Orlando Fall Festivals and Fairs Guide 2021


Orlando Fall Festivals and Fairs Guide 2021

Orlando Fall Festivals and Fairs Guide 2021 – Looking for a fun fall fair or festival in Orlando? It’s such a great time of year to enjoy the weather in Central Florida. If you’ve found we’ve missed any upcoming fairs or festivals, you can email them to Newsletter@MyCentralFloridaFamily.com or click here to submit your event to us.

Orlando Fall Festivals and Fairs Guide 2021

The Orlando Fall Festivals and Fairs Guide 2021 features a list of great Fall events we found in our community.  Check back often for updates.

You will find two categories: Fall Events that are happening over multiple dates and single dates. We’ll continue to update this guide with new events published each week!

Looking for other fall opportunities for fun, check out our additional guides below.

These are some of our favorite fall festival events in Central Florida. For a complete list of events, head to our Calendar/Stuff to Do page and search “Festival”. We will continue to update with more of our favorite events as they become published!

Multiple Day Festivals:

Showcase of Citrus Pumpkin Ponderosa

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

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)
More 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.

Haunted Halloween Maze at Lake Catherine Blueberries

Weekends September 24 – October 30, 2021
More Info: An Nighttime Haunted Maze

Club Lake

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

Santa’s Tree Farm: A Lot of Pumpkins

Opens October 2, 2021 (Select Fridays, Saturdays and Sundays) | times vary
More 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.  For information on preserving your carved pumpkin click here.

Painted Oaks Academy

East Orlando
October 4 – 31, 2021 | Weekends 10 AM to 10 PM (Drive Thru)
More Info: We are best known for our annual pumpkin patch in October.

Winter Park Autumn Art Festival

Winter Park
October 9-10, 2021 | 9 AM to 5 PM
More Info: The Winter Park Autumn Art Festival is the only juried fine art festival exclusively featuring Florida artists. The Winter Park Chamber of Commerce is proud to host the festival on the second weekend in October each year. The community-oriented sidewalk show presents quality visual art and live entertainment the whole family can enjoy. The festival is held in beautiful Central Park located along historic Park Avenue in downtown Winter Park.

Ormond Beach Celtic Festival

Ormond Beach
September 11 – 12, 2021
More Info: The 10th annual Ormond Beach Celtic Festival – usually held each spring during the third week of April – has finally arrived!  Clans, pipers, and highland games athletes will gather on September 11, & 12, 2021 at the traditional spot in Rockefeller Gardens and Fortunato Park for two days of folk music, food, and fun from the seven Celtic Nations and beyond.

Oviedo Oktoberfest

September 23 – 25, 2021
More Info: The 10th annual Ormond Beach Celtic Festival – usually held each spring during the third week of April – has finally arrived!  Clans, pipers, and highland games athletes will gather on September 11, & 12, 2021 at the traditional spot in Rockefeller Gardens and Fortunato Park for two days of folk music, food, and fun from the seven Celtic Nations and beyond.

Fall Festival at the Ranch

St. Cloud
October 8-10, 2021 | 11 AM to 7 PM
More Info: amily Fun Fall Festival All Day long. Live Music, Food Trucks, Beer Tents, and Fun Activities

Pig on the Pond Community Festival

October 15-17, 2021
More 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.

Mount Dora Craft Fair

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

Delaney Baptist Church Fall Festival

October 30, 2021 | 5 to 7 PM
More Info: Enjoy a FREE afternoon of FUN for the entire family with carnival games, prizes, face painting, balloon animals, snacks, candy, food, give-aways, music, lots of tasty treats, and much more! Children are encouraged to wear kid-friendly costumes. A Concession stand will be open!

Winter Garden Fall Heritage and Music Festival

Winter Garden
November 6, 2021 | 8 AM to 10 PM
More Info: Arts and craft vendors; food trucks all around Lake Eola.  FREE ADMISSION

Fall Fiesta in the Park

Downtown Orlando
November 6-7, 2021 | 10 AM to 5 PM
More Info: A daylong celebration of the community’s historic roots with live music from 19 bands across 5 stages, street performers, sport & field games, hay maze, fall activities, heritage displays, and much more.

Art Under the Stars

November 12-14, 2021 | time varies
More 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
More 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!

Longwood Arts and Crafts Festival

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

Single Day Festivals:

Clermont Sips and Salsa

September 18, 2021 | 2 – 10 PM
More Info: This much-anticipated event will offer the community all things SALSA! A display of cultural cuisine will be available in a variety of exquisite dishes, accompanied by live salsa music and dancing. Lots of activities for the whole family including Chihuahua races, domino tournament, kids zone and much more!

International Food and Drink Festival

Downtown Orlando
September 26, 2021 | 11 AM to 10 PM
More Info: The International Food And Drink Festival at Lake Eola Park 2021 in Downtown Orlando! Enjoy the best restaurants from Central Florida, exotic drinks, food eating contests, giveaways and more! Sunday September 26th 2021 from 11am to 10pm at Lake Eola. FREE admission!!

Caselberry Country Jam Concert

October 8, 2021 | 6 – 9 PM
More 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)

Lake Nona Town Harvest

Lake Nona
October 2, 2021 | 4 – 10 PM
More Info: This year’s event will feature a pie making contest where you can test your baking skills and really “crust” the competition, and become a prized blue ribbon winner! You’ll be able to share your harvest enjoyment as oversized tractors, hay bales, and pumpkins create the perfect cozy photo op.You’ll also be able to snag the perfect pumpkin for your front porch, and a hand full of flowers from our wonderful floral and farmer vendors!Toss down a blanket or pull up a chair to listen to The John Sparling Band in a magical concert under the stars.

Celebration’s Falltober Fest

Lake Nona
October 9, 2021 | 3 – 8 PM
More Info: Falltoberfest in Celebration. Costume contest, pumpkin patch, kids activities, food trucks, live music, beer garden, craft vendors, stein holding contest. General Admmission $5

Central Florida Veg Fest

Downtown Orlando
October 23, 2021 | 10 AM – 6 PM
More 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!

Sanford Jazz in the Park

October 23, 2021 | 2 PM – 7 PM
More 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!

Mims Fall Harvest Festival

October 23, 2021 | 11 AM – 5 PM
More Info: Join us for our second annual Fall/Harvest Festival. We will have our famous horse rides again, vendors, food trucks and more.

Orlando Bark, Blues and BBQ Festival

October 23, 2021 | 12 PM – 6 PM
More Info: Orlando Bark, Blues & BBQ Festival

Harvest Festival

October 30, 2021 | 10 AM – 4 PM
More Info: Shopping galore with all of the Crafters, and Vendors lining the city streets. Food Trucks, Kids Zone, Pumpkin Patch and so much more!

Winter Springs Hometown Harvest

Winter Springs
November 6, 2021 | 5 – 9 PM
More 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!

Longwood Chili Cookoff

November 13, 2021 | 4 – 6:30 PM
More 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.

Uptown Altamonte Rotary Art, Craft and Wine Festival

Altamonte Springs
November 21, 2021 | 9 AM – 5 PM
More 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.

Disclaimer: Events and opportunities listed on this site are subject to last minute cancellations and changes which might not be reflected in this MyCentralFloridaFamily.com post. Please always confirm with this family-friendly business by calling or clicking the links for more information.

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Check out additional Family Fun events coming up below:

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