September’s Best Events 2021
Thursday Night Music in Armonk Square
September 2 @ 6:00 pm – 8:00 pm
Thursday Night Music in Armonk Square: The Armonk Chamber of Commerce presents six nights of music in Armonk Square beginning on Thursday, June 24 from 6pm to 8pm with Willful Misconduct. This Stamford band features a standard rock rhythm section…
Union Church Tour
September 3 @ 10:00 am – 4:30 pm
Union Church Tour Union Church of Pocantico Hills features stained-glass windows by Henri Matisse, including his last work, the Rose Window, and nine windows by Marc Chagall. Tours are offered every half hour from 10am to 4:30pm, Friday through Sunday…
Schooner Sunset Sails
September 3 @ 6:30 pm
Schooner Sunset Sails Enjoy the excitement and wonder of the Long Island Sound aboard Stamford’s 80′ Schooner. Two-hour sunset and afternoon sails offered all summer long from Stamford, CT. Sunset Sails Wednesday – Sundays Bring your dinner and your favorite…
Norwalk Harbor Sunset Lighthouse Cruise
September 3 @ 6:30 pm – 8:00 pm
Norwalk Harbor Sunset Lighthouse Cruise Your trip begins with a narrated tour of the historic Norwalk Harbor, taking you back to Norwalk’s early days when Native Americans introduced the English settlers to a strange seafood delicacy… raw oysters. As you…
Ridgefield Playhouse: Preservation Hall Jazz Band
Ridgefield Playhouse: Preservation Hall Jazz Band The legendary Preservation Hall Jazz Band is celebrating 60 years of New Orleans music! Led by Ben Jaffe on bass and tuba, the band is living, breathing New Orleans history. While standards and traditional…
Friday Night Fireworks at Playland Park
September 3 @ 9:15 pm
Fireworks at Playland Park: Friday night fireworks will return to Playland Park in Rye beginning July 9. Fireworks displays, computer-fired and choreographed to a musical soundtrack will continue every Friday night through September 3. Find the park’s operating schedule and admission prices…
Bannerman Island Boat Ride & Tour
September 4
Bannerman Island Boat Ride & Tour: This 2.5 hour boat ride and guided tour of Bannerman Island aboard the Estuary Steward offers a 30 minute scenic boat ride across the Hudson from the town of Beacon. A guided 1.5-hour walking…
Day Out With Thomas The Tank
September 4 @ 9:00 am – 3:45 pm
Day Out With Thomas The Tank – Essex Steam Train & Riverboat Toot toot!!! Thomas the Tank Engine, his buddy Percy, and Sir Topham Hatt are pulling into Essex Station for “The Party Train Tour” in honor of Thomas’s birthday!…
Kusama: Cosmic Nature Opens @ NYBG
September 4 @ 10:00 am – 6:00 pm
Kusama: Cosmic Nature Opens @ NYBG: The New York Botanical Garden kicks off its reopening with a new exhibition Kusama: Cosmic Nature. The exhibit features spectacular installations inspired by pop art from the world renowned Japanese artist Yayoi Kusama, celebrating…
Renaissance Faire
September 4 @ 10:00 am – 7:00 pm
Renaissance Faire A romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance in Tuxedo Park. There’s mime, magic, music, comedy and storytellers, pirates, fairies, pole dancing, piping, acrobats, aerialists, a fire circus, birds of…
Old Rhinebeck Aerodrome Air Shows
September 4 @ 2:00 pm – 4:00 pm
Old Rhinebeck Aerodrome Air Shows Old Rhinebeck Aerodrome History of Flight Air Shows: This “living” museum of antique aviation, offers one of the largest collections of early aero-planes (1909 to 1939) in the world plus weekend airshows and bi-plane rides. The museum displays…
Public Schooner Sails
September 4 @ 3:00 pm
Public Schooner Sails Enjoy the excitement and wonder of the Long Island Sound aboard Stamford’s 80′ Schooner. Two-hour sunset and afternoon sails offered all summer long from Stamford, CT. Sunset Sails Wednesday – Sundays Bring your dinner and your favorite…
Sheffield Island Lighthouse & Harbor Tour
September 4 @ 3:00 pm – 6:00 pm
Sheffield Island Lighthouse & Harbor Tour This three (3) hour excursion begins with a narrated tour of the Norwalk harbor and its three historic Norwalk lighthouses, ending with a one hour stop at Sheffield Island Lighthouse. From May through September,…
