Rye Farmers Market
2025-10-12 08:30 - 13:00, 2025-10-19 08:30 - 13:00, 2025-10-26 08:30 - 13:00, 2025-11-02 08:30 - 13:00, 2025-11-09 08:30 - 13:00 (America/New_York) | Down to Earth Rye Farmers Market, 44 Theodore Fremd Ave, Rye, 10580, United States
Down to Earth’s Rye Farmers Market is held in the parking lot off Theo Fremd behind the Purchase Street stores every Sunday through November 23rd.
Stop by for an abundance of fresh, local produce, pastured meat and eggs, foraged mushrooms, artisanal bread and other baked goods, briny pickles and much more.

Nursery Field Celebration Party by Let the Kids Play
2025-10-12 15:30 - 17:30 | Nursery Field
From the organizers: We’ve been waiting for the perfect moment to celebrate and now it’s here! By holding our kickoff in the fall, we allowed time for landscaping and final touches to be completed, ensuring that Nursery Field shines as the stunning, state-of-the-art facility our kids deserve. A huge thank you to the Staff of the City of Rye for delivering an absolutely beautiful and safe space that will serve generations of athletes.
What’s Happening: Food, drinks, and activities with Rye HS Varsity & JV athletes
Free to All – No RSVP Needed! (Spread the word…)

Tuesdays at 10 October Speaker: Mark Mulvoy, American sports journalist and writer.
2025-10-14 10:00 - 11:00 | Whitby Castle
Come to Whitby Castle at 10:00 a.m. on October 14 to hear Mark Mulvoy, former sports writer for The Boston Globe and Sports Illustrated where he covered baseball and became a ghostwriter for Jack Nicklaus’s golf column. Mark is a great storyteller that you won’t want to miss.

'25 Rye City Council Candidate Form - League of Women Voters
2025-10-14 19:00 - 20:30 | Rye Middle School All Purpose Room, 3 Parsons Street, Rye, NY, 10580, United States
’25 Rye City Council Candidate Form League of Women Voters of Rye, Rye Brook & Port Chester
Note: a separate mayoral candidate form will be held on Monday, October 20, 2025 at 7:30pm.
Read all our MyRye.com candidate interviews:
GOP Slate – Henderson / All in for Rye

Q&A with Mayoral Candidate Bill Henderson
Q&A with City Council Candidate James Fee
Q&A with City Council Candidate Robin Thrush Jovanovich
Q&A with City Council Candidate Maria Tufvesson Shuck

Independent Rick McCabe / McCabe for Mayor:

Q&A with Mayoral Candidate Rick McCabe

Democratic Slate – Nathan, Anderson, Kesavan & Ward for Rye:

Q&A with Mayoral Candidate Josh Nathan
Q&A with City Council Candidate Marion Anderson
Q&A with City Council Candidate Amy Kesavan
Q&A with City Council Candidate James Ward

"Sound Shore Songwriter Series" at Rye Arts Center
2025-10-15 19:00 - 20:30 | The Rye Arts Center, 51 Milton Rd, Rye, NY, United States
Inspired by Nashville’s Bluebird Cafe, the Sound Shore Songwriter Series is an exciting new showcase for local singer-songwriters to perform original music and share stories behind the songs. Hosted by Rye-based singer-songwriter Paul Jensen, the kickoff October 15 showcase will feature artists Drew Angus, Charlotte Morris and Paul Guzzone.
Known for his soul-stirring vocal talents and compelling songwriting, Westport-based singer-songwriter Drew Angus has been captivating audiences across the country since he first “made it to LA” on American Idol. Charlotte Morris is a Philadelphia-based singer-songwriter whose music weaves together a unique blend of Americana, Folk and Jazz, delivered with soaring vocals often compared to the likes of Joni Mitchell and Sarah MacLachlan.
Paul Guzzone, perhaps best known as the bass player-vocalist in The Bacon Brothers band featuring actor Kevin Bacon, is an award-winning songwriter, recording artist, producer, concert curator, and educator at Sands College of Performing Arts at Pace University.

