Country Fairs & Fall Festivals Return
SEPTEMBER 2021
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…
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!…
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…
Day Out With Thomas The Tank
September 5 @ 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!…
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…
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…
White Plains JazzFest: Emmet Cohen Trio
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…
Yorktown Grange Fair
September 11 @ 10:00 am – 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.…
Norwalk Seaport Oyster Festival
September 11 @ 11:00 am – 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…
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…
Hudson Valley Wine & Food Festival
September 12 @ 11:00 am – 5:00 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…
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
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…
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.…
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…
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…
SeptemberFest Mt. Kisco
September 18
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…
Fall Crafts at Lyndhurst
September 18 @ 10:00 am – 6:00 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…
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…
SeptemberFest Mt. Kisco
September 19
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…
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…
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…
Fall Crafts at Lyndhurst
September 19 @ 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…
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…
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…
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…
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.…
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
|Recurring Event (See all)
One event on September 26, 2021 at 10:00 am
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…
Stone Barns Center Harvest Feast
September 26 @ 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 26 @ 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 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…
OCTOBER 2021
Chappaqua Children’s Book Festival Returns
Chappaqua Children’s Book Festival Returns In order to present a socially distanced event, The Chappaqua Children’s Book Festival will return this year for fully-vaxxed patrons with a scaled down lineup of sixty authors and illustrators. All visitors will be required…
Hudson Valley Oktoberfest
October 2 @ 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…
Pound Ridge Harvest Festival
Pound Ridge Harvest Festival Come on Armonk, Bedford & Chappaqua, you’re not trying hard enough! The Pound Ridge Harvest Festival draws thousands for its Oktoberfest style fare, beverage gardens, kids activities and it’s internationally recognized, award-winning music acts. This year,…
Hudson Valley Oktoberfest
October 3 @ 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…
Hudson Valley Empanada & Latin Festival
Hudson Valley Empanada & Latin Festival Taste your way around the best Latin + Spanish pastry turnovers filled with a variety of ingredients like chicken, pork, steak, seafood and vegan options like sweet potato and Mexican corn, just to name…
First River Festival at Paramount Hudson Valley
First River Festival at Paramount Hudson Valley Se big indie bands in a small city setting at the First River Festival at Paramount Hudson Valley Theater on October 9-10, 2021. First River features established indie road dogs alongside rising stars.…
First River Festival at Paramount Hudson Valley
First River Festival at Paramount Hudson Valley Big indie bands, small city setting. First River Festival comes to the Paramount Hudson Valley Theater on October 9-10, 2021. It brings together indie bands like the region’s never seen. First River features…
Halloween Carnival & Ragamuffin Parade
Halloween Carnival & Ragamuffin Parade, Chappaqua Train Station, Sun, 10/20: 12:30 & 3:30pm: The carnival starts at 12pm with rides, food and music. Come in costume and march in the parade at 3:30pm. Everyone is welcome. Rain Date is October…
Craft Westport
November 6 @ 10:00 am – 6:00 pm
Craft Westport CraftWestport, presented by the Westport Young Woman’s League, is a thoughtfully curated shopping event featuring 200 modern American artists and makers! Spend the day with family and friends shopping for one-of-a-kind and uncommon items such as original fashions,…
Craft Westport
November 7 @ 10:00 am – 5:00 pm
Craft Westport CraftWestport, presented by the Westport Young Woman’s League, is a thoughtfully curated shopping event featuring 200 modern American artists and makers! Spend the day with family and friends shopping for one-of-a-kind and uncommon items such as original fashions,…