Bedford Riding Lane Association Fall Pace
Bedford Riding Lane Association Fall Pace Sing up your team or just come and Everyone check out the equestrian trail scene at the Bedford Riding Lanes Association Fall Hunter Pace. Sign up for a boxed lunch from Happiness Is Catering…
Bicycle Sundays Bronx River Parkway
September 5 @ 10:00 am – 2:00 pm
Bicycle Sundays Bronx River Parkway Westchester County has expanded its Bicycle Sundays program this year to run from May 2 straight through to October 31! During Bicycle Sundays, the parkway is open exclusively for bicyclists, in-line skaters, scooters, walkers and…
Ridgefield Playhouse: Ben Folds
Ridgefield Playhouse: Ben Folds In Actual Person Live For Real Tour Genre buster, Ben Folds work ranges from alt-rock to pop to classical. His 2000 single “Rockin’ The Suburbs” climbed to #28 on the Billboard Modern Rock charts. And his…
Jazz’n Arts Bash Benefit Concert: Ravi Coltrane
Jazz’n Arts Bash Benefit Concert: Ravi Coltrane At this White Plains Jazz Festival event from the White Plains Business Development District (WPBID) present this Benefit Concert for ArtsWestchester. The first annual Jazz’n ArtsBash Benefit Concert features live music under the…
Ridgefield Playhouse: Andrew Dice Clay
Ridgefield Playhouse: Andrew Dice Clay In 1990, he became the first stand-up comedian to sell out Madison Square Garden for two consecutive nights: Andrew Dice Clay, who rose to fame with his deliberately offensive persona known as “The Diceman,” is…
Yorktown Grange Fair
September 10 @ 4:00 pm – 11:00 pm
Yorktown Grange Fair Westchester County’s only true country fair opens on Friday, September 10 at 4 p.m. Rides open at 5 p.m. wiht a $25 wristband special. There’s a biggest bubble gum and live music with local favorite, No Options.…
Pound Ridge Food Truck Fridays
Pound Ridge Food Truck Fridays It’s a simple concept. You find a green patch in the middle of town surrounded by towering shade trees. Then you set up some tables and chairs on the grassy plain. Get a band and invite…
Norwalk Seaport Oyster Festival
September 10 @ 6:00 pm – 11:00 pm
Norwalk Seaport Oyster Festival Three days of entertainment, carnival rides and games and OYSTERS, OYSTERS, OYSTERS. Featuring a 65 foot Ferris Wheel, an Arts & Crafts Show, New England Seaport Village, Kids’ Cove with games, rides & activities under a circus…
Westmoreland Sanctuary Fall Fundraiser
Westmoreland Sanctuary Fall Fundraiser Celebrate with early fall with Westmoreland Sanctuary at this fun-filled night in the great outdoors! There will be a silent auction, live music, food, and drinks. The revenue from the tickets and sponsorships will go towards…
Bedford Playhouse Outdoors: Orchestra 914
Bedford Playhouse Outdoors: Orchestra 914: Orchestra 914 under new Music Director Russell Grer will performs an evening of chamber music on the Bedford Playhouse Lawn as the playhouse continues its outdoor programming into September. Orchestra 914 is a rebranding for…
White Plains JazzFest: Emmet Cohen Trio
September 10 @ 7:30 pm
White Plains JazzFest: Emmet Cohen Trio – Editors Choice! Returning for his third performance at JazzFest! Even if you are not a jazz fan you will love Emmet Cohen – a lively and brilliant performer. Recognized as a prodigy who began…
Ridgefield Playhouse: Rhiannon Giddens
Ridgefield Playhouse: Rhiannon Giddens with Francesco Turrisi A MacArthur “Genius Grant” recipient, Giddens co-founded the Grammy Award-winning Carolina Chocolate Drops and has been nominated for six additional Grammys for her work as a soloist and collaborator. She was recently nominated for…
White Plains JazzFest: Emmet Cohen Trio
September 10 @ 9:00 pm
White Plains JazzFest: Emmet Cohen Trio – Editors Choice! Returning for his third performance at JazzFest! Even if you are not a jazz fan you will love Emmet Cohen – a lively and brilliant performer. Recognized as a prodigy who began…
