If you’re looking for rich, live-stage entertainment along Delaware’s coast this year-end, you’re in luck! 

From thrilling live musicals to comedy nights, drag shows to holiday specials, the region’s theaters are bustling with fresh, exciting productions. 

We’ve rounded up the venues and shows you’ll want to keep your eye on:

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Milton Theatre

Located in the heart of historic downtown Milton, the Milton Theatre is a beautifully restored venue with deep roots in the community. 

Originally built around 1910, the building has served many roles (movie house, basketball hall, fire station, social center) before becoming the vibrant live-performance hub it is today.

These are some of the upcoming shows that our team thinks should be highlighted at the Milton Theatre: 

The Rocky Horror Show: LIVE

This isn’t your typical theatre outing, you’ll join Brad and Janet on their wild journey into the world of Dr. Frank-N-Furter, complete with Time Warp dance-offs, audience participation, and a cast that thrives on theatrics. 

• Various dates and times. Check them out here! 

ADRENALIZE: The Ultimate Def Leppard Experience

Expect soaring guitar solos, thundering drums, and every anthem you know blasting through the venue. 

It’s loud, proud, and built for rock fans who want to feel like they’re front row at a stadium show.

• More details here!

Scott Keo ‑ #1 Michael Bublé Tribute Worldwide

A more refined evening awaits with Scott Keo channeling the smooth vocals and big-band charm of Michael Bublé, perfect for date night or jazz-lovers.

• More details here!

Jesse Garron’s Tribute to Elvis

Jesse Garron brings three generations of rock, gospel, and old-pop into one tribute show, backed by live musicians and female vocalists. 

If you’ve ever wished you could see Elvis live, this is the night that comes closest.

• More details here!

Joseph & the Amazing Technicolor Dreamcoat

This vibrant family-friendly musical spins the timeless Biblical story of Joseph, his eleven brothers, and the fabled coat of many colors into a dynamic, song-driven spectacle. 

• Various dates and times. Check them out here! 

Naughty or Nice: A Holiday Drag Show

Get ready for glamorous, cheeky holiday entertainment: “Naughty or Nice” brings festive flair, bold drag performances, and irreverent holiday humor to the stage. 

Hosted by Magnolia Applebottom and featuring Alondra Sanchez & BEV.

• More details here!

Sinatra’s Christmas with Tony Sands

An elegant holiday evening capturing the swagger and swing of the Rat Pack era, with Tony Sands channeling Frank Sinatra backed by a full band (Swingtopia).

• More details here!

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Clear Space Theatre

Located in Rehoboth Beach, Clear Space is a professional, year-round theatre company devoted to live performance and arts education. 

Their mission emphasizes memorable experiences that unite and enrich the community.

These are some of the upcoming shows that our team thinks should be highlighted at the Clear Space Theatre: 

Reefer Madness

This uproarious, over-the-top musical comedy parodies the 1936 propaganda film of the same name. 

Expect big laughs, camp theatricality, and a show that boldly mocks its own melodrama.

• Various dates and times. Check them out here! 

Annie

A fresh take on the beloved musical about young orphan Annie and her optimistic spirit. 

This production is part of the theatre’s youth-focused “Spotlight on Young Performers” program, making it both a community showcase and a heartwarming evening of classic theatre.

• Various dates and times. Check them out here! 

A Christmas Carol

This holiday production re-imagines the timeless Dickens classic, with music by Alan Menken and lyrics by Lynn Ahrens, bringing Ebenezer Scrooge’s journey through past, present, and future to vibrant life for the season.

• Various dates and times. Check them out here! 

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Dickens Parlour Theatre

This intimate 90-seat Victorian-styled theatre in Ocean View offers dinner-and-a-show style entertainment. 

Known especially for its magic performances, this venue adds charm and fun to its lineup.

These are some of the upcoming shows that our team thinks should be highlighted at Dickens Parlour Theatre: 

Chris Capehart Master Magician

Award-winning master magician Chris Capehart brings his celebrated illusions, comedic timing, and interactive magic to this intimate 90-seat Victorian-style dinner-and-show theatre. 

Known for dazzling close-up tricks and large-scale stage illusions, Capehart’s show is a must for magic lovers.

• More details here and here!

Dan Gaffney’s Mind Mysteries 

Interactive, mind-bending and full of surprise: Dan Gaffney takes the stage to reveal hidden thoughts, read minds and involve the audience in an immersive performance of mental magic.

 Ideal for an evening when you want to be wowed, and wonder how he did it.

• More details here!

Randy Forster Magic & Fun

Blending sleight-of-hand with comedic storytelling, Randy Forster delivers a show that’s full of charm, audience engagement, and fun.

• More details here!

Murder: Take Two! Ho Ho Ho!

A holiday-themed murder-mystery dinner-show combining festive fun with suspense: guests are invited to uncover clues, follow the plot, and be part of the action in this interactive theatrical experience.

• More details here!

Children’s Magic Show with Tom Foolery

Unlike other magic performances geared towards an older audience, in the event, even the youngest children may attend and experience the intrigue of Magic. 

• More details here!

Possum Point Players

A volunteer-driven community theatre based in Georgetown, Possum Point Players has been bringing musicals, dramas, comedies, and children’s productions to the region for decades.

These are some of the upcoming shows that our team thinks should be highlighted at the Possum Point Players theatre in Georgetown: 

The Best Christmas Pageant Ever

A community-theatre favorite, this holiday production transforms a humorous and heartwarming story about chaotic kids putting on a nativity pageant into a charming live show.

• Various dates and times. Check them out here! 

Are you planning to attend any of these upcoming shows?? Let us know in the comments & tell us how the production was!

Stay tuned and keep following the blog for the latest on Coastal Delaware events, news, show announcements and more theatre highlights. You won’t want to miss what’s coming next!