Rye Rec Food Truck Thursdays
2025-10-16 17:30 - 20:15 | Rye Recreation, 281 Midland Ave, Rye, NY, United States
Rye Rec Food Trucks are back! (Food Trucks Subject to Change)
April 10-June 19, 5:30 PM to 8:15 PM. Down by the basketball courts at Rye Rec

4/17 – Arthur Avenue Pizza – Cheese Pizza, Pepperoni Pizza and for dessert, Donolli
4/24 – El Patio – MENU
5/1 – Neil’s on Wheels – MENU
5/8 – Lucy Tacos – MENU
5/15 – Cousins Maine Lobster – MENU
5/22 – Latusion – MENU
5/29 – Arthur Avenue Pizza – Cheese Pizza, Pepperoni Pizza and for dessert, Donolli
6/5 – Walters – MENU
6/12 – Neil’s on Wheels – MENU
6/19 – Cousins Maine Lobster – MENU

Moonlight & Mysteries: A Tarot Circle with Beth Leas
2025-10-16 18:30 - 20:00 | Wainwright House, 260 Stuyvesant Lane, Rye, NY, 10580, United States
Step into the enchantment of the season with Moonlight & Mysteries: A Tarot Circle with Beth Leas. In this intimate gathering, guests will come together in a soulful circle to explore the wisdom of the Tarot. Beth will guide the group through engaging card pulls, playful conversation, and meaningful insights that unfold from the cards.
No need to share your private questions, simply hold them in mind and let the Tarot respond to the group as a whole. The experience is lighthearted yet profound, offering fresh perspectives, metaphors, and moments of connection.
Bring your favorite beverage, bring a friend, and enjoy an evening of mystery, laughter, and discovery.
About Our Guide:
Beth Leas is an intuitive teacher, healer, and founder of Tribe TLC where she has been creating community around holistic living for more than 25 years. She is passionate about helping people access their inner wisdom, and her playful, insightful approach to the Tarot has inspired thousands. Learn more at BethLeas.com. TribeTLC.com
Limited to 12 participants. Pre-registration required.

Hike River Trail at Ward Pound Ridge Reservation with State Senators Shelley Mayer and Pete Harckham
2025-10-18 09:00 - 11:00 | Ward Pound Ridge Reservation, Reservation Rd., Pound Ridge, NY, 10576, United States
State Senators Shelley Mayer and Pete Harckham in partnership with Westchester County Parks
Saturday, October 18, 9-11 a.m.
The hike will launch from Meadow parking lot at 9 a.m.
Parking lot is located off Reservation Rd., Pound Ridge, NY 10576. Follow signage to the parking area.
Join State Senators Shelley Mayer and Pete Harckham for a fun, FREE naturalist-guided hike of the River Trail at Ward Pound Ridge Reservation.
This is a moderate, 1.2 mile hike and will take approximately 1.5 hours to complete.
Registration and parking for this event are free, but RSVP is required. tinyurl.com/2025SenateHike
For questions, please contact Senator Harckham’s office at
(914) 241-4600 or email doody@nysenate.gov

Osborn Scare Fair
2025-10-18 09:30 - 14:30 | Osborn School
Get ready witches and monsters, as the Osborn School Parent-Teacher Organization (PTO) is thrilled to announce the return of its annual “Scare Fair” Halloween Carnival supporting curriculum enriching programs and activities. Proceeds from the fair go directly to Osborn PTO (parent/teacher organization) enrichment, including field trips, assemblies, visiting authors, intramural, recess coaches, outdoor classroom, circus arts, and lots of other events outside of the school day (e.g., dances, bingo, movie night, etc.).
Osborn parents, teachers, staff and students invite the entire community to take part in this family-friendly event featuring rides and attractions of all ages, including:
Bumper Cars – NEW!
Photo Booth
A Variety of Fan-Favorite inflatables
Kiddie Area for Kids Under 5
Train Ride
Many Carnival-Style Games (e.g., Basketball Toss, Plinko, etc.)
Entertainment by NPAC & Magical Movements including a KPOP Demon Hunters Dance – NEW!
Cake Walk, Sand Art… and So Much More!
Let’s not forget about the food! Attendees will be able to purchase delicious snacks and lunch from local favorite food trucks and vendors including Walter’s Hot Dogs, Neils on Wheels, Crazy Taco-Mex, Ramblin Coffee Truck and Longford’s Ice Cream. Guests can also sample an array of authentic Japanese cuisine including Japanese fried chicken, candies and soda at the Japanese PTO booth.
Finally, please also join us in congratulating Osborn 5th Grader, Ruby Dealer, for having her design selected for this year’s Scare Fair T-Shirt Design Contest. Her design will be printed on the Osborn Scare Fair t-shirt, which all Osborn students receive during the week of the fair!
Please join us for what’s bound to be a SPOOKTACULAR day from 9:30 AM – 2:30 PM. The event will be held both indoors and outdoors, rain or shine.

