Milton Theatre Calendar of Events May 2026
Friday, May 1st
NUNSENSE II: THE SECOND COMING
The Milton Theatre
7:30PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Saturday, May 2nd
NUNSENSE II: THE SECOND COMING
The Milton Theatre
2:00PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
NUNSENSE II: THE SECOND COMING
The Milton Theatre
7:30PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Sunday, May 3rd
NUNSENSE II: THE SECOND COMING
The Milton Theatre
2:00PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
DE COMEDY THEATRE: ADULT IMPROV COMEDY
The Milton Theatre
7:30PM
Get ready for another evening of rolling good fun with irreverent improv adult comedy that is based on audience suggestion in the style of “Whose Line Is It Anyway?”! You can play an active part on this interactive comedy as the historic Milton Theatre presents the Delaware Comedy Theatre.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Wednesday, May 6th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
2:00PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
CAROLE KING MEETS THE BEATLES
The Milton Theatre
7:30PM
Take two of the most iconic catalogs in modern music history—Carole King and The Beatles—and reimagine them through the lens of jazz, soul, and world music. This unique performance features fresh, vibrant arrangements by a Philadelphia All-Star Quintet.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Thursday, May 7th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
7:30PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Friday, May 8th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
7:30PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Saturday, May 9th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
2:00PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
NUNSENSE II: THE SECOND COMING
The Milton Theatre
7:30PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Sunday, May 10th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
2:00PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
THE FLYING IVORIES: DUELING PIANOS
The Milton Theatre
7:00PM
Two performers on two pianos deliver an all-request, rock and roll sing-along! From Billy Joel to Aretha Franklin, from Sinatra to Metallica, from Johnny Cash to Katy Perry, they’ve got it covered. Join us for a world class dueling piano show that will have you both rocking and laughing in your seat.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Wednesday, May 13th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
2:00PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
SIMPLY STREISAND
The Milton Theatre
7:30PM
Experience the timeless magic of Barbra Streisand brought to life on stage by the extraordinary Carla Del Villaggio in ‘Simply Streisand’ at the Milton Theatre. Get ready for an unforgettable journey through the iconic music and charisma of a legend. Don’t miss the dazzling tribute that captures the essence of Streisand like never before!
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Thursday, May 14th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
7:30PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Friday, May 15th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
7:30PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Saturday, May 16th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
2:00PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
NUNSENSE II: THE SECOND COMING
The Milton Theatre
7:30PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Sunday, May 17th
NUNSENSE II: THE SECOND COMING
The Milton Theatre
2:00PM
Nunsense II takes place six weeks after the sisters have staged their first benefit. The sisters are back presenting a “thank-you” show for all the people who supported them in the past. But now, they’re a bit slicker, having been “bitten by the theater bug.” Things get off to a rousing start as the sisters sing Nunsense, the Magic Word, but before long. chaos erupts.
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
PSYCHIC MEDIUM: DEANNA FITZPATRICK
The Milton Theatre
7:00 p.m.
Deanna specializes in communicating with Spirits and creating memorable experiences for guests who attend her events. From live medium readings to psychic development workshops, Deanna uses her expertise to capture the audience’s attention and never let it go. Her passion for delivering messages from Spirit is clear as she exudes a genuine warmth and empathy from the stage.
Cash bar. Doors 6:00 p.m. 302.684.3038 MiltonTheatre.com.
Wednesday, May 20th
SHORTS FEST: FILM FESTIVAL
The Milton Theatre
7:30PM
Presented by Revival House, this event is a celebration of the region’s most talented filmmakers and the diverse world of independent cinema. The evening doesn’t end with the credits; stick around for an exclusive on-stage Q&A with the filmmakers. It’s a unique opportunity to hear the stories behind the scenes and learn about their cinematic journeys firsthand.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Thursday, May 21st
QUAYSIDE: LOWER CASE BLUES
The Milton Theatre
6:00 p.m.
The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Lower Case Blues is a jammin’ trio that plays a new fusion of old blues, funk, and rock! Since 2003, lOWER cASE bLUES has been giving Delaware and the tri-state area some of the best blends of blues and rock music.
Cash bar. Doors 5:00 p.m. 302.684.3038 MiltonTheatre.com
DRAW THE LINE – OFFICIALLY ENDORSED AEROSMITH TRIBUTE
The Milton Theatre
8:00 p.m.
It doesn’t get more authentic than this… period! Draw the Line – the “Officially Endorsed Aerosmith Tribute Show” – originating near Boston Massachusetts, the same as Aerosmith themselves. Established in 1991, Draw the Line has been touring for more than 30 years spanning the continental United States, Canada, Mexico, Central America, the Caribbean and Europe.
