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Fall events in Rehoboth Beach

Everyone’s favorite summer destination keeps the party going

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Magnolia Applebottom at the Washington Blade’s Rehoboth Summer Closing Party held at Diego's Bar and Nightclub on Sept. 9. Diego’s and other venues have events scheduled throughout the fall. (Blade photo by Michael K. Lavers)

As falling temperatures and colorful leaves signal the end of another exciting Rehoboth summer, residents and visitors alike still have much to look forward to in a fall packed with events ranging from performances to parties and more. The Blade has compiled a list of key events in the beach resort this fall to help continue the summer fun into a new season.

SEPTEMBER

Sept. 15-20: Other Desert Cities takes to the stages of Clear Space Theatre Company, located at 20 Baltimore Ave. Performances are held on Thursday, Friday, and Saturday evenings, with an additional matinee performance at 2 p.m. on Sundays. Tickets range from $20 to $32, and can be purchased online.

Sept. 16: The George Michael Experience, hosted by Todd Alsup, brings back iconic songs and transforms them in the musical stylings of the New York-based singer and songwriter. Held from 8 to 10 p.m. at The Pines, located at 56 Baltimore Ave. Tickets can be purchased online.

Sept. 17: DJ Greggo will host an evening of music and excitement at Diego’s Bar & Nightclub, located at 37298 Rehoboth Ave, from 9:30 p.m. to 1:30 a.m.

Sept. 24: Riddic, a local DJ, will be performing at a night of fun in Diego’s from 9:30 p.m.-1:30 a.m.

Sept. 30: ‘90s Night at The Pines brings Mike Flanagan and Lisa Bello to the stage for a live performance and stroll down memory lane. Tickets can be purchased online.

Sundays: Drag Brunch at The Pines brings the weekend to a close as local talent and delicious food come together at 11:30 a.m. each week. Tickets to the event are $15.

Mondays: Flaming Pianos Prime Rib & Show offers an upscale dining experience at The Pines each week for $23.

Tuesdays: Bingo at Blue Moon, located at 35 Baltimore Ave., offers an opportunity for light-hearted fun with this drag recreation of a classic, old fashioned church game from 8 to 9:30 p.m.

Fridays: The Spotlight Show at Blue Moon combines good food with spectacular performances from local drag stars. Shows will be held at 7 and 9 p.m.

Saturdays: The Legends Show keeps the weekend busy at Blue Moon, incorporating a cast of celebrity impersonators into a wonderful live singing show held at 7 and 9 p.m.

Saturdays: A Night of Divas, hosted by Mona Lotts and Kristina Kelly each week at The Pines, is a hilarious comedy performance you won’t want to miss. Doors open at 8 p.m., and tickets can be purchased online.

OCTOBER

Oct. 7: Fall in Love with Seth Sikes at this nightclub performance hosted by The Pines, with doors opening at 7 p.m. and tickets available for purchase online.

Oct. 14 to Oct. 30: Little Shop of Horrors is presented by Clear Space Theatre Company. Performances take place Friday and Saturday evenings and Sunday afternoons, and tickets can be purchased online for $20 to $32.

Oct. 19: The Can’t Fool The Blues concert at The Pines is the best spot for a night of fun and dancing as the Rehoboth jazz band provides musical stylings that blend various genres. Doors open at 9 p.m.

Oct. 21: “Tucking Myself In,” a hilarious comedy show headlined by drag artist Ptown’s Paige Turner, will be the latest addition to the Rehoboth comedy scene. Doors open at 7 p.m., and tickets can be purchased online.

Oct. 28: Rocky Horror Picture Show will be played in an interactive viewing at The Pines, with doors opening at 8 p.m. Tickets cost $25 and can be purchased online.

NOVEMBER

Nov. 11 to 13: The Little Mermaid will be shown at Clear Space Theatre for just one weekend in this show spotlighting youth performers. Tickets can be purchased online for $20.

