Miami/ Fun & Entertainment

Hollyweird Halloween Takes Over Downtown Hollywood With $10,000 in Costume Prizes

AI Assisted Icon
Published on October 22, 2026
Hollyweird Halloween Takes Over Downtown Hollywood With $10,000 in Costume PrizesArtsPark at Young Circle — Approximate Site of Family Boo Bash
Google Street View

Downtown Hollywood turns into one giant costume party this Saturday as Hollyweird Halloween takes over Hollywood Boulevard between 19th and 20th avenues from 6 p.m. to 2 a.m. The free, adult-oriented block party promises drink specials, three live music stages and more than $10,000 up for grabs across five separate costume contests.

According to Axios, Hollyweird has grown into Hollywood's annual adult Halloween block party and one of South Florida's biggest Halloween events, drawing crowds to the downtown strip for a full night of music, drinks and dress-up competition. The event listing on Audacy describes it as an annual Halloween bash bringing together costume contests, live music, street performers, food trucks and spooky surprises, running from 6 p.m. to 2 a.m. on Saturday.

Hollyweird is an annual adult Halloween block party in downtown Hollywood.

Five Contests, One Long Night of Costumes

Per Axios, this year's lineup includes five costume contests spread across the night: group costumes at 11:15 p.m., couples at 11:45 p.m., scariest at 12:15 a.m., weirdest or most unique at 12:45 a.m., and best overall capping things off at 1:30 a.m. The festival's own site notes the adult costume contest stage sits about halfway between 19th and 20th avenues, with multiple live music stages featuring DJs and bands, per Hollyweird's festival website.

For anyone bringing kids, the festival's site notes a separate children's costume contest stage located on 20th Avenue next to Anniversary Park inside a dedicated Kids' Zone. But the bulk of Saturday night's programming, including the drink specials and late-night contests, is geared toward grown-ups out on the boulevard.

Families Have Their Own Night at ArtsPark

If the kids want in on the Halloween spirit without the late-night adult scene, Axios reports that Boo Bash takes over ArtsPark on Friday night, featuring kids activities, music, a costume fashion show and a free movie. The city's event page for Boo Bash describes activities starting at 5 p.m. with music and kids activities, a costume fashion show at 7 p.m. and a movie night at 8 p.m., with free attendance and food available for purchase.

Parking and Getting Downtown

Axios reports that downtown Hollywood is expected to fill up fast Saturday night, so planning ahead for parking matters. Street parking runs $1.50 per hour, while the Van Buren, Radius and University Station garages along with the Taylor Street lot offer flat-rate parking at $10, per Axios. For a free option, City Hall Circle offers free parking along with a free shuttle that ferries visitors straight into downtown Hollywood for the night.

Miami-Fun & Entertainment