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The Most Stylish & Glamorous Halloween Parties and Events to Experience This Year

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit Canva

From trendy rooftops to glamorous masquerades, discover luxury hotels and nightlife hotspots that are redefining spooky season. Whether you’re sipping craft cocktails beneath desert stars, stepping into a haunted fine-dining fantasy, or dancing the night away with skyline views, these chic celebrations prove that Halloween can be as fashionable as it is frightful. From Los Angeles and Miami to Scottsdale, Denver, Nashville, and beyond, here are several stylish and glamorous Halloween parties and events to experience this year (and will definitely inspire you to book a getaway).

This fall, creativity takes center stage as Greater Miami and Miami Beach unveil Fall for the Arts, a three-month cultural celebration showcasing the region’s thriving artistic pulse. From October 1 through December 7, 2025, the Greater Miami Convention & Visitors Bureau (GMCVB) invites visitors and locals alike to immerse themselves in the city’s most dynamic season yet, where world-class art, music, performance, and community come together beneath the South Florida sun. “Every fall, the world’s attention turns to Greater Miami and Miami Beach for artistic inspiration,” shares David Whitaker, President & CEO of the GMCVB. “Our stages, museums, neighborhoods, and even our shorelines become platforms for some of the boldest artistic expressions anywhere.” Since Art Basel Miami Beach first arrived in 2002, Miami has redefined itself as one of the world’s most influential cultural capitals. Home to 23 museums, hundreds of galleries, and an ever-growing landscape of public art, the city thrives at the intersection of innovation and diversity. Fall for the Arts 2025 builds on this foundation, linking the fall’s vibrant programming to December’s globally renowned Miami Art Week. Across the region, from symphony halls to open-air promenades and even beneath the waves, creativity flourishes. The season highlights both international collaborations and the local voices that give Miami its distinctive rhythm. To inspire you to explore Miami's artistic and cultural experiences this season, the upcoming calendar is filled with events that transcend boundaries of genre and geography: Art Deco Alive! (Oct 8 – 12): Marking 100 years of Miami Beach’s iconic Art Deco design, this dual-city exhibition with Mumbai bridges continents through architecture and style. III Points Music Festival (Oct 17 – 18): A genre-bending fusion of underground music, art, and technology set in Mana Wynwood. Miami Film Festival GEMS (Oct 29 – Nov 5): Curated cinematic gems from around the world, serving as a preview to the Miami Film Festival. The ReefLine Launch (October): A visionary seven-mile underwater sculpture park that merges art, science, and marine conservation. Doral International Art Fair (Nov 6 – 9): A four-day showcase of global art and multicultural exchange. No Vacancy Miami Beach (Nov 13 – Dec 20): A hotel-based art program where local artists transform iconic hotels into living galleries. Miami Book Fair (Nov 16 – 23): Over 400 authors converge for one of the nation’s most celebrated literary events. Art of Black Miami (Nov 30 – Dec 7): A citywide tribute to artists of the African diaspora, celebrating cultural heritage and creative innovation. Miami Beach Classical Music Festival – Holiday Festival of Lights: A visual-symphonic spectacle illuminating Ocean Drive. Miami City Ballet’s 40th Anniversary Season: Artistic Director Gonzalo Garcia presents a landmark program honoring four decades of excellence. Wynwood Walls – Beyond: Echoes of a Borderless Life (through Nov 16): Dual solo exhibitions from renowned street artists Millo and Seth, exploring connection and empathy through site-specific works. Supporting events, from the Miami Beach Culture Crawl to anniversary seasons at the Adrienne Arsht Center and Actors’ Playhouse, ensure there’s inspiration at every corner of the city. At the heart of Miami Art Week 2025, Lincoln Road once again transforms into an open-air museum and cultural promenade, featuring 14 public art installations that embody Miami Beach’s bold, joyful spirit. French artist Philippe Katerine headlines the lineup with Mr. Pink Takes Flight (“Monsieur Rose s’envole”); six playful, bubblegum-pink inflatables and sculptures soaring between 12 and 20 feet high. Produced by EXMURO (Quebec City) and rentingART (Paris), these larger-than-life figures embody Katerine’s signature “Mignonisme” (“Cuteism”), which celebrates the transformative power of joy and tenderness. “Mr. Pink was created to bring humor, tenderness and joy into everyday life,” Katerine says. “He embodies my vision of turning rooftops and sidewalks into places of wonder.” Winner of Lincoln Road’s inaugural Call to Artists, Miami-based Colombian artist Oscar Esteban Martinez presents La Herencia Viva (“The Living Heritage”), a mirrored sculpture exploring identity and belonging through fragmented human forms. Its reflective surfaces invite visitors to see themselves as part of Miami’s collective story literally. Returning to the promenade, acclaimed Brazilian-American artist Rubem Robierb presents two interactive sculptures that celebrate resilience and rebirth. Dream Machine invites guests to stand between wings symbolizing hope, while Empower Flower reimagines the White Lotus as a universal emblem of feminine strength. Beloved international duo Gillie and Marc return with The Wild Couch Party: a 40-foot-long bronze installation featuring 12 endangered animals gathered alongside their signature characters, Dogman and Rabbitwoman. Additional works like Watch Out for Paparazzi Dog and Paparazzi Rabbit extend their mission to raise awareness for wildlife conservation through accessible public art. “Lincoln Road has long been a place where culture, commerce, and creativity intersect,” notes Lyle Stern, President of the Lincoln Road Business Improvement District. “Our commitment to public art is at the heart of that vision.” Galleries, Performances & Local Talent Beyond its monumental sculptures, Lincoln Road boasts nine boutique galleries showcasing photography, painting, and mixed media from local and international artists. The monthly Lincoln Road Art Walk welcomes visitors to explore new exhibitions every third Thursday, while venues like the New World Center and Colony Theatre anchor the district’s performing arts scene. This October, the contemporary gallery Dolly and Oz Presents will debut photographer Lyall Aston’s first solo exhibition, Here You Go (October 8 – November 16). The cinematic series is a deeply personal reflection on memory and movement. Guests can join the artist for an intimate talk during a special Wine Down Sunday event on October 19. From immersive underwater installations to open-air art walks and world-class ballet performances, Fall for the Arts 2025 invites the world to see Miami anew: vibrant, visionary, and unapologetically creative. For those drawn to beauty, innovation, and connection, this is the season to fall for the arts. To learn more about where to stay and what to do in Miami, check out this in-depth luxury travel guide from Inspirations & Celebrations.