Rockridge Fall Fest 2025
2025-10-18 11:00 - 15:00 | Rockridge Deli & Flower Shop, 280 Purchase Street, Rye, NY, 10580, United States
Rockridge Fall Fest 2025
$10.00 entry fee per child which gets you a pumpkin and 15% coupon to be used that same day

bounce house
cotton candy
popcorn
tractor display photo op
guess the weight of the pumpkin (closest guess wins $50.00 gift card to Rockridge)
guess how many candy corn ( closest guess wins $ 50.00 gift certificate to Rockridge)
face painting
Halloween tattoos
pumpkin decorating station
carnival type games and much more

Apple Cider and Cider donuts for purchase
Bake sale which all proceeds will go to a local animal shelter

Rye Historical Society's Fall Food and Whiskey Bash
2025-10-18 18:30 - 21:30 | Timothy Knapp House, 265 Rye Beach Avenue, Rye, NY, United States
Don’t miss our annual Fall party for great food and delicious drinks! In addition to our popular bourbon tasting, we will serve curated cocktails made with Square House Bourbon, plus beer, wine, and mocktails. Food will be provided by Antonio’s Italian Deli & Market (a perfect chance to try this new local hot spot) and desserts provided by Nothing Bundt Cakes. The evening event will be held outside the historic Knapp House under a festive tent with live music from Mike Bram, firepits, high top tables and more!

Halloween Window Painting + Inaugural Pumpkin Parade on Purchase Street
2025-10-19 09:00 - 15:00 | Purchase Streeet / Downtown Rye, NY, Rye, NY, 10580, United States
Annual Halloween Window Painting featuring the Inaugural Pumpkin Parade on Purchase
Presented in Partnership with the Women’s Club of Rye – Children’s Philanthropy
Registration required for painting; attending / viewing no cost.
Rain Date: Sunday, October 26, 2025, 9:00 – 3:00 p.m.

Boots, Beats & Line Dancing
2025-10-19 17:30 - 19:30 | Wainwright House, 260 Stuyvesant Lane, Rye, NY, 10580, United States
It’s the last hoorah under the Wainwright tent for 2025, and we’re going out with a foot-stomping, smile-inducing line dancing party! Grab your boots, your friends, and your best moves—Adam Cherko of Cherko Line Dancing will guide you through an evening of two-stepping, spinning, and laughing with friends, neighbors, and fellow dance enthusiasts.
We’ll kick things off with easy, step-by-step instruction, so beginners and seasoned dancers alike can join the fun. Then let the music take over for an evening of pure energy, connection, and joy. No experience? No problem! Just bring your boots, your spirit, and your smile.
Western wear welcome but not required—come as you are and ready to dance!