Hudson Valley Wine & Food Festival
September 11 @ 11:00 am – 6:00 pm
Hudson Valley Wine & Food Festival Sample wine and food from over 100 Hudson Valley vendors. Including, wineries, craft beer, cider and spirits brewers and distillers. Chow down at the festival’s Gourmet Food Truck Corral. And take in some wine…
The Rising Unveiling
The Rising Unveiling Westchester County Executive George Latimer invites you to join him in the unveiling of Westchester County’s memorial to the First Responders who lost their lives from 9/11 related illnesses on the twentieth anniversary of the 9/11 attacks. The…
White Plains JazzFest: Carole Alexis Company / Ballet des Amériques
White Plains JazzFest: Carole Alexis Company / Ballet des Amériques and Via Garibald A family experience for all ages, The Dancing Caravan “Peter and The Wolf” and “Dance Jazz Mosaic” is choreographed by Carole Alexis to the music of Sergei…
White Plains JazzFest: Theo Croker
September 11 @ 7:30 pm
White Plains JazzFest: Theo Croker Theo Croker is a storyteller who speaks through his trumpet. The GRAMMY® Award-nominated artist, composer, producer, thought leader and influencer projects his voice through the music. After seven years of sojourn in Shanghai, Croker crash-landed…
Neil Berg’s 50 Years of Rock and Roll
Neil Berg’s 50 Years of Rock and Roll @ The Stamford Palace: From the progenitors of Rock and Roll in the 1940s, through the glory years of the ’50s, ’60s, and ’70s, up until MTV in the early ’80s, Neil…
Ridgefield Playhouse: Eric Hutchinson
Ridgefield Playhouse: Eric Hutchinson Uncorked Tour Eric Hutchinson is an international platinum-selling singer, songwriter who has shared the stage with Jason Mraz, Amos Lee, Ingrid Michaelson, O.A.R., and Michael Franti. He’s known for pop-soul hits like “Ok, It’s Alright With…
BRLA Trail Walk + Yoga at Bedford Post Inn
BRLA Trail Walk + Yoga at Bedford Post Inn As part of their new Second Sundays Event series, the Bedford Riding Lanes Association has teamed up with the Beford Post Inn for this special event for trail walkers and Yoga…
Ruben Rengel & Jorge Glem @ Caramoor
Ruben Rengel & Jorge Glem @ Caramoor Enlighten your Sunday mornings with Beginner’s Ear, a unique series founded by Corinna da Fonseca-Wollheim and designed to bring mindfulness to the concert experience. Caramoor’s bucolic East Lawn provides a fitting setting to…
White Plains JazzFest Culminating Event
White Plains JazzFest: Ray Blue Quartet with Special Guest Samara Joy Ray Blue is a soulful and tender saxophonist, composer and music educator. Ray has toured extensively both nationally and internationally. He has seven releases with his most recent project, Jazzheads.…
Ridgefield Playhouse: Peter Cincotti
Ridgefield Playhouse: Peter Cincotti When Peter Cincotti sits down at a piano it’s as if the world is at his fingertips. In 2003, Cincotti’s debut album, produced by Phil Ramone, reached No. 1 on the Billboard jazz chart, making Cincotti the…
Chair Yoga with Toni Russo
September 13 @ 11:00 am – 12:00 pm
Chair Yoga with Toni Russo: Now this is our kind of Yoga! Chair Yoga is one of the gentlest forms of yoga available, a unique style that adapts yoga positions and poses through creative use of a chair. Poses are done…
SeptemberFest Mt. Kisco
September 17
SeptemberFest Mt. Kisco Mt. Kisoc’s weekend long SeptemberFest features local sidewalk sales, a carnival, eclectic food court, beer garden and live entertainment for the whole family. The Kisco Run, which includes a 5K and a Kids Mad Dash in Kirby…
Friends of Karen Walk/Run Marathon
September 17
Friends of Karen Walk/Run Marathon Join the Friends of Karen Walk/Run team this year, knowing every step you take will go towards supporting children with cancer and other life-threatening illnesses and their families. September 17 – September 19 14th Annual…
Fall Crafts at Lyndhurst
September 17 @ 10:00 am – 5:00 pm
