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September 1, 2026

Welcome to the Arts & Culture newsletter!

Each month, we bring you a curated list of great music, art, and cultural events around the Delmarva Peninsula. We have something for everyone: Jazz, Americana, Art, Literature, Reggae, Opera, even Line Dancing! Enjoy.

September 2026

Omari Banks

September 11, 2026 at 7:00 p.m.

Stoltz Listening Room
Easton, MD

Omari Banks fuses reggae’s rhythmic roots with rock, soul, blues, jazz and global folk. Known for his breezy Caribbean grooves, sparkling vocals and deft guitar work, Omari delivers electrifying live performances that connect across cultures.

Tickets

Ray LaMontagne - Trouble 20th Anniversary Tour

September 11, 2026 at 7:00 p.m.

Freeman Arts Pavilion

Selbyville, DE

Ray LaMontagne celebrates the 20th anniversary of his first full-length album, "Trouble," playing the album in its entirety as well as songs from across his catalog.

Tickets

Chestertown Jazz Festival

September 12, 2026 - Noon to 6 p.m.

Wilmer Park

Chestertown, MD

Celebrate 30 years of music by the river in Wilmer Park for the 30th & Final Chestertown Jazz Festival. See the Marcus Roberts Trio, Champian Fulton, the James Fernandez Trio, and more.

Tickets

Bethany Beach Boardwalk Arts Festival

September 12, 2026

Boardwalk

Bethany Beach, DE

More than 100 juried artists, both local and from around the country, display their work along the bandstand, boardwalk, and streets of downtown Bethany Beach.

More Information

The Wailers

September 24, 2026 at 7:00 p.m.

Avalon Theatre

Easton, MD

The Wailers come to the Avalon to celebrate 50 years of “Rastaman Vibration”, marking a defining moment in reggae history and honoring one of Bob Marley & The Wailers’ most influential albums.

Tickets

Sweeney Todd - The Demon Barber of Fleet Street

September 24-30, 2026

Milton Theatre
Milton, DE

A deliciously thrilling story of revenge and retribution, continues the Milton Theatre's celebration of the titan of musical theatre: Stephen Sondheim.

Tickets

History Book Festival

September 25-27, 2026

Multiple venues

Lewes, DE

The History Book Festival is the only book festival dedicated to history through story, showcasing new historical fiction and narrative nonfiction from multiple subjects, eras, and voices.

More Information

Susan Werner

September 26, 2026 at 7:00 p.m.

The Listening Booth

Lewes, DE

Susan Werner is a classically trained singer-songwriter acclaimed for her sharp lyrical wit, virtuosic musicianship, and an inventive catalog that seamlessly blends folk, jazz, gospel, and traditional pop styles.

Tickets

Chesapeake Film Festival

October 8-10, 2026

Multiple venues

Easton, MD

This year’s Festival features an exciting selection of 47 independent narrative and documentary films from filmmakers near and far, with special programming that shines a spotlight on the environment, Maryland stories, the arts, and remarkable individuals whose lives and work inspire us.

Tickets

Don Giovanni Portraits

October 8 and October 10

OperaDelaware Studios
Wilmington, DE

Portraits weaves together live performance, expert storytelling, and historical background to bring you closer than ever before to the music and drama. Pianist and conductor Husan Chun-Novak leads a chamber orchestra and soloists through highlights of Mozart's electrifying Don Giovanni score.

Tickets

MORE EVENTS

Tuesday September 01 7:30 PM (Cabaret) Summer Cabaret Series: Tony-Winner Matt Doyle with John McDaniel at Clear Space, Rehoboth Beach, DE Link

Wednesday September 02 7:30 PM (Cabaret) Summer Cabaret Series: Ian Hawkins in “The Answer is Always Why Not” at Clear Space, Rehoboth Beach, DE 19971 Link

Thursday September 03 6:00 PM (Roots) Don Saint John Live at Delaware Botanic Gardens, Dagsboro, DE Link

Friday September 04 7:00 PM (Americana / Pop / Folk) Liz Longley with Callum at The Listening Booth, Lewes, DE Link

Saturday September 05 7:00 PM (Jazz) Eric Byrd Trio at Stoltz Listening Room, Avalon Theatre, Easton, MD Link

Sunday September 06 6:00 PM (Singer-Songwriter) Marilyn Hucek with Luke Curran at The Listening Booth, Lewes, DE Link

Tuesday September 08 6:30 PM (Jazz Dance) Dance Workshop with Renee Wight: Basic Intro to Jazz at Freeman Foundation Building Link

Friday September 11 7:00 PM (Literature) The Delaware Division of the Arts Fellowship Awardees for Literature 2026 featuring The Honey Badgers at The Listening Booth, Lewes, DE Link

Friday September 11 7:00 PM (Reggae) Omari Banks at Stoltz Listening Room, Avalon Theatre, Easton, MD Link

Friday September 11 7:00 PM (Folk / Americana) Ray LaMontagne - Trouble 20th Anniversary Tour at Freeman Arts Pavilion, Selbyville, DE Link

Saturday September 12 12:00 PM (Jazz) Chestertown Jazz Festival 30th Anniversary and Final Event at Wilmer Riverside Park, Chestertown, MD Link

Saturday September 12 1:00 PM (Music Festival) Eastern Shore Land Conservancy LandJam at Councell Farms, Cordova, MD Link

Saturday September 12 11:00 AM (Art) Bethany Beach Boardwalk Arts Festival at Bethany Beach Boardwalk Arts Festival, Bethany Beach, DE Link

Sunday September 13 6:00 PM (Americana / Roots / Singer-Songwriter) Ordinary Elephant at The Listening Booth, Lewes, DE Link