Skybar at Mondrian Los Angeles: 11th Annual Halloween Party

Where: Mondrian Los Angeles, West Hollywood, CA

When: Friday, October 31, 2025

Perched high above the Sunset Strip, the 11th Annual Halloween Party at Skybar brings back the kind of electric glamour only L.A. can deliver. Step into a night dripping in style as Hollywood’s most beautiful crowd descends upon this iconic poolside venue for deep-house beats, dazzling costumes, and immersive décor that transforms the rooftop into a sultry den of mystery. With a legacy that includes performances by Diplo and John Legend, Skybar’s Halloween tradition continues to define modern nightlife. Expect to see and be seen, because this is where spooky meets star power.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaDelilah Miami: Great Gatsby Halloween

Where: Delilah Miami, Miami, FL

When: Friday, October 31, 2025

At Delilah’s Great Gatsby Halloween, you’ll trade your modern wardrobe for flapper sequins and Art Deco decadence. This celebrity-loved supper club, famed for its 1920s glamour and Michelin-caliber fare, sets the stage for a night of eerie opulence. Imagine sipping champagne beneath chandeliers, dancing to a live jazz band, and indulging in tableside A5 Miyazaki steak, all while surrounded by Miami’s chicest crowd. It’s indulgent, cinematic, and designed for those who appreciate a Halloween that feels more Gatsby’s mansion than neighborhood haunt.