Fall Crafts at Lyndhurst Crafts at Lyndhurst showcases over 300 modern American makers, artists, designers, and craftspeople from across the country selling their exciting contemporary creations and is a celebration of all things handmade. A full day art and shopping…
The Great Jack o’ Lantern Blaze at Van Cortland Manor
September 17 @ 6:00 pm – 9:00 pm
The Great Jack o’ Lantern Blaze at Van Cortland Manor Meander through an 18th-century landscape and discover a breathtaking display of more than 7,000 illuminated jack o’ lanterns—all designed and hand-carved on site by our team of artisans. New for…
Community Center of Northern Westchester Gala
Community Center of Northern Westchester Gala he Center’s Cocktail Party and Auction will be held in person at Centennial Hall at the Rippowam Cisqua School this year in Bedford. This event raises funds for food, clothing, and other programs for…
Ridgefield Playhouse: Gordon Lightfoot
Ridgefield Playhouse: Gordon Lightfoot: When he wrote these songs in his early thirties …“Early Morning Rain,” “If You Could Read My Mind,” “Carefree Highway,” “Sundown,” “(That’s What You Get) For Lovin Me,” “The Wreck Of The Edmund Fitzgerald,” “Canadian Railroad Trilogy,” “Ribbon Of…
Eli Young Band at The Palace
Eli Young Band at The Palace MULTI-PLATINUM hitmakers Eli Young Band are charging full speed ahead with their brand new single, “Break It In,” after achieving their fourth #1, “Love Ain’t”. Staying true to their Country roots, their top-charting hits…
Katonah 5K Returns Live
Katonah 5K & Kids Mile Returns Live The 20th annual Katonah Village Improvement Society Road Races returns this fall !! The trail begins in at Edgemont and Parkway in Katonah Village. The 5K for ages 19+ begins at 8am. The…
John Jay Barn Dance
John Jay Barn Dance It’s the event of the season in Bedford. The annual John Jay Barn Dance serves up a country BBQ, a pizza truck, a campfire and PIG RACING IS BACK! But the highlight of the evening is…
Ridgefield Playhouse: Best of the 70s
Ridgefield Playhouse: Best of the 70s “The Best of the 70s” is not a cover band but a show that features the timeless songs of artists like Neil Young, The Beatles, CSN, Van Morrison, Rolling Stones, America, John Denver, The…
Kisco Run
Kisco Run 5K: The 8th Annual Kisco 5k and Kids Mad Dash is NOW OPEN for registration! The 5K will begin at 8:30 and and the Kids Mad Dash will start at 9:30am. Runners will again be starting and finishing in Kirby Plaza at…
Armonk Cider and Donut Festival/Jamie’s Run for Love
Armonk Cider and Donut Festival/Jamie’s Run for Love and Byram Hills Pre-School Association (BHPA) Fall Carnival is back for its 8th year to kick off Armonk’s beautiful fall season. The day starts with kids’ races, followed by the 5k Run…
Summer Music in Wampus Brook Park
September 19 @ 6:00 pm – 8:00 pm
Summer Music in Wampus Brook Park continues with Ladies & Gentleman The series concludes on Armonk Cider & Donut Festival Weekend with… Group Therapy: Classic rock, blues and party tunes to conclude the season at the end of the Armonk…
Ridgefield Playhouse: Trombone Shorty
Ridgefield Playhouse: Trombone Shorty Get ready to raise the roof with multi-instrumentalist and Grammy Award nominee Troy “Trombone Shorty” Andrews when he returns to the Playhouse stage with R&B, rock, rap and funk brass band Orleans Avenue! Before he headlines…
Ridgefield Playhouse: John Hiatt
Ridgefield Playhouse: John Hiatt & The Jerry Douglas Band See two legendary musicians, John Hiatt and Jerry Douglas, come together for one unforgettable performance! The Los Angeles Times calls John Hiatt “one of rock’s most astute singer-songwriters of the last…
Billy Idol at The Cap
Billy Idol at The Cap Billy Idol was an early architect of the sound, style, and fury of punk rock. His lipcurling sneer and fist-pumping persona vaulted him into the mainstream as one of MTV’s first megastars, making him one…
Chair Yoga with Toni Russo
September 20 @ 11:00 am – 12:00 pm
