There is something so fun and uniquely summer about taking in an outdoor movie or concert and we are lucky to have so many options for families across Westchester County. The summer of 2025 has quite a line-up of outdoor movie and outdoor concert events taking place around Westchester. Picnics are encouraged and many of the outdoor entertainment spots also have food trucks or concession stands available. Be sure to check the websites in the event of inclement weather. Some outdoor movies or concerts are rescheduled for the next day, or the date will be announced on the website. Grab your chairs and pack that picnic to get ready for summer fun at the outdoor movies and concerts in Westchester County!
Last updated: 5/21/2025 Always check websites prior to travel!
Mondays
Peekskill Riverfront Summer Children's Specials
Children’s Series performances are free and start at 7:00 pm and end around 8:00 pm.
June 30th: Mark Rust
July 14th: Bubble Show
July 28: Will Shaw (juggler)
August 11th: Mad Science
Summer Jazz Concerts
Henry Gourdine Park, Ossining
Tuesdays
Wednesdays
Family Movie Night, Bedford Hills
August 13th at 8pm
Rock the Block, White Plains
June 18th: Tito Puente Jr., Mansa G. Code
June 25th: The Big Takeover, The Only Bag Allstars
July 16th: The Wildmans, The Big Happy
August 20th: Ada Dyer, Everyday People
Peekskill Summer Concert Series
Summer concerts take place from 7:00 – 9:00 pm at the Riverfront.
June 25: FDR Drive Band
July 9th: First Class Dance Band
July 16th: Marc Berger & Ride
July 23rd: Half Step (Grateful Dead Tribute)
July 30th: Billy Badd Base Camp
August 6th: Archives Band
August 13th: Hillbilly Parade
Party in the Park, Sleepy Hollow
Horan's Landing, 6 - 8 p.m.
Food trucks and ice cream available.
July 9th
July 23rd
August 6th
Summer Acoustic Series at Market Square
Ossining
Thursdays
Briarcliff Manor Summer Concert Series
Law Park Field
Cortlandt Concerts and Movie Nights
Food vendors will be on site for dinner and snacks for purchase.
June 12th (Concert): Red, White and Brews 6:00-7:00 PM, Hill Billy Parade 7:00-8:30 PM
June 26th (Concert & Movie): The Thornwoods 6:00-7:00 PM, The Crew 7:00-8:30 PM; Mufasa: The Lion King (2024)
July 10th (Concert): Christine and Elliot Spero Duo 6:00-7:00 PM, Bob & Norm/ Powderfinger 7:00-8:30 PM
July 24th (Concert & Movie): The Independence 6:00-7:00 PM, Blackstone 7:00-8:30 PM; The Wild Robot (2024)
July 31st (Concert): Hey Baby 7:00-8:30 PM
August 7th (Concert & Movie): Six String Country Band 6:30-8:30 PM; Moana 2 (2024)
Ridge Hill, Yonkers
May 22nd: Cloudy with a Chance of Meatballs
June 12th: Up
June 26th: Wonka
July 10th: Tangled
July 24th: Harry Potter & The Sorcerers Stone
August 14th: Wicked
August 28th: Sonic 3
September 11th: The Wild Robot
September 25th: Guardians of the Galaxy Volume 3
Armonk Summer Concert Series
Armonk Square 6-8pm
July 3rd: Monday Best featuring Sarah Browne
July 24th: Mike Risko Band
August 21st: Deni Bonet & Chris Flynn
August 28th: School of Rock Bedford
September 4th: Willful Misconduct
Highland
May 29th: Storm King Skyline
June 5th: Phil Miller
June 12th: Piedmont Bluz Acoustic Duo
June 19th: Jim Pospisil
June 26th: Lark
July 3rd: Elly Wininger
July 10th: MartinTullyKein
July 17th: Bob Stanhope
July 24th: Cheryl and Kurt
July 31st: Betty and the Baby Boomers
August 7th: Maggie Rothwell
August 14th: Grampa Joe's Washboard Band
August 21st: Andy Shapiro
August 28th: HVFG Song Circle
Fridays
Chappaqua Library Summer Concert Series
Every Friday night in the Library's Courtyard. In the event of inclement weather, concerts will take place indoors.
Robison Summer Concert Series at Kensico Dam
Valhalla
July 11 - The Great American Soul Book
July 18 - The Jersey Tenors From Frankie Valli to Frank Sinatra
July 25 - Love Story A Tribute to Taylor Swift
August 8 - West Point Band **7 p.m. – 8:30 p.m.**
August 22 - The M80’s New York’s Premier 80’s Rock Experience
August 29 - Damn the Torpedoes Tom Petty Concert Experience
Louis Engel Park RiverJam
Ossining
Peekskill Family Movie Nights
Family movie nights are held at Pugsley Park and start at 8pm.
June 27th: Mufasa and the Lion King
July 11th: The Goonies
July 18th: Encanto
July 25th: Remember the Titans
August 1st: Mamma Mia
August 8th: Top Gun Maverick
August 15th: Wizard of Oz
August 16th: Wicked
May 16th: The Ladies of the 80’s
May 23rd: Memorial Day Weekend No Concert
May 30th: Latin Night: MGL Mi Gente Live
June 6th: Hal Prince Music and Entertainment
June 13th: Seeing Red
June 20th: Latin Night- Uptown NYC
June 27th: FDR Drive
Senasqua Park
Croton
Sleepy Hollow Outdoor Movie Night
July 12th
August 2nd
Yonkers Waterfront Live Summer Concert Series
71 Water Grant Street
SATURDAYS
Screenings Under the Stars at Kensico Dam
Valhalla
June 28th: Despicable Me 2
July 26th: Inside Out 2
Armonk Summer Concert Series
Summer concert at the gazebo, Wampus Brook Park, 6-8pm
June 28th: Tramps Like Us
July 12th: Best Shot: Music of Pat Benatar & Women Who Rock
July 31st: The Men of Soul
August 2nd: The Mighty Spectrum
August 9th: Return to Paradise - (Styxx Cover Band)
August 16th: Green River (CCR Cover Band)
Playland Park Summer Concerts in collaboration with The Capitol Theater
Rye
Every other Saturday at 7 p.m.
Sundays
Caramoor, Katonah
June 15th Free Event: Celebrating Juneteenth ~ The Legendary Ingramettes
Summer Concert Series, Yorktown
Jack DeVito Field, 6 p.m. start unless otherwise noted. Lions will always have drinks & snacks for sale! If it rains, event will move indoors to Yorktown Stage.
June 29th: CRASH MY PARTY, LUKE BRYAN TRIBUTE
July 13th: STEVIE MAC, STEVIE NICKS/FLEETWOOD MAC TRIBUTE
July 27th: ANDREA & THE ARMENIAN RUG RIDERS
August 3rd: DANCY PARTY EXPLOSION
August 10th: SIR ELTON, ELTON JOHN TRIBUTE
August 24th at 5pm: MILITARY TRIBUTE CONCERT FEATURING CLASS ACTION AND SPECIAL GUESTS
ALYSSA MARTIN AND THE GOLDEN APPLE CHORUS
Bedford Playhouse Summer Lawn Series
Looking for more fun in Armonk - Chappaqua - Mount Kisco - Pleasantville and surrounding Westchester County towns?
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