'25 Rye City Mayoral Candidate Form - League of Women Voters
2025-10-20 19:30 - 21:00 | The Osborn, 101 Theall Road, Rye, NY, 10580, United States
’25 Rye City Mayoral Candidate Form League of Women Voters of Rye, Rye Brook & Port Chester
Note: a separate Rye City council candidate form will be held prior to this forum on Tuesday, October 14, 2025 at 7:00pm.
Read all our MyRye.com candidate interviews:
GOP Slate – Henderson / All in for Rye

Q&A with Mayoral Candidate Bill Henderson
Q&A with City Council Candidate James Fee
Q&A with City Council Candidate Robin Thrush Jovanovich
Q&A with City Council Candidate Maria Tufvesson Shuck

Independent Rick McCabe / McCabe for Mayor:

Q&A with Mayoral Candidate Rick McCabe

Democratic Slate – Nathan, Anderson, Kesavan & Ward for Rye:

Q&A with Mayoral Candidate Josh Nathan
Q&A with City Council Candidate Marion Anderson
Q&A with City Council Candidate Amy Kesavan
Q&A with City Council Candidate James Ward

Rye Rec Food Truck Thursdays
2025-10-23 17:30 - 20:15, 2025-10-30 17:30 - 20:15 | Rye Recreation, 281 Midland Ave, Rye, NY, United States
RYE RECREATION IS HOSTING A PLETHURA OF FOOD TRUCKS EVERY THURSDAY NIGHT AUGUST 21 – OCTOBER 30 FROM 5:30-8:30P.M.
(Down by the basketball courts)
CHECK OUT THE LIST OF TRUCKS BELOW.
(Food Trucks and Menus Subject to Change)
8/21 – Arthur Avenue Pizza – Cheese Pizza, Pepperoni Pizza and for dessert, Donolli
8/28 – Neil’s on Wheels – MENU
9/4 – Melt Mobile – MENU
9/11 – Latusion – MENU
9/18 – Neil’s on Wheels – MENU
9/25 – Lucy Tacos – MENU
10/2 – Melt Mobile – MENU
10/9 – Gyro Uno – MENU
10/16 – Three Little Pigs – MENU
10/23 – Walters – MENU
10/30 – Cousins Maine Lobster – MENU

Heard in Rye: Youth Sports: "Take Back the Game" with Linda Flanagan
2025-10-23 19:00 - 20:00 | Rye Free Reading Room, 1061 Boston Post Rd., Rye, NY, 10580, United States
Please join Heard in Rye on Thursday, October 23rd at the Rye Free Reading Room from 7:00-8:00PM as we welcome Linda Flanagan for a presentation and discussion of her book Take Back the Game: How Money and Mania Are Ruining Kids’ Sports—and Why It Matters.
Calling all YOUTH SPORTS parents! Join Heard in Rye on Thursday, October 23rd at the Rye Free Reading Room from 7:00-8:00PM as we welcome Linda Flanagan for a presentation and discussion of her book Take Back the Game: How Money and Mania Are Ruining Kids’ Sports—and Why It Matters. The first 75 attendees will receive a free copy of Linda’s book courtesy of Heard in Rye.
About Linda:
LINDA FLANAGAN is a freelance journalist, a former cross-country and track coach, and the author of Take Back the Game: How Money and Mania Are Ruining Kids’ Sports—and Why It Matters. A graduate of Lehigh University, Flanagan holds master’s degrees from Oxford University and the Fletcher School of Law and Diplomacy and was an analyst for the National Security Program at Harvard University. She is a founding board member of the New York City chapter of the Positive Coaching Alliance, a contributor to Project Play at the Aspen Institute, and a regular writer for NPR’s education site MindShift. Her columns on sports have appeared in The New York Times, The Atlantic, and Runner’s World, and she is currently co-producing a documentary series on mental health in collegiate women athletes. A mother of three and a lifelong athlete, Flanagan lives in Summit with her husband, Bob, and a small menagerie of pets. She is still floating over Malcolm Gladwell’s recent claim that Take Back the Game was one of his favorite books last year.

Measure of a Witch: Crafting History & Halloween
2025-10-24 11:00 - 20:00, 2025-10-25 11:00 - 20:00 | Square House, 1 Purchase St, Rye, 10580, United States
In conjunction with the Spooky Square House, we are pleased to offer The Measure of a Witch: Crafting History and Halloween.** This is a free program where children and their parents can make make miniature witches hats, brooms, and spooky spiders out of measuring tape!
Offered Friday, October 24th and Saturday, October 25th from 11am-8pm.
This new program ties in with our current exhibit, The Unforgiving Yardstick, curated by Fleur Spolidor. Through a fusion of historical research and artistic interpretation, this exhibit sheds light on the lives, contributions, and challenges of women in Rye and the surrounding communities.
**This project is made possible with funds from Arts Alive, a regrant program of ArtsWestchester with support from the Office of the Governor, the New York State Legislature, and the New York State Council on the Arts.