Nov. 25 to Dec. 18: Elf: The Musical will ring in the holiday season in this end-of-year musical performance at Clear Space Theatre. Tickets can be purchased online for $20 to $32.

Clear Space announces new season

Clear Space Theatre announced its upcoming season at its annual gala on Sunday night held at the Rehoboth Beach Country Club. Among next season’s shows are “The Spongebob Musical,” the beloved “Kinky Boots,” “Young Frankenstein,” “Jesus Christ Superstar,” “Godspell,” “Damn Yankees,” and an exclusive new work produced just for Clear Space by alumnus Wesley Cappiello slated for June. 

Dogfish Head brewery founder Sam Calagione and his wife Mariah were on hand at Sunday’s gala to accept an award for their support. The new Clear Space season kicks off in January with a production of Stephen King’s “Misery.”

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Photos

PHOTOS: ‘Studio 69’

Glitterati Productions hold party at Bunker

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'Studio 69' was held at Bunker on Friday. (Washington Blade photo by Michael Key)

Glitterati Productions held the “Studio 69” party at Bunker on Friday, May 8.

(Washington Blade photos by Michael Key)

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Arts & Entertainment

Washington Blade’s Pride on the Pier returns June 13 to kick off D.C. Pride week

Pride on the Pier officially launches Pride Week in D.C.

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The Washington Blade’s annual Pride on the Pier celebration returns to The Wharf on Saturday, June 13, 2026 from 4-9 p.m., bringing thousands of LGBTQ community members and allies together for an unforgettable waterfront celebration to kick off Pride week in Washington, D.C.

Now in its eighth year, Washington Blade Pride on the Pier extends the city’s annual celebration of LGBTQ visibility to the bustling Wharf waterfront with an exciting array of activities and entertainment for all ages. The District Pier will offer DJs, dancing, drag, and other entertainment. Alcoholic beverages will be available for purchase for those 21 and older.

“Pride on the Pier has become one of the signature moments of Pride in D.C.,” said Lynne Brown, publisher of the Washington Blade. “There’s nothing like watching our community come together on the waterfront with live music and incredible energy as we kick off Pride week.”

Pride on the Pier is free and open to the public, with VIP tickets available for exclusive pier access to the Dockmaster Building. To purchase VIP tickets visit www.prideonthepierdc.com/vip

Additional entertainment announcements, sponsor activations, and event details will be released in the coming weeks.

Event Details:

📍 Location: District Pier at The Wharf (101 District Sq SW, Washington, DC)
📅 Dates: Friday, 13, 2026 

⏱️ 4-9PM
🎟️ VIP Tickets: www.PrideOnThePierDC.com/VIP

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Theater

National tour of ‘Gatsby’ comes to National Theatre

Out actor Edward Staudenmayer talks playing the show’s gangster

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Edward Staudenmayer plays Meyer Wolfsheim in ‘The Great Gatsby.’ (Photo courtesy National Theatre)

‘The Great Gatsby’
May 12-24
The National Theatre
1321 Pennsylvania Ave., N.W.
$59-$196
Thenationaldc.com

Often dubbed “The Great American Novel” for its depiction of ambition and self-invention alongside the reversals of success, F. Scott Fitzgerald’s “The Great Gatsby” says it all in a fast read. 

Set against the excesses and energy of the Roaring Twenties, “The Great Gatsby,” novel and now the same-titled hit Broadway musical with a jazz/pop original score by Jason Howland and Nathan Tysen, tells the story of Nick Carraway and his friendship with Jay Gatsby, an enigmatic millionaire intent on reuniting with ex-lover, Daisy Buchanan. 

It was during a four-month 2025 run in Seoul, South Korea, that out actor Edward Staudenmayer first played the show’s heavy, Meyer Wolfsheim, a gangster who helped Gatsby make his murkily acquired fortune. As Meyer, Staudenmayer opens the second act with, appropriately enough, “Shady.”  

