat, shop and celebrate everything that makes this town special.
Walk through 7,000 glowing pumpkins set to music
Sept. 18-Nov. 8 (select evenings); 525 S. Riverside Ave., Croton-on-Hudson; pumpkinblaze.org
Stroll through thousands of hand-carved pumpkins reimagined as glowing sculptures alongside larger-than-life displays and dazzling special effects at The Great Jack O’Lantern Blaze. This nighttime trail at Van Cortlandt Manor blends an all-original soundtrack with remarkable artistry and can’t-miss photo opportunities at one of the top-rated Halloween experiences in the country.
Get outside and enjoy nature
Sept. 22-Dec. 21: Westchester Parks countywide; (914) 231-4500; parks.westchestercountyny.gov
Fall is calling, and Westchester County Parks is answering. With more than 18,000 acres of parkland and over 50 parks, there’s something for everyone. But there’s something especially magical about autumn. The vibrant fall scenery is perfect for hiking, strolling & jogging; plus, enjoy seasonal programming, our nature centers and more! For a full list of programs, visit our website.
Experience reel nostalgia: fall anniversary screenings
Sept. 24: “Snakes on a Plane,” 7 p.m.; Oct. 11: “Casino Royale,” 3 p.m.; Nov. 15: “A Star Is Reborn,” 2:30 p.m.; 633 Old Post Rd., Bedford; (914) 234-6704; bedfordplayhouse.org
This fall, relive beloved classics and cult favorites on the big screen. “Snakes on a Plane” and “Casino Royale” are turning 20 (feel old yet?), while “A Star Is Reborn” celebrates its 50th anniversary, featuring an author talk with Robert Hofler. Whether it’s your first watch or a beloved rewatch, nothing beats a great film in our Dolby Atmos-equipped theaters.
Listen to jazz in a historic castle
Sept. 24: The American Popular Songbook, 7 p.m.; Dec. 10: Holiday Jazz Celebration,
7 p.m.; Reid Castle, 2900 Purchase St., Purchase; mville.edu/jazzatreidcastle
Held in the intimate, historical venue on Manhattanville’s campus in Purchase, jazz lovers won’t want to miss two upcoming concerts as part of Manhattanville University’s Jazz at Reid Castle series. Showcasing renowned jazz musician Mark Morganelli & The Jazz Forum All-Stars, the series includes “The American Popular Songbook” on September 24 and “Holiday Jazz Celebration” on December 10.
Explore new paths to health and well-being
Sept. 26: 10 a.m.–4 p.m.; Balancing 4 Life, 495 Main St., Ste. 205, Armonk; balancing4life.com
Discover natural healing through Reiki, Qigong and BEMER therapy; create a visual compass to guide decisions; tap into an oracle card reading; or uncover your 2027 possibilities with an astrology reading at our Psychic and Wellness Fair. Then get a jump on holiday shopping with trunk shows featuring crystal-wrapped jewelry, custom aromatherapy, needlework, oHHo CBD products and MAKE Wellness products. Prebook 30- or 60-minute appointments online.
Meet your favorite children’s book authors
Sept. 26: 10 a.m.–4 p.m.; Metro-North Station, Chappaqua; ccbfestival.org
The Chappaqua Children’s Book Festival features 170+ renowned children’s book authors and illustrators, featuring books for kids 0-18. Returning faces like Jay Cooper (“The Last Comics on Earth”) and Nick Bruel (“Bad Kitty”) join new faces like Dashka Slater (“Edcargot”) and Greg Pizzoli (“Earl & Worm”), amongst more beloved creators. Enjoy the fun zone, food trucks and tons of family fun. Books available for signing and purchase.
Explore a nationally renowned art show, right in our backyard
Sept. 26–27: 10 a.m.-5 p.m.; 205 Business Park Dr., Armonk; armonkoutdoorartshow.org
Consistently ranked among the nation’s top fine art shows and named Armonk’s 2026 Organization of the Year, the Armonk Outdoor Art Show features a juried selection of exceptional artists across all media and price points. Explore exceptional art in a beautiful, tree-lined setting with delicious food & drinks, plus complimentary children’s activities. Net proceeds benefit both branches of the North Castle Public Library, funding programs for all ages, library enhancements and other initiatives.