Slightly Spooky Square House
2025-10-24 17:00 - 20:00, 2025-10-25 17:00 - 20:00 | Square House, 1 Purchase St, Rye, 10580, United States
Don’t miss this annual favorite Halloween tradition when the Square House is transformed into the Spooky House. Ghosts, skeletons, bumps and squeaks await as you wind your way through the darkened rooms. Visitors may encounter other-worldly travelers awakening from their 200 year slumber at Old Haviland’s Inn – you never know who you might meet! ALL NEW THIS YEAR: The Witches’ Kitchen, The Spider’s Den and The Mummy’s Chambers . . . and the return of the Pirates’ Tavern! This family-friendly program is appropriate for younger children – all must be accompanied by an adult.
Admission is $20 per family (pay at the door).

Ayurveda & You: Decode Your Personal Bio-Blueprint for Balance
2025-10-24 18:00 - 20:00 | Wainwright House, 260 Stuyvesant Lane, Rye, NY, 10580, United States
Our bodies are infinitely intelligent, always sending us signals in subtle and not-so-subtle ways. Ayurveda, the timeless science of life, offers an accessible and intuitive framework to decode these signals and create balance at every stage of life.
Join Mallika Das for this powerful and interactive workshop where you’ll:
– Explore the Ayurvedic system of the doshas (Vata, Pitta, and Kapha) to understand your unique bio-energetic blueprint and how it interacts with your environment.
– Learn how to select foods, spices, and daily practices that support balance and vitality.
– Enjoy a light Ayurvedic-inspired meal, crafted with intention.
– Engage in guided reflection, mindfulness practices, and nourishing community connection.
Come with curiosity and leave feeling more attuned, balanced, and empowered to listen to your body’s signals — and translate them into lasting, nourishing action.
About Mallika Das:
Mallika Das is a Functional Nutritionist and IIN-certified Integrative Health Coach with a deep passion for root-cause healing and whole-person wellness. Her journey into holistic health began in 2018, when a personal health crisis led her to explore the profound connection between the body, mind, and spirit.
Through functional nutrition, Mallika helps clients uncover the deeper imbalances behind their symptoms and empowers them with practical tools to restore vitality and balance. Her approach blends science with soul, honoring both the innate intelligence of the body and the healing power of food, mindset, and lifestyle.
Mallika’s global perspective—shaped by years living in India, Switzerland, South Africa, Thailand, and now the U.S.—enriches her work with cultural depth and compassion. Today, she is committed to walking alongside others on their own health journeys, helping them reconnect with what it means to feel truly well.
Learn more about Mallika’s work at: create-good-health.com

Road Trip to the 5 M's: Motown, Memphis, Macon, Muscle Shoals, Miami
2025-10-30 19:00 - 21:00 | The Rye Arts Center, 51 Milton Rd, Rye, NY, United States
The Rye Arts Center is proud to collaborate with moderator and producer Roger Kaufman’s “Speaking of Music Productions” to present Road Trip to the 5 M’s: Motown, Memphis, Macon, Muscle Shoals, Miami. This special concert honors the profound influence of artists and musicians who shaped the American musical landscape—from soul and blues to rock and pop. Join us for an unforgettable evening as we journey through five iconic music hubs, each with its own rich legacy and lasting impact on music history.
This event will feature live performances by LuJuan Carter, Bobby Harden, Billy Genuario, and Stephanie Harrison. along side Old School Revue All Stars — Bob Cooper, Tim DeHuff, Bob Turek, and Tyger MacNeal — delivering their signature powerhouse sound. Adding to the energy, The Saugatuck Horns, with Bob Carlson, Crispin Cioe, and Fred Scerbo, will bring their bold and dynamic brass to the stage. Guiding the journey is Roger Kaufman, serving as moderator and bandleader.

