Upcoming Peekskill Events

Check out what's happening all around Peekskill, NY

Fall Festival - Hosted by The Rotary Club of Peekskill

 Sat, 04 Oct at 11:00 am Peekskill Riverfront

Ancient Aliens LIVE

 Sat, 08 Nov at 07:00 pm Paramount Hudson Valley Theater USD 59

Serial Killers with Dr. Scott Bonn

 Sat, 04 Oct at 07:00 pm Paramount Theater Hudson Valley

Seven Things I’ve Learned; An Evening with Ira Glass

 Sat, 25 Oct at 08:00 pm Paramount Hudson Valley Theater

Anthony Rodia: Laugh Till It Hurts Tour

 Fri, 21 Nov at 08:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Serial Killers w/ Dr. Scott Bonn

 Sun, 05 Oct at 07:00 pm Paramount Hudson Valley Theater

Mandy Patinkin In Concert: Jukebox

 Fri, 03 Oct at 07:00 pm Paramount Theater Hudson Valley

Shaun Cassidy- The Road to Us

 Thu, 23 Oct at 08:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

John Cleese at Paramount Hudson Valley Theater

 Sat, 18 Oct at 07:30 pm Paramount Hudson Valley Theater

Dr. Scott Bonn at Paramount Hudson Valley Theater

 Sun, 05 Oct at 07:00 pm Paramount Hudson Valley Theater

Anthony Rodia: Laugh Till It Hurts Tour at Paramount Hudson Valley Theater

 Sat, 22 Nov at 07:00 pm Paramount Hudson Valley Theater

Hollywood Nights – The Bob Seger Experience

 Sat, 11 Oct at 08:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Not Dead Yet! John Cleese and The Holy Grail at 50

 Fri, 17 Oct at 07:00 pm Paramount Theater Hudson Valley

Steve Solomon’s My Mother’s Italian, My Father’s Jewish & I’m In Therapy

 Sun, 26 Oct at 07:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

PEEKSKILL 90'S NIGHT!

 Sat, 04 Oct at 09:00 pm Gleason's Peekskill

Yoga in the Valley XII

 Fri, 24 Oct at 07:00 pm The Red Door Creative Space USD 45 to 87

PURE STYLE FASHION SHOW BY IRIS V.

 Sat, 25 Oct at 06:00 pm 925 South St USD 26

East Kingdom Brewers Collegium (Brew U)

 Fri, 17 Oct at 06:00 pm Blue Mountain Lodge

Grand Funk Railroad at Paramount Hudson Valley Theater

 Sat, 01 Nov at 08:00 pm Paramount Hudson Valley Theater

A Bronx Tale: The One Man Show starring Chazz Palminteri

 Fri, 10 Oct at 08:00 pm Paramount Hudson Valley Theater

Grand Funk Railroad

 Fri, 31 Oct at 07:00 pm Paramount Theater Hudson Valley

After Forever Rocks The Redline Roadhouse

 Sat, 04 Oct at 07:00 pm The Redline Roadhouse

Chazz Palminteri: A Bronx Tale

 Thu, 09 Oct at 07:00 pm Paramount Theater Hudson Valley

Ira Glass

 Fri, 24 Oct at 07:00 pm Paramount Theater Hudson Valley

Lotus Land- The American Rush Tribute

 Fri, 17 Oct at 08:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Kathleen Madigan- The Day Drinking Tour

 Sat, 15 Nov at 08:00 pm Paramount Hudson Valley Theater

StevieMac: A Fleetwood Mac and Stevie Nicks Experience

 Fri, 07 Nov at 08:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

The Trike at Gleason's

 Fri, 17 Oct at 09:00 pm Gleason's Peekskill

StevieMac Paramount Hudson Valley

 Fri, 07 Nov at 08:00 pm Paramount Hudson Valley

Kathleen’s watch is ending!

