Quick Guide: Fall Festivals and Events | Greater Orlando

Updated: Jun 13

Can you believe it’s already that time of year? When you hear the words pumpkin spice, you know it’s Fall. Whether you’re trying to decide to take your kids to the nearest pumpkin patch or get together with friends for Fall festivities, Kendrick Law Group is here to provide you some fun for the whole family.  There are plenty of family Halloween ideas and Fall festivals in Orlando that the entire family can enjoy this year!  Check out this list of some of our favorites.

1st Annual Swinetoberfest

The Ravenous Pig

Saturday, October 9, 2021, 12-5pm

Info: Check out this 1st annual celebration happening in The Ravenous Pig's spacious beer garden. Highlights include a German style roast menu, the brewery's seasonal Oktoberfest lager, live DJ, a liter hoisting competition and more.

6th Annual Southern Hill Farms Festival

September 25 – November 7, 2021 | 10 AM to 4 PM (Thurs and Fri) and 11 AM to 7 PM (Sat and Sun)


Info: Join us on our family farm for our 6th annual Fall Festival at Southern Hill Farms! What fall adventure would be complete without mouth-watering apple cider donuts, jolly Jumbo Jack carving pumpkins and s’mores around the fire pits? Admission tickets must be purchased online in advance, no admission payments will be accepted at the farm. Admission tickets give you access to everything on the farm.

9th Annual Cows ‘N Cabs

Central Park West Meadow – Winter Park

Saturday, November 13, 2021, 7-10pm

Info: After a 1-year hiatus, Cows ‘n Cabs is officially back for 2021! This country-themed Orlando fall festival is a high-end food, wine, craft beer and spirit party that benefits charities supporting children in need in Central Florida. This year’s primary charities will be the After-School All-Stars and the 4Roots Farm.


19th Annual Long & Scott Farms Corn Maze

Mount Dora- Long & Scott Farms

Saturdays and Sundays October 1 – December 12, 2021; 10am-5pm on Saturdays, 12-5pm on Sundays

Info: The theme of this year's 6.5-acre corn maze is dinosaurs! Other event highlights include a cafe, market, food vendors and fun activities for the kiddos if you're brining the whole family. Couples will love the special nighttime maze events on October 1, 2, 9, 16, 23, 30 and November 6 and 13 from 6-10pm. Advance ticket purchase recommended.


Art Under the Stars

November 12-14, 2021 | time varies

Info: This is the 45th year the Rotary Club of Maitland has hosted this event for our community. Buy fine art from over 135 artists awarded entry by jury Enjoy live entertainment continuously during the entire weekend Student Art from Orange and Seminole County Public Schools. Enjoy delicious food from our vendors. Beer and wine served with a friendly smile with proceeds distributed to local charities.

Asian Lantern Festival: Into the Wild

Sanford – Central Florida Zoo

November 19, 2021 to January 16, 2022 | 6 – 10 PM

Info: Asian Lantern Festival: Into the Wild is perfect for a family outing, date night, a work group excursion and more. Experience the beauty of hand-crafted illuminated lanterns all around the Zoo on select nights. Check out what it’s like by watching the video below!

Brew & View

Ivanhoe Park Brewing Company- 1300 Alden Road, Orlando, FL 32803

Info: Spooky Series is taking over the Ivanhoe Park Brewing Co parking lot every Friday this Fall! Be sure to bring your lawn chairs and blankets and enjoy an open-air movie theater on a NEW 20 FOOT SCREEN! Food Trucks & Small Shop Vendors will be available starting at 7:00 and the movie will begin at dusk. The First Friday of every month will be a fright-free Family Night! All other Friday night movies during the Spooky Series may not be suitable for all ages due to the content of the film. ADMISSION IS FREE. We encourage you to enjoy the Food Trucks, Beverages, and shop from our local vendors! THE PARKING LOT WILL BE CLOSED. Free parking is located across the street, up the green ramp, or 100 ft down the road in a parking lot on the left.