Chair Yoga with Toni Russo: Now this is our kind of Yoga! Chair Yoga is one of the gentlest forms of yoga available, a unique style that adapts yoga positions and poses through creative use of a chair. Poses are done…
Ridgefield Playhouse: John Hiatt
Ridgefield Playhouse: John Hiatt & The Jerry Douglas Band See two legendary musicians, John Hiatt and Jerry Douglas, come together for one unforgettable performance! The Los Angeles Times calls John Hiatt “one of rock’s most astute singer-songwriters of the last…
The Great Jack o’ Lantern Blaze at Van Cortland Manor
September 22 @ 6:00 pm – 9:00 pm
The Great Jack o’ Lantern Blaze at Van Cortland Manor Meander through an 18th-century landscape and discover a breathtaking display of more than 7,000 illuminated jack o’ lanterns—all designed and hand-carved on site by our team of artisans. New for…
Billy Idol at The Cap
Billy Idol at The Cap Billy Idol was an early architect of the sound, style, and fury of punk rock. His lipcurling sneer and fist-pumping persona vaulted him into the mainstream as one of MTV’s first megastars, making him one…
The Great Jack o’ Lantern Blaze at Van Cortland Manor
September 23 @ 6:00 pm – 9:00 pm
The Great Jack o’ Lantern Blaze at Van Cortland Manor Meander through an 18th-century landscape and discover a breathtaking display of more than 7,000 illuminated jack o’ lanterns—all designed and hand-carved on site by our team of artisans. New for…
914 Cares Inaugural Gala
914 Cares Inaugural Gala Celebrating their dedicated volunteers, generous supporters, dear friends & devoted staff. Dress Beach Chic! Honoree Linda Nash Volunteer of the Year Miriam Minor Teen Honorees Emma Saltiel Lila Zacks Lucy Rosenblut Giovanni Culotta 914Cares works to…
1964: The Tribute at The Palace
1964: The Tribute at The Palace Rolling Stone Magazine has called 1964 The Tribute the “best Beatles tribute on earth.” They have wowed audiences all over the world and sold out iconic venues such as Carnegie Hall and Red Rocks…
Average White Band at Paramount Hudson Valley
Average White Band at Paramount Hudson Valley: Regarded as one of the top Soul, R&B, and Jazz-Funk groups—first known for the timeless instrumental hit “Pick Up the Pieces”—the Average White Band has distinguished itself with its diverse songwriting and unique…
Friends of Karen Journey of the Heart Bike Tour
Friends of Karen Journey of the Heart Bike Tour Join riders for an awesome bike ride through Connecticut’s countryside for Friends of Karen’s 17th Annual Journey of the Heart Bike Tour. The ride will raise funds to support hundreds of…
Armonk Outdoor Art Show Returns
September 25 @ 10:00 am – 5:00 pm
The 59th Annual Armonk Outdoor Art Show Returns to the Field September 25-26 Following their 2020 online show, the Armonk Outdoor Art Show will return to its regular location in Armonk’s North Castle Community Park on Saturday and Sunday, September…
Chappaqua: Community Yard Sale & Boutique
Chappaqua: Community Yard Sale & Boutique A follow up to the Church’s Spring Barn Sale, this 3 day tag sale offers NEW and gently used merchandise donated by resident Chappies and local business owners. Come shop for old and new…
Greenwich Audubon: Marvelous Metamorphoses Outdoors
Greenwich Audubon: Marvelous Metamorphoses Outdoor In celebration of the amazing animals that go through metamorphoses every year such as Monarch Butterflies, please join us for this special performance with Adelka Polak of Sova Puppet Theater! “Marvelous Metamorphoses” is an interactive outdoor…
Stone Barns Center Harvest Feast
September 25 @ 11:00 am – 3:30 pm
Stone Barns Center Harvest Feast Explore the unique relationship between field and kitchen with farmers and chefs as your guides. This one-of-a-kind outdoor meal will take visitors on a journey of flavor throughout the farm’s growing spaces. Experience includes a…
Hudson Valley Oktoberfest
September 25 @ 11:00 am – 5:00 pm
Hudson Valley Oktoberfest Be part of 2 Legendary Weekends complete with German Specialties like Bratwurst, Spaetzle, Weisswursts, German Pretzels and more! Wash it all down with German and European Beers and Wines from Dana Beers and Spaten! Expect a weekend of…
