October 23rd-25th: Your Weekend Guide in Coastal Delaware

Coastal Delaware has another exciting October weekend ahead! 

From the famous Sea Witch Festival and spooky ghost tours to costume parties, live performances, and family-friendly fall activities, plenty is happening around the beach towns. 

Whether you're looking for a good scare or a fun way to spend time with friends and family, here's what's going on around Coastal Delaware this weekend:

Sea Witch Festival

One of Coastal Delaware's biggest fall traditions is back for its 36th year! 

The Sea Witch Festival brings Halloween fun to downtown Rehoboth Beach with its famous Costume Parade along Rehoboth Avenue, followed by a costumed dog parade. 

Throughout the festival, you'll also find costume contests, artisan markets, live music, magic shows, hayrides, beach games, trick-or-treating, and the popular Sea Witch Hunt. 

With activities spread throughout downtown, there's plenty for the whole family to enjoy.

Hedwig and the Angry Inch at Milton Theatre

The cult classic rock musical Hedwig and the Angry Inch takes over the Milton Theatre with a powerful mix of live rock music, sharp humor, and emotional storytelling. 

Follow Hedwig Schmidt, an East German singer whose complicated journey takes her from East Berlin to America, through heartbreak, betrayal, and a search for identity. 

Backed by her band, The Angry Inch, Hedwig tells her story through energetic rock anthems, heartfelt ballads, and hilarious monologues. 

Written by John Cameron Mitchell with music and lyrics by Stephen Trask, this award-winning musical has become a favorite among theater and rock fans.

  • Date: October 23rd-25th
  • Hours: 2pm & 7:30pm
  • Location: 110 Union Street, Milton

Lewes History Highlights Walking Tour at the Historic Lewes Town Campus

Want to learn more about Lewes without spending hours on a history tour? 

This guided walking experience explores some of the key moments in the town's more than 300-year history, sharing the stories that helped shape the First Town in the First State. 

The route covers approximately 1.3 miles through downtown Lewes, beginning at the historic Sussex Tavern. 

  • Date: October 23rd & 24th
  • Time: 11am
  • Location: 110 Shipcarpenter Street, Lewes

Ghostship Overfalls

The historic Lightship Overfalls is getting a haunted makeover! 

Ghostship Overfalls transforms the National Historic Landmark into an eerie experience filled with live actors, professional theatrical props, and paranormal storytelling. 

Inspired in part by reports of unexplained activity aboard the ship, the attraction focuses on creating a mysterious atmosphere rather than traditional jump scares. 

Each visit lasts approximately 15 minutes, and proceeds support the preservation of the vessel, including much-needed dredging, hull inspections, and repairs. 

Advance tickets are recommended, as walk-up admission is only available if spaces remain.

  • Date: October 23rd & 24th
  • Various hours
  • Location: 219 Pilottown Road, Lewes

Full Moon Party x Decade 80 at Big Chill Beach Club

Big Chill Beach Club is celebrating its closing weekend with a Full Moon Party featuring live music from Decade 80.

The band will take over the Sunset Lounge with some of the biggest hits of the 1980s, bringing plenty of nostalgic favorites to sing and dance along to. 

It's a chance to enjoy one more night of music and beach club fun before Big Chill wraps up another season.

  • Date: Friday, October 23rd
  • Hours: 6pm-9pm
  • Location: 27099 Coastal Highway, Bethany Beach

Emily Yahr “Taylor Swift: The Debut Years” at Browseabout Books

Swifties, this one's for you! 

Browseabout Books is welcoming Washington Post pop culture reporter Emily Yahr, author of Taylor Swift: The Debut Years, for a special book signing. 

Her book explores Taylor Swift's early years in Nashville, from writing songs alongside industry veterans as a teenager to leaving RCA Records and taking a chance on a small, unproven label. 

Featuring previously unpublished interviews and behind-the-scenes stories from collaborators and music executives, it offers a closer look at the decisions, relationships, and experiences that shaped Swift's rise to superstardom.

  • Date: Friday, October 23rd
  • Hours: 1:30pm -3:30pm
  • Location: 133 Rehoboth Avenue, Rehoboth Beach

Maple Spiced Rum Release at Milton Brewery and Brewings & Eats

Dogfish Head is bringing some fall flavor to its spirits lineup with the release of Maple Spiced Rum.

This barrel-aged rum has a 40% ABV and combines a touch of New England maple syrup with a blend of warming spices. 

It's designed for mixing into seasonal cocktails like hot toddies, holiday punch, and eggnog, but also works as an after-dinner drink. 

The new release will be available exclusively at Dogfish Head's Milton Brewery and Rehoboth EmPOURium.

  • Date: Friday, October 23rd
  • Time: Starting at 12pm
  • Locations: 6 Cannery Village, Milton & 320 Rehoboth Avenue, Rehoboth Beach

Wicked Brew Bash at Schellville

Schellville is hosting a Halloween-themed beer and wine festival, and costumes are highly encouraged.

Wicked Brew Bash features unlimited tastings from local and regional breweries and wineries, along with live music from Kenny and the Small Things. 

Food trucks and artisan shops will also be open for anyone looking to grab a bite or browse local goods. 

