Fall 2025 Wellen Park Events Calendar: Concerts, Festivals, & Family Fun

Pumpkin spice may be in the air, but in Wellen Park, fall is all about BBQ at Pork & Pigskin, fine wines at the Wellen Park Wine Festival, and craft brews at Oktoberfest. Whether you’re searching for Wellen Park events today, planning a festive weekend outing, or just love a good sunset paired with live music, we’ve got something for everyone this fall season. Keep reading to explore our lineup of signature events, daily delights, and everything in between!

Daily Delights: Live Music & Ongoing Events

Looking for some spontaneous fun this fall? Wellen Park’s daily music lineup is perfect for those easygoing evenings when you just want to unwind with great tunes and good vibes. Monday through Wednesday, groove to Downtown DJ Nights at The Yard, then catch Serenade in the Shade or live music under the Heritage Tree Thursday through Saturday. Friday Night Live Concerts are the perfect start to the weekend, while Sundays bring smooth sounds to the Farmers Market with Sunday Groove. And every month, the excitement ramps up with Dueling Pianos on Third Thursdays—an absolute must-see on the Wellen Park events calendar!

Plus, as fall brings slightly cooler temperatures to Southwest Florida, it’s a great time to join one of our fitness classes—running group and Zumba on Mondays, yoga on Tuesdays, Zumba again on Thursdays, and walking, cycling, and yoga on Saturdays—to keep your energy high and your weekends active.

College Football is Back: Pork & Pigskin at CoolToday Park (9.13.2025)

Fall in Wellen Park kicks off with football, food, and fanfare! Join us at CoolToday Park on September 13, 2025, starting at 11 am, for an all-day tailgate celebrating the return of college football.

Expect live game previews, a football field on the lawn with giant screens and a goalpost for kicking contests, plus tons of tailgate bites—pulled pork, ribs, nachos, and loaded hot dogs. Beer buckets, liquor bars, and collectible koozies in your team’s colors will also bring the full game day energy!

Add this one to your Wellen Park events calendar—it’s one of the top upcoming Wellen Park events and a perfect way to welcome fall in Venice, FL.

Give Thanks with the Thanks4Giving Tree (10.1.2025 – 11.22.2025)

From October 1, 2025 through November 22, 2025 help spread holiday cheer with the Thanks4Giving Tree. In partnership with the Rotary at Wellen Park, this initiative aims to provide Thanksgiving meals to over 100 local families.

Visit the Wellen Park Welcome Center, pick a tag, donate a grocery gift card, and be part of a heartwarming tradition right here in Venice, FL.

Prost to Fall: Wellen Park Oktoberfest (10.4.2025)

Get ready to raise a stein and shout “Prost!” as Wellen Park brings a little bit of Bavaria to Downtown Wellen on October 4, 2025 for our 2nd annual Oktoberfest celebration!

With live polka music, dancers, bratwursts sizzling, and beer flowing all day, this festive event is a highlight on the Wellen Park events calendar. Don’t miss the ceremonial keg tapping at noon, followed by energetic polka dancing, and the fan-favorite stein-hoisting competition—where arm strength meets Oktoberfest glory!

Whether you’re coming with friends or the whole family, this all-day celebration of German culture is one of the can’t-miss events in Venice, FL this fall.

Get Your Spook On: Wellen Park Spooktacular Halloween (10.31.2025) 

Get ready for the spookiest day of the season on October 31, 2025! From 4 pm to 7 pm, Wellen Park Spooktacular Halloween is packed with family-friendly trick-or-treating, a dog costume contest (with prizes!), and DJ tunes to keep the party going.

Costumes, treats, and good vibes make this one of the most exciting Wellen Park events coming up this fall!

Sip & Celebrate: Wellen Park Wine Festival (11.14.2025-11.15.2025)

Calling all wine lovers! The Wellen Park Wine Festival returns for an unforgettable weekend of sipping, sampling, and socializing. Kick off the festivities on Friday, November 14, 2025 with an exclusive 5-course wine dinner at Solis Hall, featuring curated pairings from acclaimed vintner Silver Oak and Winery Twomey. This upscale experience is limited to just a few guests, so purchase your tickets now!

Saturday brings the Grand Tasting main event: where nearly 40 vintners pour their finest wines alongside tasty bites from Downtown Wellen’s top restaurants. Start your day with Wine Class 101 for beginners before diving into the Grand Tasting. If you’re looking for top Wellen Park events, this is a must-attend!

Choose from VIP Admission for early entry, exclusive seating, and perks, or General Admission for full access to tastings, food, and live jazz by The Hour. Designated Driver tickets are also available to keep the good times rolling safely. 

Thank you to our generous sponsors for supporting our event:

Presenting Sponsor

• John Cannon Homes

Grand Cru Sponsors

• Taylor Morrison
• ICI Homes

Premier Sponsors

• Neal Signature Homes
• Mattamy Homes

Vineyard Hospitality Tent Sponsor

• HCA Florida Wellen Park Emergency Center

Reserve Sponsors

• Homes by Towne
• Michael Saunders & Company
• M/I Homes
• Pulte Homes

Charity Partner

• The Rotary Club at Wellen Park

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