Ladies Comedy Night by the Rye Arts Center
2025-11-06 18:00 - 22:00 | Community Synagogue of Rye, 200 Forest Avenue, Rye, NY, 10580, United States
The Rye Arts Center’s beloved Ladies Comedy Night returns: the can’t-miss, sold-out-every-year event that brings together 250+ dynamic women from Rye and beyond for an evening of comedy, community, and celebration of the arts. Hosted by stand-up comedian and radio/podcast personality Kim Berns, this year’s show promises an unforgettable lineup, luxury raffle prizes, delectable bites, and plenty of sparkle—all in support of The Rye Arts Center’s mission to make the arts accessible to all.
Evening highlights:
Sushi & Sip Happy Hour: Featuring fresh rolls, curated wines and bubbles, artisanal cheeses, and decadent bites.
Luxury Raffle Prizes: Curated by Rye’s most beloved local businesses.
All-Female Comedy Showcase: Four powerhouse comedians bringing wit, heart, and hilarity to the stage.
This year’s lineup:

Olivia Barbulescu: A native New Yorker whose darkly comic storytelling has taken her to stages worldwide. She is the creator of Feral Woman on Substack, where she combines personal essays with sharp observational humor.
Nancy O’Connor: A rising New York–based comedian, O’Connor is fresh from her LOL NJ win and currently touring nationally with Ladies of Laughter: Funny & Fabulous. Known for her sharp wit and relatable storytelling, she is quickly emerging as a standout voice.
Nancy Witter: An award-winning comedian, author, and motivational speaker. A finalist on Nick at Nite’s Search for the Funniest Mom in America, Witter has appeared on The Rachael Ray Show and NickMom Night Out, and continues to bring her seasoned humor to stages nationwide.
Maureen Langan: Internationally acclaimed comedian and broadcaster, and the evening’s headliner. Most recently a semifinalist on America’s Got Talent (Season 18), where she received a standing ovation and four “yeses.” Her incisive humor has been featured on HBO, Gotham Live, and Dry Bar Comedy, and she has shared the stage with comedy legends worldwide.

All proceeds benefit The Rye Arts Center, supporting arts education and programming for students of all ages and ensuring that creativity, expression, and access to the arts remain at the heart of our community. No student is ever turned away.

The Osborn Hosts Ian Frazier, Author of “Paradise Bronx”
2025-11-06 19:00 - 20:30 | The Osborn, 101 Theall Road, Rye, NY, 10580, United States
As part of its WellSpring Series, The Osborn will host Ian Frazier, author of Paradise Bronx: The Life and Times of New York’s Greatest Borough. The event, which is free and open to the public, will be held at The Osborn’s auditorium.
Ian Frazier is a renowned American non-fiction author and humorist for The New Yorker. For the past 15 years, he has been walking the Bronx. His book reveals the amazingly rich and tumultuous history of the borough, including its crucial role in the American Revolution, the boom era of the 20th century, when immigrants fled the jam-packed Lower East Side to “Paradise Bronx,” and the birth of hip-hop and current revitalization. The author will be available to sign purchased copies of the book.

Tea Talks of History & Hope: The Terms to End a War
2025-11-09 15:00 - 17:30 | Wainwright House, 260 Stuyvesant Lane, Rye, NY, 10580, United States
Join us for an afternoon of reflection, history, and community. Our Tea Talks of History & Hope series continues with guest speaker Michael Szarkowicz, Rye High School AP US History teacher, who will explore the terms that ended the Civil War and their lasting impact.
Tea Talks of History & Hope “The Terms to End a War: Appomattox and the Impact of the Civil War”
Guest Speaker: Mr. Michael Szarkowicz, Rye High School AP US History teacher
In Exhibit: Wall of Heroes & Wainwright’s WWI Collection
Mr. Michael Szarkowicz earned an undergraduate degree in History and his Masters in Teaching from Manhattanville College. He has taught at Rye High School for the last 11 years as an AP US History professor.
