It’s that magical time of year when spooky vibes meet coastal fun, Halloweekend is here! 

Whether you’re looking to dance the night away in costume, sip seasonal cocktails with friends, explore eerie tours, or enjoy local live music, there’s something for everyone happening from October 31st through November 2nd. 

Here’s your ultimate guide to making the most of your Halloween weekend in Coastal Delaware:

Día de los Muertos & Halloween Weekend at Big Chill Surf Cantina

This three-day celebration merges Halloween fun with Día de los Muertos flavour at the Big Chill Surf Cantina 

Expect cocktails, festive décor (think skulls, marigolds, surf-bar meeting tradition), and likely special menus and themed nights across the weekend. 

Great for groups wanting to unwind, dress up, and enjoy beachfront chill with a twist.

You can arrive early to get a patio spot, and dress up or bring a costume accessory to lean into the theme.

• Dates: October 31st to November 2nd
• Hours: 12pm-12am
• Address: 19406 Coastal Highway, Rehoboth Beach

Image Generated by AI

Halloween Party & Costume Contest at the Salted Rim

Head to The Salted Rim in Millville for one of the liveliest Halloween parties on the coast, it combines great drinks, upbeat music, and plenty of local energy for a night of dancing and fun. 

The highlight of the evening is the costume contest, where creativity truly shines, expect everything from spooky classics to over-the-top themed outfits.

With the bar decked out in Halloween decoration and the crowd fully in the spirit, it’s a can’t-miss stop for anyone looking to celebrate the holiday in style.

• Date: Friday, October 31st
• Hours: Starts at 9pm
• Address: 35553 Atlantic Avenue, Millville

Groovin' Fridays at Salted Vines 

For those who prefer a relaxed yet festive way to kick off Halloweekend, Salted Vines Vineyard & Winery in Frankford offers a cozy evening of live music and fine wine. 

Guests can settle into the beautiful outdoor setting, surrounded by the autumn landscape, while enjoying a lineup of talented local musicians. 

It’s a laid-back atmosphere where friends can sip seasonal vintages, share a charcuterie board, and take in the warm, rustic vibe.

• Date: Friday, October 31st
• Hours: 5-8pm
• Address: 32512 Blackwater Road, Frankford

Silent Disco at Lefty’s Alley & Eats

Lefty’s Alley & Eats brings something different to the Halloween lineup with its high-energy Silent Disco. 

Guests wear wireless headphones and choose between different music channels spun by live DJs, creating a dance floor where everyone moves to their own beat. 

The mix of colorful lights, glowing headphones, and Halloween costumes adds to the vibrant, surreal atmosphere. 

• Date: Friday, October 31st
• Hours: 8-11pm
• Address: 36450 Plaza Boulevard, Lewes
• Cost: $15

Image Generated by AI

Mama's Black Sheep with Sweet Leda Duo and Colleen Clark Halloween Party

The Listening Booth in Lewes will be buzzing with energy as Mama’s Black Sheep, Sweet Leda Duo, and Colleen Clark come together for a special Halloween performance. 

This show blends soulful vocals, rock-inspired energy, and a festive spirit that’s perfect for the season. 

Attendees will experience a mix of original songs, crowd favorites, and plenty of audience interaction. 

Costumes are encouraged, and the intimate setting of The Listening Booth makes for an unforgettable live music experience.

• Date: Friday, October 31st
• Hours: 8-10:30pm
• Address: 18388 Coastal Highway #11, Lewes
• Cost: $25-$50

Purple Parrot Halloween Party

The Purple Parrot in Rehoboth Beach is known for throwing one of the most fun and eccentric Halloween parties in town. 

With its lively beach-town crowd, funky atmosphere, and energetic music, the event attracts locals and visitors ready to celebrate into the night. 

Expect creative costumes, themed cocktails, and plenty of dancing in this iconic Rehoboth hotspot. 

The vibe is inclusive, welcoming, and a little wild, exactly what you want from a Halloween weekend bash by the beach.

• Date: Friday, October 31st
• Hours: Starts at 9pm
• Address: 134 Rehoboth Avenue, Rehoboth Beach

Image Generated by AI

Spooky Lighthouse Tour 

This is a boat-based evening tour led by Cape Water Tours, departing from Lewes to the historic 1885 lighthouse. 

Guests hear stories of shipwrecks, legends and ghostly happenings once inside the lighthouse.

The tour includes a round-trip boat ride, interior lighthouse exploration and period dress “characters” narrating haunted lore. 

Good for spooky-history enthusiasts or couples wanting a slightly more atmospheric, less party-centric evening.

• Dates: October 31st & November 1st
• Hours: 6-7:30pm
• Address: 43 Cape Henlopen Drive, Lewes
• Cost: $50

Live Music at Bluecoast Rehoboth

Spend your Saturday evening unwinding with live music and coastal cuisine at Bluecoast Rehoboth. 

The restaurant’s relaxed atmosphere, paired with great food and talented local performers, makes it an ideal stop for anyone looking to enjoy the weekend without the Halloween chaos. 

Guests can enjoy cocktails or wine on the patio while listening to acoustic sets that complement the laid-back, seaside setting. 

It’s a great spot for couples, families, or anyone who appreciates good food and live entertainment.

• Date: Saturday, November 1st
• Hours: 4-7pm
• Address: 30115 Veterans Way, Rehoboth Beach

Don’t Tell Comedy

For something completely different, Don’t Tell Comedy offers a secret pop-up show in Rehoboth Beach featuring stand-up comedians from around the country. 

The twist? The location is revealed only to ticket holders on the day of the event, adding an element of surprise and exclusivity. 

Each show is set in a unique venue, from cozy backyards to art studios, creating an intimate experience with big laughs. 

• Date: Saturday, November 1st
• Hours: Doors open at 7pm
• Address: Secret location in Rehoboth Beach
• Cost: $27

Image Generated by AI

Holiday Fair at Rehoboth Art League

The Rehoboth Art League’s Holiday Fair marks the start of the festive season with two days of art, crafts, and holiday cheer. 

Local and regional artists fill the historic Henlopen Acres campus with handmade jewelry, pottery, paintings, and seasonal decoration. 

Visitors can browse for one-of-a-kind gifts while enjoying live music, food vendors, and the charming garden setting. 

• Date: November 1st & 2nd
• Hours: 10am-4pm
• Address: 12 Dodds Lane, Rehoboth Beach
• Cost: $5

Dan Bern with Cecilia Grace at The Listening Booth

Close out the weekend on a high note with an evening of live music featuring singer-songwriter Dan Bern, joined by Cecilia Grace, at The Listening Booth in Lewes. 

Known for his sharp lyrics and engaging storytelling, Bern brings a mix of folk and rock influences that pair perfectly with Grace’s soulful vocals. 

The cozy venue provides an intimate listening experience where every song feels personal. 

It’s the perfect Sunday night show for music lovers ready to unwind after a packed Halloween weekend.

• Date: Sunday, November 2nd
• Hours: 6-8:30pm
• Address: 18388 Coastal Highway #11, Lewes
• Cost: $25-$50

What are your Halloweekend plans? Tell us in the comments below, or follow along for more local event updates!