The Brown Palace: Gilded Masquerade Ball

Where: The Brown Palace Hotel & Spa, Denver, CO

When: Friday, October 31, 2025

Old-world elegance meets All Hallows’ Eve at The Gilded Masquerade Ball inside Denver’s iconic Brown Palace. You’ll enter beneath the hotel’s glittering atrium and sip handcrafted cocktails as a live orchestra fills the marble halls. Guests masked and clad in black tie swirl across the dance floor, channeling the grandeur of a bygone era. It’s equal parts haunting and hypnotic, a sophisticated evening where every glance behind a mask feels like a secret worth keeping.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaMohegan Sun: Spookeasy Pop-Up Bar

Where: Mohegan Sun, Uncasville, CT

When: October 2 – November 2, 2025

This fall, one of America’s top luxury resorts invites you to slip into the shadows at the Spookeasy Pop-Up Bar. Nestled inside Mohegan Sun’s Sky Tower Lobby, this hauntingly chic cocktail hideaway pours handcrafted Halloween drinks, from smoky margaritas to frozen caramel apple cider, alongside private barrel spirits and “Hallo-wines.” With decadent candied apples, eerie lighting, and live entertainment, it’s more than a pop-up; it’s a destination. Perfect for a long weekend escape from New York or Boston, this stylish haunt is the cocktail lover’s Halloween dream.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaHotel Effie Sandestin: Escape to Wonderland: A Twisted Tea Party

Where: Ara Rooftop Pool & Lounge, Sandestin, FL

When: Friday, October 31, 2025

At Escape to Wonderland: A Twisted Tea Party, you’ll tumble down the rabbit hole into an enchanting Halloween world perched high above the Emerald Coast. Hotel Effie’s sleek rooftop transforms into a glowing dreamscape filled with whimsical décor, signature cocktails, and live DJ sets. Sip your “welcome potion,” snack on tea-party bites, and strut your best costume for a Queen of Hearts–worthy contest. With skyline views and luxe vibes, this rooftop soirée feels straight out of a fantasy, only with a lot more champagne.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaHarriet’s Rooftop at 1 Hotel Nashville: Hallows-Faire at Harriet’s

Where: 1 Hotel Nashville, Nashville, TN

When: Friday, October 31, 2025

When the clock strikes midnight at Hallows-Faire at Harriet’s, the veil between worlds lifts, and the city’s chicest rooftop becomes a hauntingly beautiful playground. Expect gothic glamour, mystical performances, and live soundscapes that pulse through the night sky. Every hour, new spirits appear, summoning you deeper into this fever-dream celebration. With its candlelit elegance and eco-luxury setting, Harriet’s delivers a Halloween experience that’s both cinematic and wildly cool.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaClaudine: Halloween at Claudine

Where: Claudine Restaurant, Providence, RI

When: Friday, October 31, 2025

At Halloween at Claudine, the lines between fine dining and theater blur in the most delicious way. Michelin-trained chefs Josh Finger and Maggie McConnell craft a ten-course, whole-animal tasting menu designed to surprise, delight, and slightly unnerve. The evening begins with champagne and canapés, followed by an indulgent dinner that celebrates the macabre through flavor and artistry. It’s an unforgettable culinary performance; eerie, elegant, and utterly exclusive.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaThe Phoenician Resort: A Wicked Affair at The Thirsty Camel

Where: The Phoenician Resort, Scottsdale, AZ

When: Friday, October 31, 2025

Desert nights don’t get more spellbinding than A Wicked Affair at The Thirsty Camel. Beneath Camelback Mountain, this AAA Five Diamond resort invites you to sip handcrafted cocktails beside fire pits as live music and tarot readings set the mood. Dress to enchant; costume contests, mystical photo ops, and a touch of desert glamour make this the perfect mix of sophistication and sorcery. Scottsdale’s luxury scene has never looked so hauntingly good.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaArlo Williamsburg: As Above So Below

Where: Arlo Williamsburg, Brooklyn, NY

When: Friday, October 31, 2025

Brooklyn’s most stylish hotel gets wickedly wild at As Above So Below, a two-night Halloween takeover at Arlo Williamsburg. Three floors of immersive décor, DJ sets, and live entertainment transform this boutique property into an urban labyrinth of light and sound. From rooftop beats to hidden bars, it’s a playground for the effortlessly cool, and a reminder that New York still throws some of the best parties in the world.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaPlant Riverside District: Dark Side of Electric Moon

