Free Summer Concerts in Orange County

| 12 Jun 2026 | 02:07

Town of Tuxedo | Powerhouse Park Concert Series

Powerhouse Park, 57 Powerhouse Ln.

Monthly on Thursdays; 6:30 or 7 p.m.

- June 18: Ladies of the 80’s at 7 p.m.

- July 9: Hurley Mountain Highway at 6:30 p.m.

- July 23: Hudson Blue at 6:30 p.m.

- August 13: Black Dirt Bandits at 7 p.m.

Middletown | Run 4 Downtown Park, 9-15 North St.

Weekly on Thursdays at 6 – 8 p.m.

- June 18: Identity Crisis

- June 25: The Arborline

- July 2: Eric Erickson

- July 9: Debbie Major Trio

- July 16: Ray Longchamp

- July 23: Elissa Jones Trio

- July 30: Alex Haines, Maximillian Mezetin & Martin Tuzo Trio

- August 6: Rich Pell Band- August 13: The Vibe

Middletown | John F. Degnan Square

29–37 West Main Street

Weekly on Fridays from 7 – 9 p.m.

- June 19: TBA

- June 26: Tangent

- July 3: Jimmy Sturr & His Orchestra

- July 10: Rubixx

- July 17: Frank Gillis & Keeley Mitchell with the Jerry Vivino Quartet

- July 24: Jenna Esposito

- July 31: Jungle Love

- August 7: Rachel Leeya

- August 14: TBA

- August 21: Circa 22

- August 28: The Specs

Warwick | Village of Warwick Concert Series

Railroad Green Park, 1 Railroad Ave. or Stanley Deming Park Gazebo, South St. & Park Way

Weekly on Saturdays at 7 p.m., with the exception of the Friday, July 3 concert

- June 20: Sound Bridges at Railroad Green Park

- July 3: Emish at Railroad Green Park

- July 18: Countyline Bluegrass at Stanley Deming Gazebo

- July 25: Chris Raabe Blues Band at Railroad Green Park

- August 1: Uncle Stump at Railroad Green Park

- August 8: Richard Stillman Band for 250 Years Celebration at Stanley Deming Gazebo

- August 15: E’lissa Jones at Railroad Green Park

- August 22: Rachel & Keve at Stanley Deming Gazebo

- August 29: OC5 at Railroad Green Park

- September 5: Tito Puente Jr. headlines Warwick Arts Festival at Stanley Deming Gazebo

Westtown | Hear the Echo Concert SeriesEcho Fields, 197 Pine Hill RoadWeekly on Saturdays at 5 p.m.

- June 20: High Noon

- June 27: Oxford Station Band

- July 4: Skyward Fall

- July 11: Tennessee Honey

- July 18: Whiskey Crossing

- July 25: Conor Darvid & The 17 South

- August 1: Whey Jennings with Hillbilly Parade

- August 8: Circa 22

- August 15: Adam and the Armadillos

- August 22: OC5

- August 29: Some Guys and a Broad

- September 5: Flirtin’ with Disaster

Town of Cornwall | Music in the Park Series

Riverlight Park, 183 Main St

Weekly on Sundays, 6:30 – 8 p.m.

- June 21: Main Street Jazz Ensemble (Classic Jazz/Pop)

- June 28: Dr. Magknefetof (Classic Rock)

- July 12: Hi 5 (Classic Pop/Rock)

- July 19: Cruise Control (Classic Pop/Rock)

- July 26: Cold Sweat (60s, 70s, 80s)

- August 2: Barrelhouse Blues (Classic Blues/Rock)

- August 9: Hurley Mountain Highway (Classic Pop/Rock)

- August 16: Rivals NY (Classic Pop/Rock)

- August 23: Art Lillard (Classic Jazz)

- August 30: Jazz Pioneers (Big Band)

- September 6: The Saints (Classic Pop/Rock)

Village of Chester | Chester Summer Concert Series

Jarvis Boone Memorial Amphitheater, 12 Bank St.

Weekly on Tuesdays at 7 p.m.; rain date Wednesdays.

- June 23: Bostyx (tribute to Boston & Styx).

- June 30: Carrie Zazz Band.

- July 7: Follow Suit.

- July 14: OC5 The Band.

- July 21: Every Breath You Take (tribute to The Police)

- July 28: Whiskey Crossin

- August 4: Jungle Love

- August 11: Georgia 5

- August 18: The Men of Soul

- August 25: Mighty Spectrum

- September 1: Damn the Torpedoes (tribute to Tom Petty

- September 8: Desert Highway (tribute to the Eagles).

New Windsor | Music & Market Concert Series

New Windsor Town Hall Lawn, 555 Union Ave.

Weekly on Wednesdays at 7 p.m. simultaneously with a vendor market

- June 24: Hurley Mountain Highway

- July 1: The Hype; extended “mega show” and Red, White and Blue night

- July 8: Kinfolk

- July 15: Midnight Image Band

- July 22: Hammerhead Horns

- July 29: Follow Suit

- August 5: HI 5

- August 12: Circa 22

Village of Greenwood Lake | Greenwood Lake Summer Concert Series

Thomas P. Morahan Waterfront Park, 7 Windermere Ave.

Saturdays on the waterfront at 7:30 p.m.

- June 27: Third Degree East

- July 4: Ladies of the 80s at 6:30 p.m.

- July 11: Hudson Valley Jazz

- July 18: Some Guys and a Broad

- July 25: Elvis

- August 1: Voodoo Strangers

- August 8: Dark Horses

- August 15: Vinyl Tap

- August 22: Black Dirt Bandits

- August 29: Gaelic Cultural Society celebration of Irish Night

- September 5: Mighty Spectrum Band

Village of Monroe | Monroe Summer Concert Series

Between the Millponds, Lake Street

With the exception of the concert Friday July 3, the Monroe Summer Concert Series is weekly on Saturdays at 7 p.m. Rain date Sunday.

- June 27: Flirtin With Disaster

- July 3: Mighty Spectrum Band (Rain date July 10)

- July 11: Tonebenders

- July 25: Route 66

- August 8: Art Lillard

- August 15: Slam Allen

- August 22: Billy 6 (Billy Joel Tribute Band)

City of Port Jervis | Monday Night Concert Series

Veterans Park, 1 N. Broome St. Rain location is Drew United Methodist Church, 49 Sussex St.

- Monday, June 29 at 7 p.m.: Broome Street Band

- Monday, July 27 at 7 p.m.: Broome Street Band

Mount Hope & Otisville | Summer Concert Series

Mount Hope Town Park, 340 Finchville Turnpike, Otisville, NY

Thursdays, 7 – 9 p.m.

- July 2: One Swift Kick

- July 9: Albi Beluli

- July 16: GenXtra

- July 23: Hi5

- July 30: Rubixx

- August 13: County One

- August 20: Lucky House

Montgomery | Village Summer Concert Series

Clinton Street Bandstand, Clinton Street Municipal Lot

Thursdays, 6:30 – 8:30 p.m.

- July 2: Follow Suit

- July 9: The Arborline

- July 16: Hurley Mountain Highway Band

- July 23: The Crew

- July 30: Jon Bates Band

- August 6: OC5

- August 13: Sons of Hudson

- August 20: Surefire

Village of Goshen | Illuminate Goshen

Goshen Village Green: 33 Park Place

Weekly on Wednesdays at 6:30 p.m.; rain dates Thursdays.

- July 8: The Tonebenders

- July 15: Identity Crisis

- July 22: Pauly Di Dio Band

- July 29: That ’70s Project

- August 5: Judith Tulloch Band

- August 12: Hudson Blue

- August 19: Surefire

- August 26: Shades