This is strictly a 21+ event, with no exceptions, and free designated driver tickets are available for guests who won't be drinking. 

Ticket proceeds help support Schellville's free Christmas season celebration.

  • Date: Saturday, October 24th
  • Hours: 5pm-8pm
  • Location: 36470 Seaside Outlet Drive, Rehoboth Beach

Pumpkinfest on the Broadkill at the Milton Fire Department

Milton is welcoming its first annual Pumpkinfest on the Broadkill with a celebration full of seasonal treats and family activities. 

Hosted at the Milton Fire Department, the event will feature more than 50 local vendors, a petting zoo, pumpkin painting, pumpkin treats, and apple cider donuts. 

It's also an opportunity to show some support for Milton's local fire department while enjoying a little fall fun.

  • Date: Saturday, October 24th
  • Hours: 10am-3pm
  • Location: 116 Front Street, Milton

Don’t Tell Comedy

What makes Don't Tell Comedy different? You won't know exactly where you're going or who's performing until the show! 

The event brings together a surprise lineup of four to seven comedians, featuring a mix of emerging talent, local performers, and nationally touring comics. 

This particular show will take place outdoors at a local business, with the exact location revealed to ticket holders on the day of the event. 

Chairs will be provided, food and drinks will be available for purchase, and admission is restricted to guests ages 21 and older.

  • Date: Saturday, October 24th
  • Time: Doors open at 7pm
  • Location: Local Business in Rehoboth Beach

Wags, Witches & Warlocks

Downtown Bethany Beach is getting into the Halloween spirit with Wags, Witches & Warlocks, a celebration featuring costumes, pets, and plenty of family activities! 

The festivities include puppy yoga, a Halloween parade along Garfield Parkway, trick-or-treating at participating businesses, crafts, raffle prizes, and pet adoptions. 

There's also a costume contest with categories like Funniest, Scariest, Cutest, Best with a Pet, Best Family, Best Pet, and Most Original. 

Proceeds benefit the Brandywine Valley SPCA.

  • Date: Saturday, October 24th
  • Time: Starting at 8pm
  • Various locations

Halloween Brunch Club at Crust & Craft

Crust & Craft is putting a Halloween twist on brunch with a special menu, music from DJ ZIP, and some seriously tempting seasonal dishes. 

Try the $18 Black Magic Benedict with pork shoulder carnitas, poached eggs, and black garlic hollandaise, or the $22 Vampire Shrimp & Grits featuring blackened shrimp and tomato garlic sauce. 

Other options include Witch's Garden Hash with roasted butternut squash, Pumpkin & Sage Croque Monsieur, and Dark Chocolate Orange Pancakes topped with mascarpone and chocolate ganache. 

You can also build your own brunch cocktail at the $5 Bloody Mary and Mimosa Bar.

  • Date: Sunday, October 25th
  • Hours: 10am-2pm
  • Location: 18701 Coastal Highway, Rehoboth Beach

Spooktacular at Schellville

Bring the kids in their favorite Halloween costumes for Schellville's annual Spooktacular celebration! 

The family-friendly event includes trick-or-treating hosted by local businesses, pumpkin decorating, character appearances, balloon twisting, bounce houses, and an obstacle course. 

Kids can also ride the Schellville Express, explore the sled hill and snow zone, or visit the skating rink. Food trucks, snack shacks, and local breweries will be available throughout the event. 

  • Date: Sunday, October 25th
  • Hours: 5pm-8pm
  • Location: 36470 Seaside Outlet Drive, Rehoboth Beach

Lewes Legends Evening Walking Tour at the Historic Lewes Town Campus

Lewes has more than 300 years of history, and some of its stories are a little unsettling. 

The Lewes Legends Evening Walking Tour explores the town's mysterious past, including tales surrounding its founding in 1631, the destruction of its early settlement, and the unknown sailors' cemetery near the Cape May-Lewes Ferry. 

You'll also hear about strange happenings connected to historic landmarks like the Ryves Holt House and the Cannonball House, considered one of Delaware's most haunted places. 

The guided walk lasts approximately 90 minutes, and children ages 7 and under are strongly discouraged from attending due to the eerie subject matter.

  • Date: Sunday, October 25th
  • Time: 6pm
  • Location: 110 Shipcarpenter Street, Lewes

Sip & Shop at Salted Vines

A little wine and some local shopping sound like a good combination.

Salted Vines Vineyard & Winery is hosting its Sip & Shop event, where you can browse a curated selection of small businesses while enjoying your favorite wines. 

Vendors will offer handmade goods, artisan products, unique gifts, and other locally made finds. 

Wine and other beverages will be available for purchase, making it a relaxed way to support local makers while spending some time at the vineyard.

  • Date: Sunday, October 25th
  • Hours: 11am-3pm
  • Location: 32512 Blackwater Road, Frankford

For more weekend events, local news, and things to do around Coastal Delaware, keep following our blog!

Have any questions about our blog(s), the Coastal Delaware real estate market, or local life in our beautiful beach towns? Do you think there is something we should write about? Did you see an event coming up that we should know about? Shoot us an email at [email protected] or give us a call at (302) 212-0074. We would love to hear from you!

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