Where: Electric Moon Skytop Lounge, Savannah, GA

When: Friday, October 31, 2025

Savannah’s most haunted city vibes meet rooftop nightlife chic at Dark Side of Electric Moon. Dance beneath the moonlight as top DJs spin into the night, sip cosmic-inspired cocktails, and compete in a costume contest that draws the city’s most creative looks. With skyline views of the Hostess City and a setting that pulses with electric energy, this party captures everything you love about Halloween, but makes it luxurious.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaArlo NoMad: The Haunted Library

Where: Arlo NoMad, New York, NY

When: Friday, October 31, 2025

If dark academia had a nightlife scene, it would look like The Haunted Library at Arlo NoMad. Step into the hotel’s candlelit studio spaces and terrace for an evening of tarot readings, spirit tastings, and moody music. Between the Diageo welcome cocktails, elegant bites, and spine-tingling décor, you’ll find yourself immersed in a world that’s equal parts stylish and supernatural. This is Halloween for the intellectually chic.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaVASO Rooftop Lounge: Wicked Wonderland Bash

Where: VASO Rooftop Lounge, Dublin, OH

When: Friday, October 31, 2025

At Wicked Wonderland Bash, VASO’s sleek rooftop transforms into a surreal celebration filled with skyline views, craft cocktails, and live music. You’ll sip Watershed Distillery creations while dancing under the stars at one of America’s best-rated rooftop lounges. Add in a costume contest, playful décor, and a sophisticated crowd, and you’ve got a Halloween party that’s as Instagram-worthy as it is unforgettable.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaJ. Rieger & Co. Distillery: Terror at Electric Park

Where: J. Rieger & Co. Distillery, Kansas City, MO

When: Saturday, October 25, 2025

If your Halloween style leans toward industrial-cool, Terror at Electric Park delivers. This historic distillery transforms into a haunted carnival filled with live DJs, magic shows, tarot readings, and craft cocktails that pack a punch. Whether you’re dancing beneath the neon lights or daring the slime pits, this immersive bash proves Kansas City knows how to throw a spooky-chic soirée with just the right edge.

The Most Stylish & Extravagant Halloween Parties and Events to Experience This Year - Image credit CanvaHQO Waterside Events: Nightmare in Navy Yard

Where: HQO Waterside, Washington, D.C.

When: Saturday, October 26, 2025

Washington’s biggest Halloween pop-up returns with the 6th Annual Nightmare in Navy Yard, an immersive bash spanning multiple dance floors, themed cocktails, and a MetaQuest paranormal VR experience. You’ll find yourself surrounded by animatronic ghouls, glowing installations, and a stylish D.C. crowd ready to party well past midnight. Equal parts epic and eerie, this is the capital’s most high-energy Halloween event, and it’s definitely worth dressing up for.

Delilah’s Masquerade Halloween Party

Where: Delilah, West Hollywood, CA

When: Friday, October 31, 2025

The festivities continue with Delilah’s Masquerade Halloween Party with special guest and LA it-girl Amanda McCants. Enjoy drink specials in your best masquerade style with Halloween tunes performed by The Delilah Band.

Keys Halloween Carnival

Where: Keys, West Hollywood, CA

When: Friday, October 31, 2025

Keys will be buzzing all weekend long with the Keys Halloween Carnival from Thursday through Sunday. Join for the main event on Friday with headliner KAYTRANADA, the DJ who has quickly risen to fame with a cult following – now on tour with Justice – and support by KITTY CA$H. Beyond all that, enjoy a hosted bar, fun people, and good vibes all night long.

Whether you’re craving old-Hollywood glamour in Los Angeles, rooftop revelry in Miami, or culinary theatrics in New England, these events prove Halloween isn’t just for trick-or-treaters; it’s for travelers and event enthusiasts who love a touch of dark luxury. Pack your costume, book the room, and prepare to make this Halloween your most stylish one yet.

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