Looking for things to do in downtown New Port Richey this October? It’s one of the busiest months of the year downtown. Richey Suncoast Theatre brings back a cult classic with a live shadow cast, Sims Park hosts free concerts on the water, Fourth Friday fills the streets with local makers, and Trick or Treat Downtown NPR closes out the month on Halloween night. For residents of The Central on Orange Lake, all of it is a short trip from home.

Here’s the full October 2026 calendar, with dates, times, locations, and links to each event.

October 2026 Events at a Glance

  • Oct 16–25: The Rocky Horror Picture Show, Richey Suncoast Theatre (18+)
  • Oct 17: Concert in the Park: TL Jentgens, Sims Park (free)
  • Oct 23: Riverside Concert: Lily Holbrook, Sims Park (free)
  • Oct 23: Fourth Friday Block Party, Downtown New Port Richey
  • Oct 24: One Community Now Pack the Park, Sims Park (free)
  • Oct 31: Trick or Treat Downtown NPR, Main Street & Grand Blvd

October Events in Downtown New Port Richey

The Rocky Horror Picture Show at Richey Suncoast Theatre

October 16–25 | Richey Suncoast Theatre, 6237 Grand Blvd

The cult classic returns for six performances, with a full live shadow cast acting out every scene in front of the screen. Showtimes are 8 PM on October 16, 17, 23, and 24, and 5 PM on October 18 and 25. Most tickets come with a prop bag, and there’s a costume contest with prizes before every show, so dress up. The Friday, October 23 performance is ASL interpreted. Tickets run $13.75 to $154.25 including fees; buy directly through the theatre’s website, since third-party resellers mark them up. This is an adults-only event, strictly 18 and up.

Concert in the Park: TL Jentgens

Saturday, October 17, 7–9 PM | Sims Park Amphitheater

TL Jentgens puts on a one-man show that mixes live drumming, vocals, and electronic dance music with lights and video effects. It’s free and family-friendly. Bring lawn chairs, grab dinner at one of the downtown restaurants first, and make a night of it. Free downtown parking is available.

Riverside Concert: Lily Holbrook

Friday, October 23, 6 PM | Sims Park, near the Grassin Bridge

The New Port Richey Public Library’s riverside series continues with Lily Holbrook, a St. Petersburg singer-songwriter known for her folk-rock sound. The concert is free and set up in the southwest corner of Sims Park, so bring a blanket or chair.

Fourth Friday Block Party

Friday, October 23, 6–10 PM | Nebraska Ave & Main Street, Downtown New Port Richey

The monthly evening market brings a rotating lineup of local artisans, makers, and small businesses selling handmade goods, art, jewelry, woodwork, and gifts. It’s pet-friendly, and it lands the same night as the Lily Holbrook concert, so you can catch both.

One Community Now Pack the Park

Saturday, October 24, 10 AM–3 PM | Sims Park

A free, family-friendly day benefiting the Pack A Sack Food for Kids program, which provides weekend meals to local children. Expect a Trunk or Treat car show, free pumpkin painting, free kids’ haircuts, a dog costume contest, inflatables, carnival games, a sensory zone, face painting, vendors, and food trucks.

Trick or Treat Downtown NPR

Saturday, October 31, 5–8 PM | Main Street & Grand Blvd, Downtown New Port Richey

Downtown’s annual Halloween night closes Main Street and Grand Boulevard for trick-or-treating, costumes, and local businesses handing out treats. Hosted by Trick or Treat Downtown NPR, The Florida Room NPR, and Downtown New Port Richey.

Cotee River Bike Fest: Rescheduled to January

Originally Saturday, October 10 | Downtown New Port Richey

Weather pushed this year’s ride and festival off the October calendar. It’s now set for January 15–17, 2027, the fest’s 20th anniversary weekend, so there’s still plenty of time to plan for it.

Recurring Favorites

  • Riverside Concert Series, continuing Friday evenings at Sims Park through the fall
  • Book Club nights at Inchstone Books, held throughout the month
  • Group fitness and tennis classes at the New Port Richey Recreation & Aquatics Center, running most weekdays

October in New Port Richey: Frequently Asked Questions

What is there to do in New Port Richey in October 2026?

Highlights include The Rocky Horror Picture Show with a live shadow cast at Richey Suncoast Theatre (October 16–25), free concerts at Sims Park on October 17 and 23, the Fourth Friday Block Party on October 23, Pack the Park on October 24, and Trick or Treat Downtown NPR on October 31.

When is Trick or Treat Downtown NPR 2026?

Saturday, October 31, 2026, from 5 to 8 PM along Main Street and Grand Boulevard in downtown New Port Richey.

Are the Sims Park concerts free?

Yes. Both the TL Jentgens Concert in the Park and the Lily Holbrook Riverside Concert are free to attend.

Was the Cotee River Bike Fest canceled?

The October date was called off because of weather. The fest is rescheduled for January 15–17, 2027.

Who can attend The Rocky Horror Picture Show at Richey Suncoast Theatre?

This one is adults only. Guests must be 18 or older to attend any performance.

Life at The Central This October

Between Rocky Horror, live music at Sims Park, and Halloween on Main Street, October gives residents a full month of reasons to head out the door. Grab dinner at a Central Perks partner before a show at the theatre, or make a night of Fourth Friday, then come home to the lake. Take a look at our community amenities, check floor plans and availability, or schedule a tour. You can also call or text 727.478.0770 to learn more about life here.