By Kate Cohen
Updated July 3, 2025

Fall is always a time for celebration. Whether you’re reveling in another year’s bountiful harvest, toasting to cooler weather, or simply savoring everything pumpkin that autumn has to offer, it’s a great time for a celebratory festival.  

Here in Orlando, we love fall as much as any other city (if not more).

Looking for a way to celebrate the season? Here are a few of our favorite Fall Festivals in Orlando this year. 

Key Takeaways

• Oktoberfest in Avalon Park
• Fall Fiesta in the Park
• Southern Hill Farms Fall Festival
• Winter Park Autumn Art Festival
• Rosen Inn International

For the Beer Enthusiast: Oktoberfest in Avalon Park  

Friday & Saturday, Oct.10 – 11, 2025, from 5 p.m. to 10 p.m.  

Oktoberfest is a seasonal celebration of German culture, including beer, sausages, and yes, lederhosen.  

The Orlando town of Avalon Park holds an annual free and family-friendly Oktoberfest celebration in their charming town center.  

Oktoberfest has become synonymous with beer, and this event is no exception.  

An adults-only beer garden will be serving up seasonal brews to appease every palate.  

There will also be an assortment of food trucks serving up German-inspired fare like pretzels, sausages, and schnitzel, as well as other cuisines.  

Two stages will be showcasing traditional Germanic entertainment like polka bands and Alpine dancing. Younger festival-goers will love the Kids Area and Bounce Park for plenty of active fun.   

The first night of the festival, Friday, is a Beer Garden Preview for guests 21 and older. Everyone is invited to join in the celebration on Saturday evening.   

For the Shopper: Fall Fiesta in the Park  

Saturday & Sunday, Nov. 1 – 2, 2025, from 10 a.m. to 5 p.m.  

Twice a year the city of Orlando hosts a Fiesta in the Park at Lake Eola, the home of Orlando’s iconic fountain and graceful swans.   

This fall, browse hundreds of unique artist and crafter booths as you meander through the park.  

It’s a great place to get a jumpstart on your holiday shopping or treat yourself to something that catches your eye.   

Fiesta in the Park is a dog-friendly and kid-friendly festival, so the whole family can join in on the seasonal fun.  

Kids (and parents) will love the AdventHealth for Children Kid’s Zone with plenty to keep little ones active and entertained.   

There will also be local food vendors and a beer garden for when you need to pause and refresh.   

Enjoy strolling around the lake, take a swan boat ride out on the water, and listen to live music. It’s the perfect way to enjoy our City Beautiful and the people that make it such a wonderful, creative community.   

For the Fall Lover (and Football Fan): Southern Hill Farms Fall Festival  

Select Thursdays – Sundays Fall 2025  

If you spend all year dreaming of pumpkins and all things fall, the Southern Hill Farms Fall Festival should be on your to-do list this year.  

Part pumpkin patch and part fall festival, Southern Hill Farms is the picture-perfect place for your seasonal celebrations.   

If it’s a quintessential fall experience, you can probably do it at Southern Hill Farms.   

Choose the perfect pumpkin from dozens of varieties in all shapes and sizes at their pre-picked pumpkin patch.  

Take a tractor ride around the farm through their acres of blueberry bushes.  

Wander through a field of sunflowers and rainbow-colored zinnias and pick your own bouquet.  

Lose yourself in their 5-acre corn maze.   

But the fun doesn’t stop there. Kids of all ages will love the variety of carnival rides, like carousels, jump pillows, giant slides, and a pirate ship swing.  

There’s also a petting zoo where you can get up close to your favorite farm animals.   

When it’s time to eat, grab a snack from one of the local food trucks. Or visit Southern Hill Farms’ airstream-turned-bakery, serving up fresh cider donuts and frozen apple cider.   

If you’re worried about missing your team’s game, Southern Hill Farms has you covered.  

Their food truck barn is home to plenty of big-screen TVs that will be broadcasting the weekend’s biggest college and NFL rivalries. There’s plenty of beer and cocktails offered so you can grab a drink and a picnic table to enjoy every kickoff, pass, and touchdown.   

The Southern Hill Farms Fall Festival is a popular ticketed event, so you’ll want to purchase tickets ahead of time.   

For the Art Lover: Winter Park Autumn Art Festival  

Saturday & Sunday, Oct. 11 – 12, 2025, from 9 a.m. to 5 p.m.  

This year marks the 52nd anniversary of the Winter Park Autumn Art Festival. This popular event is the only juried fine art festival that exclusively features Florida artists.    

Guests can browse through collections of over 180 artists’ work featuring pieces from a variety of mediums like ceramics, jewelry, photography, and more.   

In addition to artwork, you’ll be able to enjoy refreshing beer from the beer garden and snacks from a variety of food vendors scattered throughout the festival.  

Live music and entertainment will be performed throughout the day on the Entertainment Stage in Central Park.   

Planning to attend with little ones? There will be plenty of art-themed children’s activities for them to enjoy throughout the day, too.  

For the Traveler: Rosen Inn International  

Let Rosen Inn International be your home away from home during your autumn Orlando vacation.   

Our fabulous amenities are a draw year-round, including seasonally heated swimming pools, on-site dining, and free Wi-Fi throughout the hotel.   

We are conveniently located near some of the top fall attractions in Orlando including Mickey’s Not-So-Scary Halloween Party, Halloween Horror Nights, and the festivals mentioned above.   

We can’t wait to welcome you this fall!