Experience the region’s famous ghost stories
October weekends: Philipsburg Manor & The Library at Historic Hudson Valley, Sleepy Hollow; Washington Irving’s Sunnyside, Irvington; (914) 366-6900; hudsonvalley.org
Historic Hudson Valley doesn’t do subtle. Celebrate the season with a lineup of spine-tingling experiences each October weekend. Tour Washington Irving’s Sunnyside. Watch the classic ghost story brought to life with dramatic storytelling and live music at Irving’s ‘Legend.’ Encounter the Headless Horseman at Twilight Village. Hear Poe’s most chilling tales. And be amazed by the illusions of the Spirits of Sleepy Hollow Country.
Help your neighbors while celebrating with friends
Oct. 2: 6:30–9:30 p.m.; St. Matthew’s Church, 382 Cantitoe St., Bedford; communitycenternw.org
Come celebrate, connect and make a difference at CCNW’s annual benefit. Your support helps provide the operating funds we need to keep our doors open to everyone in need throughout Northern Westchester. Enjoy delicious grazing fare from Exit 4 catering, fabulous raffle prizes and a fun-filled evening with friends and neighbors.
Run, play and enjoy delicious donuts
Oct. 4: Armonk’s Cider and Donut Festival, 9 a.m.–2 p.m.; Wampus Brook Park, Armonk; armonkchamberofcommerce.com
Begin the day with the 50-yard Donut Dash (ages 2-8), a one-mile race or Jamie’s 5K Run for Love, benefiting Stayin’ Alive. Then stick around for the BHPA kids’ carnival, arts & crafts booths, a live band, food trucks, a pie eating contest and donut fishing games. Plus, don’t miss Beascakes Bakery’s freshly made donuts, paired with pressed cider.
Pause, recenter and get inspired
Oct. 15: 11 a.m.; 150 Whippoorwill Rd., Armonk; hopesdoorny.org
Step away from the noise, the expectations and the constant pressure telling you how you should look, eat, feel and live. Instead, spend some time reconnecting with yourself, your relationship with your body and what matters most. Walk away feeling inspired and armed with the tools to create meaningful change. All proceeds will support Hope’s Door’s mission to end domestic violence and empower survivors.
Learn about a school where students thrive
Oct. 17: Open House, 9:30-11 a.m.; 223 W. Mountain Rd., Ridgefield; ridgefieldacademy.org
Looking for a school where learning feels meaningful and exciting? Check out Ridgefield Academy, an independent day school (K-8), and Landmark Preschool (ages 1-5). Through intellectually engaging programs, students are encouraged to embrace their authentic selves and pursue excellence, growing into confident graduates ready to shape their futures. RA|LP is located in Ridgefield, with additional Landmark campuses located in Bedford and Westport.
Meet the redcoats and the rebels
Oct. 24–25: 10 a.m.-5 p.m.; Ward Pound Ridge Reservation, Pound Ridge; visitwestchesterny.com/250/revfest-2026
Step back in time at REV FEST 250 Westchester County’s signature event commemorating the nation’s 250th. Meet more than 500 living historians portraying soldiers and civilians. Experience military drills, musket and artillery demonstrations, artisan trades and interactive living history. Enjoy live entertainment, local food trucks, exhibitors, and the weekend’s highlight, the dramatic reenactment of the Battle of White Plains.
Bring your favorite foodie or sleuth
Oct. 30–Nov. 1: Italian Culinary Weekend Getaways; Nov. 20-22: Murder Mystery Weekend; 77 Mirror Lake Dr., Lake Placid; (518) 523-2544; mirrorlakeinn.com
Just a few hours away, Mirror Lake Inn is hosting two seasonal escapes worth the drive. Experience Italy’s Emilia-Romagna region through chef-led cooking demonstrations using Adirondack-sourced ingredients and complemented by the Inn’s contemporary American restaurant. Craving intrigue instead? Dive into the Murder Mystery Weekend, where the resort becomes your stage, including a welcome reception, a staged “crime” and a full day of clue-hunting to crack the case.
Celebrate brick by brick
Dec. 12–13: 748 N. Bedford Rd., Bedford Hills; (914) 218-3313; bricksandminifigs.com/westchester-newyork
It’s been a brick-tastic first year at Bricks & Minifigs Westchester. Founded by local mom Christine Fischer, Westchester’s only LEGO resale destination features over a million bricks & pieces to discover, an event/birthday space, free-play days and workshops. We’re celebrating with raffles, giveaways, special guests and treats all weekend long, thanking all the LEGO lovers who have helped us rebuild, reuse and reimagine this past year.
The editorial staff at Connect To magazine.
