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The Town of Orange Park‘s iconic extravaganza is the oldest and largest fall festival in Jacksonville. Featuring just 12 booths and a few guitar players back in 1982, the event has grown to feature over 200 artists and vendors over two days. The fall festival also includes two music stages showcasing local artists, as well as, a massive Kids Zone.
You better come hungry because The Town of Orange Parks Fall Festival includes over 30 food vendors offering a wide variety of food including barbecue, local seafood, and more. After you pig out on delicious grub, you are welcome to browse rows full of unique, handmade gifts, including jewelry, pottery, and decorations.
Oct 18, 2025
Let’s give them pumpkin to talk about – literally! Featuring a pumpkin patch, corn maze, farm animals, and more, Fall Season at Amazing Grace is dedicated to providing safe family-oriented entertainment.
It has truly become an annual tradition that locals hold close to their hearts! This is a great place to take the kids or go on a date with your significant other. Celebrate fall by carefully selecting the perfect pumpkin, partaking in outdoor activities, and getting those must-have Instagram-worthy photos. This fall festival in Jacksonville is a great place to welcome autumn!
Oct 3, 2025 – Nov 1, 2025 (Fridays, Saturdays, and Columbus Day)
Wicked Barley has a long lineup of fall fun to kick off the first weekend of October! The weekend will feature live music, fall festival vendors and new beer specials. Every day will feature a different band and new vendors so be sure to check the schedule!
Oct 3, 2025 – Oct 5, 2025
The Jacksonville Zoo and Gardens hosts an annual Spooktacular event that has become a beloved part of fall in Jacksonville! Dress is your best costume and celebrate Halloween with the wild animals. This year’s event includes special activities, Halloween candy and so much more. They even feature various scare-zones (warning: not for small children or those who scare easily). Plus, you can even walk through the zoo and see the cute animals. The other fall festivals in Jacksonville feature barn animals but this is the ONLY one that showcases giraffes, big cats, and more!
Select weekends in October
Photo credit Wesley Wells Farms
Get excited for the annual Wesley Wells Farm Pumpkin Festival + Handmade Market! Featuring local handmade craft vendors, adorable farm animals, a family-friendly kid zone, and so much more, this is a can’t-miss fall event in St. Augustine!
Plus, Wesley Wells offers the only pumpkin patch in the Nation’s Oldest City where you can pick your pumpkin straight from the vine! With you-pick veggie opportunities and other farm festivities, be sure to visit this family-owned business this season!
Pumpkin Festival & Handmade Market: Sept 27
Corn maze & fall days: Saturdays in Oct
Head to Brewhound this September for their 6th annual fall festival! Bring your adorable fur babies to get into the seasonal mood with live music, local makers, fall food, and more! There will be a kids area offering free face painting, fall games, and delicious snacks, making this the perfect family-friendly event! Plus, for the adults, Brewhound is offering tasty fall flavored coffee and beer.
Our recommendation: be sure to take some professional fall photos to capture this festive memory! You can get some cute photos of the whole family – indluding your four-legged friends – with a $15 donation to benefit Fur Sisters!
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Bring your lawn chairs and dancing shoes for this fantastic festival! Explore Jacksonville’s Historic Springfield with PorchFest, a celebration of the gorgeous homes and stunning architecture in this iconic neighborhood. Listen to live music performed from porches and dance through the charming streets. You can also enjoy delicious local food trucks and shop from local makers!
Pro-Tip: This family-friendly event supports arts-related activities in Jacksonville’s urban core, so be sure to participate in all the fun.
Sat, Nov 8, 2025
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