Bedford Hopp Fest
Bedford Hopp Fest The Bedford Historical Society’s Annual Fall Hopp Fest returns to the tent on Bedford’s Village Green with celebrities and food trucks or should that be food trucks and celebrities. Plus beer, wine, live music and food tastings.…
Feed Me Fresh Benefit for MKCCC
Feed Me Fresh Benefit for Mount Kisco Child Care Center MKCCC’s 17th Feed Me Fresh fundraiser at Ivanna Farms offers cocktails and menu samplings from local restaurants, live auctions, Raise the Paddle and music from area favorite The Shaves. Dres farm chic…
Gypsy at Paramount Hudson Valley
Gypsy at Paramount Hudson Valley Rikki Lee Wilson gives a stunning performance as Stevie Nicks with spot-on vocals and Nicks’ stage presence performing the greatest hits from Fleetwood Mac and Stevie’s solo career, including: “Stand Back, Rhiannon, Gold Dust Woman, Don’t…
Ben Folds at The Tarrytown Music Hall
Ben Folds at The Tarrytown Music Hall Genre buster, Ben Folds work ranges from alt-rock to pop to classical. His 2000 single “Rockin’ The Suburbs” climbed to #28 on the Billboard Modern Rock charts. And his 2005 album Songs for…
Ridgefield Playhouse: George Thorogood and The Destroyers
Ridgefield Playhouse: George Thorogood and The Destroyers Celebrate 45 years of take-no-prisoners classic rock with a night featuring the band’s signature hits “I Drink Alone,” “One Bourbon, One Scotch, One Beer,” “Move It On Over,” “Who Do You Love” and…
Adapt-a-Dog: Putting on the Dog
Adapt-a-Dog: Putting on the Dog Armonk’s Adopt-A-Dog’s signature event drew 5,000 people to Roger Sherman Park last year. This annual event is highlighted by an “adoptable dog parade” – all available for adoption from Adopt-A-Dog Armonk. Featuring adoptable dogs, competitions,…
Armonk Outdoor Art Show Returns
September 26 @ 10:00 am – 5:00 pm
The 59th Annual Armonk Outdoor Art Show Returns to the Field September 25-26 Following their 2020 online show, the Armonk Outdoor Art Show will return to its regular location in Armonk’s North Castle Community Park on Saturday and Sunday, September…
Bedford 2030: Clean Ride & Drive Expo
Bedford 2030: Clean Ride & Drive Expo Join a community expo and celebration of clean transportation! Check out some of the latest EV car models, step onto a fully electric school bus, meet one of your local bike shops, learn…
Scarecrow Building Festival
Scarecrow Building Festival New Castle Recreation provides hay and one “t” shaped post is provided per registration. You bring the clothes, accessories, and whatever other accouterments your scarecrow requires. Each registrant will receive their own parking space for scarecrow construction. Park…
Ridgefield Playhouse: Chris Botti
Ridgefield Playhouse: Chris Botti Grammy award-winner Chris Botti returns to The Playhouse stage with an unforgettable night of instrumental storytelling. Botti is best known for his signature numbers “When I Fall in Love”, “No Ordinary Love”, “Someone to Watch Over…
Wellness Wednesdays
September 29 @ 11:00 am – 11:30 am
Center for Healthy Living Wellness Wednesdays: Seniors and Skin Care Grab a snack and a cup of tea and join us for a monthly phone conference series all about health and wellness. Dial in every month to hear the latest…
Ridgefield Playhouse:Marilyn McCoo & Billy Davis Jr.
Ridgefield Playhouse:Marilyn McCoo & Billy Davis Jr. Marilyn McCoo and Billy Davis, Jr., are the original stars and lead singers of the legendary group, The 5th Dimension, where they launched Champagne and Pop Soul Classics, including “Up, Up and Away,”…
Bedford Playhouse: Mentalist Oz Pearlman for Mt. Kisco Interfaith Food Pantry
Bedford Playhouse: Mentalist Oz Pearlman for Mt. Kisco Interfaith Food Pantry Mentalist Oz Pearlman will perform at the Bedford Playhouse to support the Mt. Kisco Interfaith Food Pantry for 2021 Hunger Awareness Week. For those with VIP tickets, the evening…