Cash bar. Doors 7:00 p.m. 302.684.3038 MiltonTheatre.com
Friday, May 22nd
COUNTRY QUEENS: A COUNTRY DRAG SHOW
The Milton Theatre
7:30PM
Get ready to trade your tractor for a tiara because Country Queens: A Country Drag Show is taking over the Milton Theatre! We are bringing the honky-tonk to the Main Stage with a spectacular fusion of high-energy drag performance and your all-time favorite country hits. Hosted by the incomparable Magnolia Applebottom, this night promises a rhinestone-studded celebration of country music’s biggest anthems.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Saturday, May 23rd
MAYHEM IN MAY: STAND-UP COMEDY
The Milton Theatre
7:30PM
As the flowers bloom and the days get brighter, we’re turning up the heat with a stand-up comedy showcase packed with sharp wit, bold punchlines, and some of the region’s funniest rising stars. It’s the perfect way to kick off the season—fresh laughs for a fresh month.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Sunday, May 24th
ANGRY YOUNG BAND: BILLY JOEL TRIBUTE
The Milton Theatre
3:00PM
Angry Young Band is a Philadelphia-based Billy Joel tribute performing energetic renditions of classic songs and fan favorites. Angry Young Band is a seven-piece high-energy band covering the Billy Joel catalog from Cold Spring Harbor through River of Dreams. Our shows mix deep cuts and fan favorites with everyone’s favorite chart-topping hits and classic songs.
Cash bar. Doors 2:00 p.m. 302.684.3038 MiltonTheatre.com.
ANGRY YOUNG BAND: BILLY JOEL TRIBUTE
The Milton Theatre
7:30PM
Angry Young Band is a Philadelphia-based Billy Joel tribute performing energetic renditions of classic songs and fan favorites. Angry Young Band is a seven-piece high-energy band covering the Billy Joel catalog from Cold Spring Harbor through River of Dreams. Our shows mix deep cuts and fan favorites with everyone’s favorite chart-topping hits and classic songs.
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Wednesday, May 27th
MOVIE MUSICALS: MUSICAL THEATRE ENSEMBLE SPRING SHOWCASE
The Milton Theatre
7:00PM
This session explores movie musicals, combining iconic songs, dynamic choreography, and ensemble storytelling inspired by the big screen! It’s a high-energy final showcase worthy of a movie finale!
Cash bar. Doors 6:00 p.m. 302.684.3038 MiltonTheatre.com.
Thursday, May 28th
QUAYSIDE: GIRLSROOM
The Milton Theatre
6:00PM
The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! GirlsRoom is an all female rock and roll band in Sussex County, Delaware. Featuring drummer Jill Brady, formerly of The Girlfriends, vocalist Barbara Phillips, bassist Terri Brady & guitarists Lois McDuffee and Glenda Diem.
Cash bar. Doors 5:00 p.m. 302.684.3038 MiltonTheatre.com
AWAKEN: YES TRIBUTE
The Milton Theatre
8:00 p.m.
AWAKEN is dedicated to performing Yes music the way you remember it! By combining elements from the original studio recordings along with the inspirational power of past live Yes performances, Awaken provides a truly authentic and dramatic musical experience that will impress even the most critical and passionate Yes fans.
Cash bar. Doors 7:00 p.m. 302.684.3038 MiltonTheatre.com
Friday, May 29th
MOVIE MUSICALS: MUSICAL THEATRE ENSEMBLE SPRING SHOWCASE
The Milton Theatre
7:00PM
This session explores movie musicals, combining iconic songs, dynamic choreography, and ensemble storytelling inspired by the big screen! It’s a high-energy final showcase worthy of a movie finale!
Cash bar. Doors 6:00 p.m. 302.684.3038 MiltonTheatre.com.
Saturday, May 30th
GILLIGAN YACHT ROCK
The Milton Theatre
7:30PM
Set sail on the sea of nostalgia with GILLIGAN YACHT ROCK!Playing the greatest hits from the 70s you forgot you loved from artists such as Christopher Cross, Michael McDonald, Orleans, Ambrosia, Linda Ronstadt, Gerry Rafferty, Toto and more!
Cash bar. Doors 6:30 p.m. 302.684.3038 MiltonTheatre.com.
Sunday, May 31st
KAREN HESTER AS DOLLY PARTON
The Milton Theatre
2:00PM
Back by popular demand, Karen Hester is one of the Milton Theatre’s MOST REQUESTED returning performers — a crowd favorite who never fails to bring joy, nostalgia, and unforgettable music to our stage. Don’t miss your chance to see her shine live!
Cash bar. Doors 1:00 p.m. 302.684.3038 MiltonTheatre.com.
KAREN HESTER AS DOLLY PARTON
The Milton Theatre
7:00PM
Back by popular demand, Karen Hester is one of the Milton Theatre’s MOST REQUESTED returning performers — a crowd favorite who never fails to bring joy, nostalgia, and unforgettable music to our stage. Don’t miss your chance to see her shine live!
Cash bar. Doors 6:00 p.m. 302.684.3038 MiltonTheatre.com.
For further information please check out https://www.miltontheatre.com/
