2026 Hilton Head Island's Oktoberfest sponsored by Rollers & Local Legend Brewing Co.

PROST HILTON HEAD ISLAND! 🍻

The 2026 Hilton Head Island Oktoberfest is Coming!

Presented by Rollers Wine & Spirits | Sponsored by Local Legend Brewing Co.

Get ready for the ultimate fall celebration on the island! Join us for Hilton Head Island’s Oktoberfest, brought to you by Rollers and Local Legend Brewing Co. We’re bringing authentic Bavarian vibes, incredible live music, cold brews, and classic Oktoberfest games right back to Hilton Head!

🎟️ Ticket Information

Join us for an unforgettable afternoon of Bavarian fun—grab your ticket early to save your spot and unlock all the day's best perks!

General Admission Ticket Includes:

• Entry into the event

• Two 16oz Beers of Choice (Selected from any of our craft & imported brews!)

  • $4 (16oz) beer tickets available to purchase on-site to continue the festivities!

• 2 Live Music Acts (The Chiggers and Anna Barnes!)

• Option to participate in the Costume Contest & Stein Hoist Competition

  • Top 3 Best Dressed & Stein Hoist Winner Will Win Great Prizes!

• Exclusive event-only discounts on beer cases purchased or pre-ordered at the event

• Discounts at the Official Oktoberfest After Party at Local Legend Brewing Co.

• Access to Bavarian-inspired bites crafted specially for the festival by Local Legend Brewing (Available for Purchase Separately)

Ticket Pricing:

• Early Bird Special: $25 (Available through August 31st)

• Standard / Door Pricing: $30 (Starting September 1st)

  Note: Tickets are limited, to ensure a comfortable and enjoyable environment so grab yours before they sell out!

Don't miss out on the best event of the fall!

🎸 Live Music & Entertainment

Get ready to dance, sing, and rock out all afternoon with live performances throughout the event!

We are packing the day with non-stop live music to keep the Oktoberfest energy pumping from start to finish!

• Opening/Mid-Day Act: Enjoy a fantastic live set from Anna Barnes taking the stage starting at noon to set the mood, warm up the crowd, and keep the good times rolling.

  

• HEADLINER: The Chiggers (3:00 PM – 5:00 PM): Closing out the main festival in epic fashion, island favorites The Chiggers are taking the stage as our official Oktoberfest headliner! Known for their infectious energy and high-powered performance, they’ll be bringing down the house and leading the ultimate late-afternoon celebration. Bring your dancing shoes—you will not want to miss this grand finale set!

Check Out The Chiggers Here!

👕 Official Event T-Shirt Add-On ($20)

Wear your Oktoberfest pride on your sleeve and commemorate the party with this exclusive, limited-edition event tee!

• Sizes Available: Small – 3XL (Must be ordered by Sunday, September 20th)

• Pickup: Pre-ordered shirts will be ready for pickup at the event on the day of!

Note: T-shirts are pre-order only to ensure size availability and will not be sold on-site the day of the event!

🕒 Event Schedule

From the legendary first keg tap to high-stakes competitions and live sets, here is how we are keeping the party pumping all day long!

• 11:45 AM – Official Tapping of the First Keg

• 12:00 PM – 12:45 PM – Anna Barnes (Set 1)

• 1:00 PM – 1:30 PM – Official Rollers Stein Hoist Competition

• 1:45 PM – 2:30 PM – Anna Barnes (Set 2)

• 2:30 PM – 3:00 PM – Best Dressed & Costume Contest

  • Break out the Lederhosen and Dirndls! 1st, 2nd, and 3rd place prizes include $50 Rollers Gift Card, Local Legend Brewing Voucher, and Assorted Rollers Gift Basket.

• 3:00 PM – 5:00 PM – HEADLINER: The Chiggers with Intermission

• 5:05 PM – "Auf Wiedersehen!" -> Head over to Local Legend Brewing Co. for the Official After-Party!

🥨 Oktoberfest Food & Eats

Satisfy your appetite with Bavarian-inspired bites crafted specially for the festival!

• Legendary Food Spread: Enjoy a delicious menu of themed Oktoberfest eats provided separately for purchase by Local Legend Brewing—the perfect pairing for cold beer and high-energy music!

  -Bavarian Pretzel:  Yinzer Beer Cheese, Lusty Monk Mustard

  -Currywurst: Seared Bratwurst, Curry Ketchup, Kettle Chips

  -Hungarian Spiced Sausage Roll:  Gyulai Sausage, Sauerkraut, Lusty Monk Mustard, Roll, Kettle Chips

  -Frankfurter: Frankfurter, Potato Bun, Kettle Chips

  -Smashburger: Dual Patties, Coopers Sharp American, Caramelized Onions, Texas Petal Sauce, Brioche Bun, Kettle Chips

🍺 Featured Breweries & Beer Vendors

Prepare your palate for an unbeatable lineup featuring top-tier local craft breweries alongside world-renowned German imports!

Highlighting special house brews & exclusive event pours!

• Tropical Stout (Dark Ale w/ Coconut)

• Oktoberfest (Details to Come!)

• Bombshell Blonde (Rice Lager)

• Red Yinzer (Amber Lager)

• King Tide Hazy (New England IPA)

• Pineapple Wheat (Wheat Beer - Fruited)

Also Including Local & Regional Craft Brews From:

• Commonhouse Aleworks

• Lincoln & South Brewing Co.

• Side Hustle Beer Company

• Southern Barrel Brewing Co.

• Low Tide Brewing

• Shellring Ale Works

• Wibby Brewing

• Rusty Bull Brewing Co.

• Island Coastal Lager

• Lot 9 Brewing

Classic German & Seasonal Imports:

• Kloster Andechs

• Paulaner

• Warsteiner

• Tucher

• Samuel Adams Oktoberfest

...and more to be announced!

🏈 Game Day on the Big Screen

No need to choose between festival fun and tailgate season—we’re bringing the big game right to the party!

• NFL Jumbotron: Don't worry about missing game day! We’ll have a giant NFL Jumbotron broadcasting the Week 4 Games live all afternoon, so you can cheer on your team without missing a beat.

🎉 Official After-Party at Local Legend Brewing Co.

Keep the celebration rolling after the festival wraps with exclusive perks for Oktoberfest guests!

When the main festival wraps at 5:00 PM, the party isn't over! Head straight over to Local Legend Brewing for the Official Oktoberfest After-Party. (Stay Tuned for More Details)

• Attendee Exclusive 15% OFF food items when you provide your official Oktoberfest ticket stub at Local Legends during the after-party!