 Fri, 03 Oct at 03:00 pm 810 Washington St, Peekskill, NY

Motown to Stax & Beyond- The Great American Soulbook

 Sun, 02 Nov at 07:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Kathleen Madigan

 Fri, 14 Nov at 07:00 pm Paramount Theater Hudson Valley

The Ultimate Elvis Experience Starring Victor Trevino

 Fri, 05 Dec at 07:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Whose Live Anyway at Paramount Hudson Valley Theater

 Wed, 08 Oct at 07:30 pm Paramount Hudson Valley Theater

Live and Let Die- The Music of Paul McCartney

 Fri, 14 Nov at 08:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Peekskill, NY – Ira Glass of This American Life: Seven Things I've Learned

 Sat, 25 Oct at 08:00 pm Paramount Hudson Valley

90'S REVIVAL

 Sat, 06 Dec at 09:00 pm Gleason's Peekskill

FESTIVAL DE LA ROCKOLA NOE MORALES | ROBERTO ZUMBA | JEAN CLAUDIO VALLEJO

 Sat, 11 Oct at 09:00 pm YUNGUILLA SPORT CENTER EVENTS AND ENTERTAINMENT 210 n water ST, peekskill, , 10566

Anthony Rodia at Paramount Hudson Valley Theater

 Fri, 21 Nov at 08:00 pm Paramount Hudson Valley Theater

Mandy Patinkin in Concert – JUKEBOX

 Sat, 04 Oct at 08:00 pm Paramount Hudson Valley Theater

Rising of the Moon Seisiun

 Thu, 09 Oct at 07:30 pm Slainte Peekskill (Irish Bar)

Steve O - Stephen Gilchrist Glover at Paramount Hudson Valley Theater

 Wed, 12 Nov at 07:00 pm Paramount Hudson Valley Theater

GenXtra Returns to Kyle’s Pub

 Sat, 22 Nov at 08:00 pm Kyles Pub

Shaun Cassidy at Paramount Hudson Valley Theater

 Thu, 23 Oct at 08:00 pm Paramount Hudson Valley Theater

KASSINO305 x CCC Cafe: Street Art Show — Peekskill, NY

 Sat, 18 Oct at 05:00 pm 8 John Walsh Blvd Free

Next Stop Comedy at Factoria at Charles Point! - Peekskill, NY

 Sat, 10 Jan at 08:00 pm 5 John Walsh Blvd USD 33

Live RUSH by Lotus Land - Paramount - Peeskill NY

 Fri, 17 Oct at 07:00 pm Paramount Theater

Whose Live Anyway?

 Tue, 07 Oct at 07:00 pm Paramount Theater Hudson Valley

Big Louie Murder Mystery Dinner at Peekskill Elks Lodge

 Sat, 04 Oct at 06:00 pm Historic Peekskill Elks Lodge # 744

Music Under The Stars - The Crew at The Redline Roadhouse - Friday, Oct. 3rd!!, Friday, 10/3/25

 Fri, 03 Oct at 07:00 pm The Redline Roadhouse

Jessica Lynn at Paramount Hudson Valley Theater

 Sat, 13 Dec at 07:00 pm Paramount Hudson Valley Theater

Steve-O

 Tue, 11 Nov at 07:00 pm Paramount Theater Hudson Valley

Joanne Shaw Taylor at Paramount Hudson Valley Theater

 Thu, 30 Oct at 08:00 pm Paramount Hudson Valley Theater

Grand Funk Railroad

 Sat, 01 Nov at 08:00 pm Paramount Hudson Valley Theater

Grand Funk Railroad in Peekskill

 Sat, 01 Nov at 08:00 pm Paramount Hudson Valley Theater

Viene El Rey Tour Peekskill NY

 Fri, 07 Nov at 07:00 pm Peekskill USD 23

Ben Folds in Peekskill

 Fri, 24 Oct at 08:00 pm Paramount Hudson Valley Theater

Matt Fraser- America’s Top Psychic Medium

 Thu, 06 Nov at 08:00 pm Paramount Hudson Valley Theater

Matt Fraser at Paramount Hudson Valley Theater

 Thu, 06 Nov Paramount Hudson Valley Theater

Ira Glass at Paramount Hudson Valley Theater

 Sat, 25 Oct at 08:00 pm Paramount Hudson Valley Theater

Soundstage at the Paramount: Strange Company presents An Evening of Radio P

 Fri, 03 Oct at 08:00 pm Paramount Hudson Valley Theater USD 54 to 135

Shaun Cassidy

 Wed, 22 Oct at 07:00 pm Paramount Theater Hudson Valley

Irish Tenors at Paramount Hudson Valley Theater

 Sun, 07 Dec at 07:00 pm Paramount Hudson Valley Theater

Gleason’s Peekskill

 Sat, 11 Oct at 09:00 pm Gleason's Peekskill

Annual Fall Festival

Fri, 03 Oct at 04:00 pm 2000 E Main St, Peekskill, NY, United States, New York 10566

