Daytona Beach Events This Weekend: 11 Picks, Oct 23-25

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Daytona Beach • Volusia County • This Weekend, Oct 23-25, 2026

Daytona Beach Events This Weekend: 11 Picks, Oct 23-25

Buddy Guy • Chris Janson • Frankenstein Stage Show • Wine Walk • Fall Festivals

FREE EVENTS
HALLOWEEN SEASON
11 VERIFIED EVENTS

By Robert Wrieden | Updated October 2026 | Volusia County Real Estate

I’m Robert Wrieden with Summer Wind Realty Central Florida, and every week I round up what’s actually worth driving to across Volusia County. This weekend, October 23-25, brings 11 verified events — and with Halloween one week away, fall festivals are in full swing. Expect Buddy Guy at the Peabody and a German-style Oktoberfest on Beach Street in Daytona Beach, country star Chris Janson, a jazz orchestra and a garden festival in Ormond Beach, a Frankenstein stage show and the last weekend of a corn maze in DeLand, a free Halloween Bash in Port Orange, and the Flagler Avenue Wine Walk plus a free Fall Festival in New Smyrna Beach. Here’s the full lineup with times, addresses and costs — and where organizers didn’t post prices, I’ve flagged it so you can double-check before you go.

Daytona Beach

Event 1 • Friday, October 23
CHECK VENUE

Daytona Beach Oktoberfest

5-9 PM | Beach Street, Downtown Daytona Beach (116 N Beach St)

A German-themed riverfront street party with food trucks, German beers and tastings, live music from Green Tree Brothers Band, The Click Band and DJ Jukebox Bully, plus the crowd-favorite Wiener Dog Races. Beach Street is an easy walk from the rest of downtown. The organizer didn’t post admission, so confirm before you go. Event details →

Event 2 • Friday, October 23
TICKETED

Buddy Guy 90 Birthday Tour

8 PM | Peabody Auditorium, 600 Auditorium Blvd, Daytona Beach

Blues legend Buddy Guy brings his 90th-birthday tour to one of Daytona Beach’s best-known theaters. Ticket listings start in the $70s and climb for premium seats, so check the Peabody box office for current face-value availability. Event details →

Event 3 • Sunday, October 25
TICKETED

Garrison Keillor & Erica Rhodes

7:30 PM | Peabody Auditorium, 600 Auditorium Blvd, Daytona Beach

An evening of storytelling and humor with the veteran radio host and author, joined by Erica Rhodes. It’s a quiet, seated way to close out the weekend, with tickets listed from about $76. Event details →

Ormond Beach

Event 4 • Friday, October 23
TICKETED

Chris Janson

7 PM | The Venue at Destination Daytona, 1651 N US Hwy 1, Ormond Beach

The country hitmaker behind “Buy Me a Boat” plays the Venue at Destination Daytona on US-1. Tickets are listed from about $67, and the venue’s big parking lot makes arrival easy. Event details →

Event 5 • Saturday, October 24
TICKETED

Orlando Jazz Orchestra

7 PM | Ormond Beach Performing Arts, 399 US-1, Ormond Beach

A full jazz orchestra at Ormond Beach’s performing arts hall, a good pick if you want live music without the concert-arena crowds. Tickets are listed from about $33. Event details →

Event 6 • Sunday, October 25
TICKETED

Renaissance Garden Festival

12-4 PM | Ormond Memorial Art Museum & Gardens, 78 E Granada Blvd, Ormond Beach

A family-friendly costume-and-garden festival with music, a magician, story time, tournament games and meet-and-greets with costumed characters. Tickets are $3 to $8, and it’s a nice excuse to see the museum gardens, one of Ormond’s hidden gems. Event details →

DeLand

Event 7 • Saturday, October 24
TICKETED

Phantasmagoria XVII: “Frankenstein”

7:30-9:30 PM | Athens Theatre, 124 N Florida Ave, DeLand

A Victorian horror stage show built from storytelling, dance, puppetry, projections and original music, marking the 1816 gathering that inspired Mary Shelley’s Frankenstein. Reserved seats run $35-$40 plus a $5 processing charge, and the historic theatre is a highlight of downtown DeLand. Event details →

Event 8 • Saturday–Sunday, October 24-25
TICKETED

Harvest Fields Corn Maze & Hay Ride (Final Weekend)

10 AM-6 PM both days | 3000 N Spring Garden Ave, DeLand

The 10th annual fall favorite wraps up this weekend with a corn maze, hay rides, a giant hay fort, a corn cannon, duck races and a pumpkin patch. Admission is $15, and kids 2 and under are free. Event details →

While You’re in Town… Ever Thought About Living Here?

Thousands of people visit Volusia County for weekends like this one — and plenty decide to stay. If you’ve ever wondered what homes cost here, take a look around:

Questions about the area? Reach out to Robert — local answers, no pressure.