Casselberry Country Jam Concert

October 8, 2021 | 6 – 9 PM

Info: The City is gearing up to celebrate the next Country Jam Concert at Lake Concord Park located behind Casselberry City Hall, tentatively scheduled for October 8, 2021 from 6-9 p.m. Check back for updated information about the performing groups. Besides the great music, there will be food vendors and product vendors on site. General parking is available at surrounding lots, and disabled parking is next to the Casselberry Art House (127 Quail Pond Circle) and the front of the Casselberry Police Station (4195 S U.S. Highway 17-92)

Celebration Pumpkin Patch + Fall Festival

Community Presbyterian Church – Downtown Celebration

Open Daily September 27 – October 31, 2021, 10am-6pm

Fall festival October 16 – 17, 2021

Info: Pick out the perfect pumpkin and check out the photo ops at this annual pumpkin patch located just steps from Market Street in Downtown Celebration. New this year, the cafe will have pumpkin lattes, apple cider, homemade treats and more. Stop by the weekend fall festival October 16 – 17 for extra fun including fall games, music, fall food and more.

Central Florida Veg Fest

Downtown Orlando

October 23, 2021 | 10 AM – 6 PM

Info: The 16th annual Central Florida Veg Fest will happen on Saturday, October 23 from 10:00 a.m. to 6:00 p.m. at Orlando Festival Park near downtown Orlando.

Club Lake


October 2 – 31, 2021 | Thursdays and Fridays 12-6 PM | Saturdays and Sundays 10 AM to 6 PM

Info: Our activities this year will include, but not limited to, two hay rides, corn maze, toddler maze, pumpkin patch, Country Store, play structures, high strikers, football area, basketball area, The Cow Wash, and much more! Pumpkin chunkin’ and tennis ball launching from an air cannon are also available.

Community Pumpkin Painting Party!

East Lake Park- 10193 Lake District Lane, Orlando, FL 32832

Sat Oct 16, 2:00 PM - Sat Oct 16, 7:00 PM

Info: Are you a Lake Nona local looking for a FREE, fun event for the whole family? Then come to Savannah Wyker's Pumpkin Painting Party!

Fall Fiesta in the Park

Downtown Orlando

November 6-7, 2021 | 10 AM to 5 PM

More Info: Arts and craft vendors; food trucks all around Lake Eola. FREE ADMISSION

Fall Festival at the Ranch

St. Cloud

October 8-10, 2021 | 11 AM to 7 PM

Info: Family Fun Fall Festival All Day long. Live Music, Food Trucks, Beer Tents, and Fun Activities

Fall On The Farm At Grande Lakes Orlando

Whisper Creek Farm at Grande Lakes Orlando

Saturdays and Sundays in October, 10am-3pm

Info: This popular fall festival that debuted in 2020 is back for 2021! Enjoy family-friendly, autumn-centric activities including a hayride, pumpkin picking, and pumpkin carving and painting workshops with the resort’s Olympic World Champion culinary artist and carver Victor Dagatan. Reservations are required.


Seneff Arts Plaza (in front of Dr. Phillips Center for the Performing Arts)

November 27 – 28, 2021

Info: Cultures from all across the world will fill the Seneff Arts Plaza in front of the Dr. Phillips Center for the Performing Arts and Orlando City Hall Commons Plaza for the free, two-day festival, which draws people from more than 110 different cultures to experience music, dance, food, visual arts, spoken word, games and interactive activities and features over 1,000 local artists, who will perform and showcase their work on the stages, gallery and interactive installations at FusionFest. Leading up to the festival, join monthly Divertastic Dining experiences at restaurants around Orlando, including dinners highlighting cuisine from Peru and Yemen.

FREE Admission

Harvest Festival


October 30, 2021 | 10 AM – 4 PM

Info: Shopping galore with all of the Crafters, and Vendors lining the city streets. Food Trucks, Kids Zone, Pumpkin Patch and so much more!