Ben Folds at Paramount Hudson Valley Theater

 Fri, 24 Oct Paramount Hudson Valley Theater

All-Scriabin: Ecstasy and Fire with Christian Douglas

 Thu, 09 Oct at 12:00 pm 1016 Brown Street Suite 101, Peekskill NY 10566

Santa Barbara @ The BeanRunner Café

 Fri, 24 Oct at 06:00 pm BeanRunner Café

Big Head Todd and The Monsters

 Sat, 21 Feb at 07:00 pm Paramount Theater Hudson Valley

Parking Shaun Cassidy

 Fri, 24 Oct Paramount Hudson Valley Theater

Steve-O: The Crash and Burn! Tour

 Wed, 12 Nov at 07:00 pm Paramount Hudson Valley Theater

Ancient Aliens Live at Paramount Hudson Valley Theater

 Sat, 08 Nov at 07:30 pm Paramount Hudson Valley Theater

Kathleen Madigan at Paramount Hudson Valley Theater

 Sat, 15 Nov at 07:30 pm Paramount Hudson Valley Theater

Downtown Peekskill Historic Architecture Walking Tour

 Sat, 04 Oct at 10:00 am 1 S Division St, Peekskill, NY 10566-3634, United States

Shaun Cassidy

 Fri, 24 Oct at 12:00 am Paramount Hudson Valley Theater

Brian Rigby and Friends- Stand Up Comedy Show

 Fri, 07 Nov at 09:00 pm Gleason's USD 5 to 12

Anthony Rodia

 Thu, 20 Nov at 07:00 pm Paramount Theater Hudson Valley

Whose Live Anyway?

 Wed, 08 Oct at 07:30 pm Paramount Hudson Valley Theater

Phenomenon Live! At Redline Roadhouse! Cortlandt Manor NY

 Fri, 17 Oct at 07:00 pm The Redline Roadhouse

Jessica Lynn- A Very Merry Classic Christmas

 Sat, 13 Dec at 07:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Ira Glass - Peekskill

 Sun, 26 Oct at 12:00 am Paramount Hudson Valley Theater

Parking Ira Glass - Peekskill

 Sun, 26 Oct Paramount Hudson Valley Theater

The Sharpe Family Singers

 Sat, 22 Nov at 07:00 pm Paramount Theater Hudson Valley

Big Head Todd and the Monsters Winter Tour 2026

 Sun, 22 Feb at 07:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Speed Dating (ages 25-37) Westchester, NY

 Thu, 23 Oct at 07:00 pm El Sueño USD 31 to 34

The Rocky Horror Picture Show 50th Anniversary Screening

 Fri, 31 Oct at 08:00 pm Paramount Hudson Valley Theater USD 28

Nutcracker, Short and Sweet

 Sun, 21 Dec at 05:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Lotus Land - A Tribute to Rush

 Thu, 16 Oct at 07:00 pm Paramount Theater Hudson Valley

Thaddeus DAgostino Live! At Redline Roadhouse!

 Sun, 02 Nov at 03:00 pm The Redline Roadhouse

AEROFORCE- A Tribute to Aerosmith

 Thu, 13 Nov at 08:00 pm Paramount Hudson Valley Theater USD 49 to 64

Parking Ancient Aliens Live

 Sun, 09 Nov Paramount Hudson Valley Theater

Festive Flavors: A Soul/Jazz Holiday Brunch

 Sun, 07 Dec at 12:30 pm Gleason's USD 23 to 29

Ancient Aliens Live

 Sun, 09 Nov Paramount Hudson Valley Theater

The Irish Tenors

 Sat, 06 Dec at 07:00 pm Paramount Theater Hudson Valley

50th Reunion-Walter Panas Class of 1975

 Thu, 09 Oct at 06:00 pm Cortlandt Colonial Restaurant

Copy of CELEBRATION OF THE HERRICK HOUSE, HOME OF THE PEEKSKILL MUSEUM

 Sun, 05 Oct at 02:00 pm The Peekskill Museum USD 50

GenXtra at Kyle’s Pub

 Sat, 31 Jan at 08:00 pm Kyles Pub

Nutcracker, Short and Sweet- Sensory Friendly Performance

 Sun, 21 Dec at 01:00 pm 1008 Brown St, Peekskill, NY, United States, New York 10566

Jane Lynch - A Swingin Little Christmas at Paramount Hudson Valley Theater

 Sat, 06 Dec at 08:00 pm Paramount Hudson Valley Theater

Joanne Shaw Taylor

 Wed, 29 Oct at 07:00 pm Paramount Theater Hudson Valley
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