Now three months into a year-long North American tour, the show is poised to enjoy a brief run at Washington’s National Theatre (5/12-5/24). 

While putting on his eyeliner prior to a recent Wednesday matinee at Chicago’s Cadillac Palace Theatre, the upstate New York-based actor shared about Gatsby and a life in theater. 

WASHINGTON BLADE: Despite your good looks and terrific voice, you’re rarely the leading the man. How is that?

EDWARD STAUDENMAYER: I’m definitely a character man. I’ve been painting lines on my face to play old men since I was in high school. I was the youngest freshman in college playing old Uncle Sorin [in Chekhov’s “The Seagull”]. 

There have been many villains. Some darker than others. Meyer Wolfsheim is a very bad guy, but he doesn’t haunt me once I’m offstage. I play a lot of pickleball. 

BLADE: Is it true that like so many of Fitzgerald’s characters, Wolfsheim is famously based on someone the writer encountered in life. 

STAUDENMEYER: That’s true, Wolfsheim is pretty much a direct portrayal of real-life mobster and 1919 World Series fixer [Arnold Rothstein].

BLADE: When did the 1925 novel first surface on your radar? 

STAUDENMAYER: Like many of us, I was assigned “The Great Gatsby” in high school. It was short, and filled with sex and illicit activities. I thought it was great. Definitely wasn’t a Judy Blume novel. 

Interestingly, the book wasn’t originally a huge a success for Fitzgerald, but because it was about war and having the girl at home, they gave it to GIs leaving for WWII. After returning, a lot of those guys went on the GI Bill and became English teachers. They assigned the book to their students. 

BLADE The idea that the book’s first-person narrator, Nick Carraway, is gay and enamored with Jay Gatsby is long discussed among readers and scholars. Does the musical touch on that?

STAUDENMAYER: Yes, there’s conjecture about Jay and Nick, and it’s implied in our show. It’s also implied about Jordan Baker, Jay’s fleeting romantic interest. Ultimately, she’s a confirmed bachelor, and a professional golfer who only wears pants.  

Our performers are really good. Josh Grasso who plays Nick is fantastic. I’ve had to stop watching him in his last scene; it’s not good for Meyer Wolfsheim to take his curtain call crying. Our Gatsby, Jake David Smith, is good too. He’s gorgeous like Superman and sings like an angel. 

BLADE: Do you ever imagine backstory for your characters whose sexuality is undefined?

STAUDENMAYER: I do, but not with Wolfsheim. I don’t see it. I’m trying to be as butch as possible with this ruthless killer. 

BLADE: Have you had to do that in your career?

STAUDENMAYER: For a long time, I wore a mask to hide my gayness. I worked hard on being believable, that I was into the girl or that I was a tough guy. 

It’s a different world now, and it’s so refreshing to be around the younger actors today; they’re remarkably open and comfortable.

BLADE: What was your coming of age like?

STAUDENMAYER: I played high school football in Palm Springs [he chuckles, alluding to the arid gay mecca], and I was pretty good too. But much to the chagrin of my parents and coaches, I quit the team to act in our senior year play. My super butch dad played semi-pro football and he was an ex-cop. I’m named after him. While I didn’t become my dad, I’ve played him often on stage. He was a true Gaston [the bumptious rival in “Beauty and the Beast”]. And like Gaston, he used antlers in all his interior decorating. 

BLADE: Did he live to see your success in theater?

STAUDENMAYER: He did. Life was challenging growing up but the last 10 years of his life we couldn’t get off the phone with each other [his voice catches with emotion]. He accepted me entirely, and we became very close. 

BLADE: Looking ahead, is there a part you’d especially like to play?

STAUDENMAYER: Like all baritones I’d love to play Sondheim’s “Sweeney Todd.” I’ve come close but it hasn’t happened yet. There’s still time. 

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