Haunted Halloween Maze at Lake Catherine Blueberries

Weekends September 24 – October 30, 2021

Info: A Nighttime Haunted Maze

Hollerbach's Oktoberfest 2021

Sanford Civic Center and surrounding streets

October 8 – 10, 2021

Info: This annual Oktoberfest celebration is a festival celebrating German food, beer, music, dance, folk costumes, and of course Gemütlichkeit! This year the party has been moved to the Sanford Civic Center and surrounding streets, just a block away from the Willow Tree Café German restaurant! New additions for 2021 include a craft beer courtyard featuring Florida craft beers, more entertainers than ever before, and a brand new beard competition.

FREE Admission

Longwood Arts and Crafts Festival

November 20-21, 2021 | 9 AM to 5 PM

Info: The annual Longwood Arts and Craft Festival will feature 200 original artists and hand crafters exhibiting to sell their unique items. Get a jump on your holiday shopping season and support the artists. There will be festival food, beer, wine and music. Ample parking can be found in the area and at hospital. The event is FREE to attend. Hours are Sat 9am to 5pm and Sun 9am to 4pm

Longwood Chili Cookoff


November 13, 2021 | 4 – 6:30 PM

Info: In conjunction with the monthly Longwood Car Show. The “Chili Cook-Off ” is a fundraiser that supports Parks & Recreation programming here in the City of Longwood. Hosted by volunteer Parks & Recreation Advisory Board Members.

Mims Fall Harvest Festival


October 23, 2021 | 11 AM – 5 PM

Info: Join us for our second annual Fall/Harvest Festival. We will have our famous horse rides again, vendors, food trucks and more.

Mount Dora Craft Fair

Mount Dora

October 23-24, 2021 | 9 AM to 5 PM

Info: Held on the streets of historic downtown Mount Dora. The downtown streets come alive with more than 400 of the best exhibitors in the country ready to show and sell their fine and fun crafts at the 36th annual event. Festival food, music, beer and wine tasting for adults and a free kid zone for the kids will round out the event. Entertainers/Buskers may apply for approval at no charge.  Please note: Due to safety concerns concerning Covid-19 the kid zone may be eliminated in 2021

Orlando Bark, Blues and BBQ Festival


October 23, 2021 | 12 PM – 6 PM

Info: Orlando Bark, Blues & BBQ Festival

Orlando Beer Festival 2021

Festival Park

Saturday, November 13, 2021

Info: Join more than 3,000 of your fellow beer lovers to sample craft and premium beers from local breweries and around the country. Plus, wine tasting, interactive games, tasty eats and live music keep the party going all afternoon!

$40 and up

Painted Oaks Academy Pumpkin Patch & Corn Maze

Painted Oaks Academy- East Orlando
October 4 – 31, 2021 | Weekends 10 AM to 10 PM (Drive Thru)

Info: We are best known for our annual pumpkin patch in October. Spend the afternoon picking out a pumpkin, weaving your way through to corn maze, snapping selfies at various photo ops and more. This event also features live music on the weekends. Reservations for timed entry required. $5/adult for pumpkin patch (pumpkins are $1 per lb); $15/adult for corn maze

Partin Ranch Corn Maze

5601 N Canoe Creek Rd, Kenansville

Saturdays and Sundays October 9 – November 7, 2021, 10am-5pm weather permitting

Info: Wander through the 5-acre corn maze, check out the pumpkin patch, browse goods from local vendors, take advantage of fall photo ops and stock up on fall goodies at this annual corn maze and festival.


Pig on the Pond Community Festival


October 15-17, 2021

Info: Pig on the Pond Community Festival started 23 years ago. From its modest start as a BBQ competition, it has grown to be the biggest outdoor festival in south Lake County and has been voted one of Central Florida’s most popular events and includes carnival rides. The festival runs for 3 days, from Friday, Oct. 15 – Sunday, Oct. 17, 2021. The festival takes place at popular Waterfront Park on the shore of Lake Minneola in Clermont. The family-friendly festival includes entertainment for all ages, a carnival, a Kids Zone, food vendors galore and special activities throughout the weekend.

Pumpkin Painting Party

Ivanhoe Park Brewing Company

1300 Alden Road, Orlando, FL 32803

Tue Oct 12, 7:00 PM - Wed Oct 13, 12:00 AM

Info: Grab your Boo, the Ghouls, or your Spook Squad and head to Ivanhoe Park Brewing to paint a pumpkin! We will supply everything you need.