Wednesday September 16 6:30 PM (Tap Dance) Dance Workshop with Renee Wight: Basic Intro to Tap at Freeman Foundation Building, Selbyville, DE Link

Friday September 18 7:00 PM (Indie / Singer-Songwriter / Americana ) Kevin Devine at The Listening Booth, Lewes, DE Link

Friday September 18 5:00 PM (Street Festival) Third Friday at Downtown Salisbury, MD Link

Friday September 18 7:00 PM (Singer-Songwriter) Jennifer Knapp at Stoltz Listening Room, Avalon Theatre, Easton, MD Link

Friday September 18 7:00 PM (Rock) Fitz and the Tantrums at Freeman Arts Pavilion, Selbyville, DE Link

Saturday September 19 10:00 AM (History Festival) Lambert Wickes Day at Rock Hall, MD Link

Saturday September 19 7:00 PM (Reggae) Ziggy Marley: Brightside Tour 2026 at Freeman Arts Pavilion, Selbyville, DE Link

Saturday September 19 4:00 PM (Southern Rock) Music on the Nanticoke: Bird Dog and the Road Kings at Vienna, MD Link

Tuesday September 22 7:00 PM (Singer-Songwriter) The Nine: Songwriters In The Round at The Listening Booth, Lewes, DE Link

Wednesday September 23 6:30 PM (Jazz Dance) Dance Workshop with Renee Wight: Basic Intro to Jazz 2 at Freeman Foundation Building, Selbyville, DE Link

Thursday September 24 7:00 PM (Reggae) The Wailers at The Avalon Theatre, Easton, MD Link

Thursday September 24 7:30 PM (Classical) Masterworks: From London to America at Easton Church of God, Easton, MD Link

Thursday September 24 7:30 PM (Musical) Sweeney Todd: The Demon Barber of Fleet St at Milton Theatre, Milton, DE Link

Friday September 25 6:00 PM (jazz) SPH+2 Jazz Trio at Golden Hour, St. Michaels, MD Link

Friday September 25 7:00 PM (Blues / Americana / Blues-Rock) Gabe Stillman at The Listening Booth, Lewes, DE Link

Friday September 25 7:00 PM (Musical) Camp Rehoboth Chorus presents 100 Years of Broadway at Epworth United Methodist Church, Rehoboth Beach, DE Link

Friday September 25 7:00 PM (Singer-Songwriter) Brett Dennen - Art is Life Tour at Avalon Theatre, Easton, MD Link

Friday September 25 5:00 PM (Art Exhibit) The Day We Looked Up - Work by Damon Pla (Opening Night) at Rehoboth Art League, Rehoboth Beach, DE Link

Saturday September 26 7:30 PM (Chamber Music) Chesapeake Music Presents: ArcoStrum at The Ebenezer Theater, Easton, MD Link

Saturday September 26 7:00 PM (Singer-Songwriter / Americana / Vocal Jazz) Susan Werner at The Listening Booth, Lewes, DE Link

Saturday September 26 8:30 AM (Book Festival ) History Book Festival, 20 Free Saturday Author Presentations at Multiple venues, Lewes, DE Link

Saturday September 26 7:00 AM (Cycling Event) C3 Rolling Donut Ride at 4H Park, Centerville, MD Link

Saturday September 26 7:00 PM (Singer-Songwriter) Julian Velard at Stoltz Listening Room at Avalon Theatre, Easton, MD Link

Saturday September 26 12:00 PM (Street Festival) Taste of Cambridge in Downtown Cambridge, MD Link

Saturday September 26 7:30 PM (Classical) Masterworks: From London to America at Cape Henlopen High School, Lewes, DE Link

Sunday September 27 1:00 PM (Crafts) America250 Quilt Show at Poplar Hill Mansion, Salisbury, MD Link

Sunday September 27 3:00 PM (Classical) Masterworks: From London to America at Community Church, Ocean Pines, MD Link

Sunday September 27 12:00 PM (Arts Festival) Dorchester Center for the Arts for Showcase 2026 at Dorchester Center for the Arts, Cambridge, MD Link

Monday September 28 6:30 PM (Benefit Concert / Multi-Artist Live Music) Reis's Angel Arms Foundation: Louder Than Pain Benefit Concert at The Listening Booth, Lewes, DE Link

Wednesday September 30 6:30 PM (Line Dancing) Dance Workshop with Renee Wight: Basic Intro to Line Dancing at Freeman Foundation Building, Selbyville, DE Link

Friday October 02 7:00 PM (Rock) A Tribute to Carlos Santana and Jimi Hendrix at Avalon Theatre, Easton, MD Link

Saturday October 03 7:00 PM (Americana / Singer-Songwriter / Folk) Mouths of Babes at The Listening Booth, Lewes, DE Link

Saturday October 03 7:00 PM (Singer-Songwriter) Kat Parsons: The Sweetness is Now Release Concert at Avalon Theatre, Easton, MD Link

Sunday October 04 6:00 PM (Singer-Songwriter) Will Overman at The Listening Booth, Lewes, DE Link

Wednesday October 07 7:30 PM (Classical) Allegheny Ensemble at Holloway Hall, Salisbury University, Salisbury, MD Link

Thursday October 08 7:30 PM (Opera) Don Giovanni Portraits at Opera Delaware Studio, Wilmington, DE Link

Thursday October 08 5:00 PM (Film) Chesapeake Film Festival at various locations, Easton, MD Link

Friday October 09 7:00 PM (Retro Soul / Americana) Eli Paperboy Reed at The Listening Booth, Lewes, DE Link

Saturday October 10 7:00 PM (Folk / Americana) Ellis Paul with Shanna in a Dress at The Listening Booth, Lewes, DE Link

Saturday October 10 12:00 PM (Maritime Festival) Boatyard Bash at Richardson Maritime Museum, Cambridge MD Link

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