Port Orange

Event 9 • Sunday, October 25
FREE

Port Orange Halloween Bash

11 AM-4 PM | Riverwalk Park, Port Orange

A free community Halloween afternoon along the Halifax River at Riverwalk Park, easy to pair with a stroll on the waterfront. Costumes encouraged for all ages. Event details →

New Smyrna Beach

Event 10 • Saturday, October 24
TICKETED

Flagler Avenue Wine Walk

1-7 PM | Flagler Avenue, New Smyrna Beach (check-in: Welcome Porch, 401 Flagler Ave)

A progressive tasting stroll past host businesses on Flagler Avenue, with more than 100 featured wines. The $30 passport includes 20 tasting tickets, a keepsake glass and a map. Buy online through noon or with cash at the welcome tents from noon. Event details →

Event 11 • Saturday, October 24
FREE

2026 Fall Festival

4-8 PM | New Smyrna Beach Sports Complex, 1800 Turnbull Bay Rd, New Smyrna Beach

Free admission to an evening of rides, food trucks, a costume contest, a corn maze, kids’ games, local vendors and live music from the city’s Leisure Services team. Event details →

Frequently Asked Questions — Daytona Beach Events This Weekend

What are the best events in Daytona Beach this weekend, October 23-25, 2026?

The headliners in Daytona Beach this weekend are Buddy Guy’s 90th-birthday tour at Peabody Auditorium on Friday, October 23 at 8 PM, and Garrison Keillor and Erica Rhodes at Peabody on Sunday, October 25 at 7:30 PM. For something more casual, Daytona Beach Oktoberfest takes over Beach Street downtown on Friday evening with German beers, food trucks, live bands and Wiener Dog Races. Just up US-1, country star Chris Janson plays The Venue at Destination Daytona in Ormond Beach on Friday night. The Peabody shows are ticketed, so check the box office for current prices, and confirm Oktoberfest admission with the organizer before you go. This guide covers 11 verified events across Volusia County, with times, venues and costs.

Are there free events in Volusia County this weekend?

Yes. The Port Orange Halloween Bash runs Sunday, October 25 from 11 AM to 4 PM at Riverwalk Park and is listed as free. In New Smyrna Beach, the 2026 Fall Festival on Saturday, October 24 from 4 to 8 PM at the New Smyrna Beach Sports Complex, 1800 Turnbull Bay Road, offers free admission with rides, food trucks, a costume contest, a corn maze, kids’ games, vendors and live music. Daytona Beach Oktoberfest on Friday evening did not list an admission price, so confirm with the organizer. Other events this weekend carry a cost, including the Flagler Avenue Wine Walk at $30 and Harvest Fields in DeLand at $15. Food and extras at free events may cost extra, so bring a little spending money.

What is there to do in DeLand this weekend?

DeLand has two standout options this weekend. On Saturday, October 24 at 7:30 PM, the historic Athens Theatre at 124 North Florida Avenue presents Phantasmagoria XVII: Frankenstein, a Victorian horror show with storytelling, dance, puppetry and original music. Reserved seats are $35 or $40, plus a $5 processing charge per ticket and sales tax, and you can call the box office at 386-736-1500 with questions. For a daytime outing, Harvest Fields Corn Maze and Hay Ride at 3000 North Spring Garden Avenue wraps up its 10th season on Saturday and Sunday from 10 AM to 6 PM. Admission is $15, and kids 2 and under are free. Activities include a corn maze, hay rides, a giant hay fort, duck races and a pumpkin patch.

What concerts and live shows are in Daytona Beach and Ormond Beach this weekend?

Friday, October 23 has two big shows: Buddy Guy at Peabody Auditorium in Daytona Beach at 8 PM, and Chris Janson at The Venue at Destination Daytona in Ormond Beach at 7 PM. On Saturday, October 24, the Orlando Jazz Orchestra plays Ormond Beach Performing Arts at 399 US-1 at 7 PM, with tickets listed from about $33. Sunday, October 25 brings Garrison Keillor and Erica Rhodes to Peabody at 7:30 PM, plus the Renaissance Garden Festival at the Ormond Memorial Art Museum and Gardens from noon to 4 PM, with live music, a magician and tickets from $3 to $8. Prices from ticket resellers are starting prices and can change, so check each venue’s box office before buying.

What family-friendly fall and Halloween events are near Daytona Beach this weekend?

Plenty of family options fall within a short drive. The New Smyrna Beach Fall Festival on Saturday, October 24 from 4 to 8 PM is free and includes rides, a costume contest, a corn maze and kids’ games. The Port Orange Halloween Bash on Sunday, October 25 from 11 AM to 4 PM at Riverwalk Park is also free. In DeLand, Harvest Fields wraps up its season with a corn maze, hay rides and a pumpkin patch for $15, with kids 2 and under free. In Ormond Beach, the Renaissance Garden Festival on Sunday offers costumed characters, story time and a magician for $3 to $8. Halloween itself falls next Saturday, October 31, so expect even more trunk-or-treats next weekend.

That’s the lineup for Daytona Beach, DeLand, Ormond Beach, Port Orange, and New Smyrna Beach this weekend, October 23-25 — 11 events, from Buddy Guy to a free fall festival by the river. If a weekend like this has you thinking about what it would take to actually live here instead of just visiting, I’m happy to talk it through with no pressure. Call (386) 243-9602 or text (386) 387-5887, or reach out anytime at robert.wrieden@swrcf.com.

Sources: downtowndaytonabeachevents.com, daytonatimes.com, daytona.events, ormondartmuseum.org, athensdeland.com, flaglerave.com, visitnsbfl.com, allevents.in (Harvest Fields)

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