Rockpitoberfest 2021

RockPit Brewing

October 29 – 30, 2021, 6-10pm

Info: RockPitOberfest will feature 4 all RockPit German beer releases, Smoked Brats from Cecil's BBQ, live music and more. Plus, the front parking lot will be closed off for plenty of extra outdoor seating. Contests of strength, drinking ability and costumes will be afoot.

FREE Admission

Sanford Jazz in the Park

October 23, 2021 | 2 PM – 7 PM

Info: Come out for a day of Jazz in Centennial Park!!
Enjoy 4 different bands throughout the event, then after the event follow your favorite band to their host site in Downtown Sanford to hear more of your favorite music!

Sanlando Pumpkin Patch

Sanlando United Methodist Church

Pumpkin patch open October 5 – 29, 2021, 2pm-8pm (Mon-Fri), 10am-8pm (Sat), and 1pm-8pm (Sun)

Fall festival October 24, 2021, 3-5pm

Info: Come out for Sanlando's annual Pumpkin Patch, a FREE community event that features pumpkins of all colors and sizes and other fall decorations, plenty of backdrops for family photos, gourds, hay bales and more! FYI: This event is not pet-friendly.

Pumpkin prices vary

Santa’s Tree Farm: A Lot of Pumpkins


Opens October 2, 2021 (Select Fridays, Saturdays and Sundays) | times vary

Info: Pumpkins are fresh picked, and then displayed in a shaded lot to help preserve their freshness. Pumpkins are priced by size, and most range between $3 and $13. 

Showcase of Citrus Pumpkin Ponderosa


Sept 18 – Nov 28, 2021 | 9 AM to 7 PM Daily

Info: Join us for our 3rd annual Pumpkin Ponderosa at the Showcase of Citrus, Florida’s Fresh Air Attraction®. This year it is even bigger and better. Families can pick their perfect pumpkins, make arts and crafts, play outdoor games, go on hayrides, take some great family photos, and even enjoy a monster truck tour. We have it ALL! We have activities for all ages and even spooky fall adult beverages at our two open-air bars. Come enjoy the day or a sunset at our dock and on our grounds, and make some fun family memories while reconnecting with each other and the outdoors. This daily event has free admission and free parking!

Spooky Empire Official Event

Hyatt Regency Orlando- 9801 International Dr, Orlando, FL 32819

Fri Oct 22, 1:00 PM - Sun Oct 24, 6:00 PM

Join us for Spooky Empire's Fall convention, Halloween edition! Celebrate the Ultimate Halloween Weekend, October 22-24, 2021 in Orlando, FL! Tickets and more info coming soon!

Thornton 2nd Thursday Wine & Art Walk

Thornton Park District

September 9, 2021, 6:30-9:30pm

October 14, 2021, 6:30-9:30pm

November 11, 2021, 6:30-9:30pm

Info: The monthly wine & art walk is back! Head to the Thornton Park District for tasty tastings at multiple participating bars and restaurants throughout the district, plus live music and art vendors along the way.


Uptown Altamonte Rotary Art, Craft and Wine Festival

Altamonte Springs

November 21, 2021 | 9 AM – 5 PM

Info: Join the Altamonte Springs Rotary Club for the 10th Annual Altamonte Art, Craft & Wine Festival! It’s the perfect time of year to enjoy the cooler weather and a great opportunity to start your holiday shopping! This festival features 150+ talented artists and crafters offering original and unique items.

Winter Springs Hometown Harvest

Winter Springs

November 6, 2021 | 5 – 9 PM

Info: Celebrate Fall at our 16th annual Hometown Harvest! From FREE hayrides to live musical performances, this event hosts a large collection of fun and activities including the Winter Springs Got Talent competition! Various vendors will be available with food, drink, and other goods. Kids can enjoy the Hay Play area and pumpkin painting! See Winter Springs’ very own Dancers with Class and even join them for a line dance!

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