OUR MONTHLY GUIDE TO THE BEST THINGS TO DO IN ORLANDO FOR DATE NIGHT
There are so many fun events happening in the City Beautiful. Enjoy the sunshine at a market, try an art class or explore the foodie scene. With summer wrapping up it is time to make those weekend getaway plans, head to a nearby beach as the crowds dissipate, or get ready for Oktoberfest events.
There’s a lot on our curated guide of things to do in Orlando, so keep scrolling! It starts with event highlights for things to do this week, followed by our top picks for things to do in Orlando for the rest of the month. You’ll also find an ongoing events section for even more ideas.
Check back often as we add more Orlando events to this listing throughout the month.
For even more things to do in Orlando, check out these trending stories:
–> PS: Want to see your Orlando events listed here? Submit your event to us here.
This guide is updated throughout the month.
Scroll down for a look ahead to the big events of 2022
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Road Trip: Events in Tampa Bay this month
Planning to head to Tampa this month? Here’s a guide to the best Tampa Bay events this month from Tampa Bay Date Night Guide. If you’re planning to bring the kids, check out this guide to family-friendly events and activities in Tampa Bay from our sister publication Tampa Bay Parenting Magazine.
Save the Date!
Jefe Cigar Whiskey Wine Festival
Sept. 10, 6-10pm
Join Jefe Cigar Co. for the Best Festival of 2022 and get access to premium and boutique Vendors to celebrate artisanal and craft culture. Featuring: 15+ Cigar Vendors, 20 Spirit Vendors, 10 Wine Vendors, 4 Local Beer Vendors, 6 Food Trucks & More! Event starts at 6 pm and drinks go until 10 pm for only $30. VIP – Get access to ULTRA VIP Tents and get a Swag Bag (Bottle of Whiskey, 20 Cigars, Shirts, Gift Cards, Gifts – $400 value), Couches, FANS, Luxury Bathroom Unit, Premium Catered Food, Champagne, and High-End Spirits and more! ULTRA VIP Tickets are $250. Enjoy 4 hours of live music from Sweet Lizzy Project and our common area lounge to relax, smoke, and drink all-inclusive!!
Starting at $30
Party like a Pirate, ARRGH!, at the 3rd Annual Bucs Beach Bash
September 9-11
Get ready for a weekend of sun, fun, and football at the 3rd annual Bucs Beach Bash, September 9-11, presented by TradeWinds Island Resorts on St. Pete Beach. Party like a Pirate when you reserve the VIP package at TradeWinds with an all-access pass to live music, the Buccaneers gameday watch party, official Buccaneers party swag, a tailgating experience at RumFish Grill, and more! General admission to this event is free. For more information, visit justletgo.com
Orlando’s Famous Halloween Costume Party – A Nightmare on Church Street to Benefit Base Camp Children’s Cancer Foundation
Saturday, October 22, 8pm – 1am
Cheyenne Saloon/ Church Street
After 20 Years, Orlando’s Famous Halloween Costume Party Returns – “A Nightmare on Church Street” to Downtown’s Historic Cheyenne Saloon. Join them for a wicked fun evening with All-inclusive food and drinks with tastings from some of Orlando’s best restaurants and bars. Dance to live music from DJ Chino and the Rock Band NFusion! Show off your best costumes for their Halloween costume contest with BIG cash prizes from several categories. An amazing Halloween experience while raising awareness and funds benefiting Base Camp Children’s Cancer Foundation (501c3) -Local Charity! All Tickets are All-Inclusive including “Unlimited Tastings” from vendors at the event, lite bites, craft beers, wine, specialty cocktails, soda, water, live music and entertainment, admission into the costume contest, access to silent auction, and fun photo booths.
*MUST BE 21 AND OLDER TO PURCHASE TICKET & ATTEND EVENT!
Interested in becoming a Vendor or a Sponsor please contact: tracy@redfoxpromo.com / 407-616-8859
August 29 – 31, 2022 Things to Do / Events in Orlando
Last Wednesdays at A&H
Wednesday, August 31, 5:30pm-8:00pm
Enjoy free admission to the current exhibition of the Maitland Art Center Gallery. Then grab a drink (a broad selection of both nonalcoholic or alcoholic beverages) and watch the sun set over the iconic lily pond in the Main Gardens.
FREE – Cash Bar available
A Bronx Tale
August 26 – September 18, 2022
The Garden Theatre
A Bronx Tale is a streetwise musical based on the critically acclaimed play that inspired the now classic film.
Tickets go on sale July 6, with prices starting at $25
Visit Orlando’s Magical Dining
August 26 – October 2, 2022
Multiple participating restaurants
Running for five weeks starting in August, it’s your chance to enjoy three-course, prix-fixe dinners at many of Orlando’s best restaurants for just $40 per person.
$40
SeaWorld Orlando Craft Beer Festival
Weekends now – September 5, 2022
SeaWorld Orlando
Fridays-Sundays plus Labor Day, enjoy over 100 craft beers from breweries across the state of Florida, plus a few domestic craft favorites.
Included with theme park admission; sampling lanyards for food and beer extra
SeaWorld Orlando Craft Beer Festival 3 Daughters Beer – image credit: SeaWorld Orlando
Things to Do for Labor Day Weekend
September 1 – 4, 2022 Things to Do / Events in Orlando
Halloween Horror Nights Trivia
Thursday, September 1, 7pm – 9pm
Ivanhoe Park Brewing
A chance for HHN fans to come together and test their knowledge of years and fears past!
Universal Orlando’s Halloween Horror Nights
September 2 – October 31, 2022
Universal Orlando
Universal Orlando’s Halloween Horror Nights brings together terrifying haunted houses, sinister scare zones, outrageous live entertainment and some of the park’s most exhilarating attractions.
Ticket prices vary; *NOT included with theme park admission; separate tickets required
RELATED: How to Plan an Epic Halloween Horror Nights Date Night
First Friday Art Show at FAVO – with Back to School Drive
Friday, September 2, 5pm
Faith Arts Village Orlando
FREE
Lunch & Learn – I’m With Her: Women in the Central Florida Club Scene
Friday, September 2, noon – 1 pm
Orange County Reginal History Center
$5 for non-member, members FREE. With lunch: $14, members $9. – lunch must be ordered by 9 a.m. on Thursday, September 1.
Leu Gardens Movie Night – Uncharted
Friday, September 2, 8:00pm
Leu Gardens
It is best to arrive 30 minutes prior to movie time due to location of the movie area in the gardens. Please bring in your dinner/seating when you enter.
Cost: $7 adult, $5 child (4-17 years of age), plus tax and online fees. Tickets available online until capacity
Image credit: Leu Gardens
Catherine Britt
Friday, September 2, 7:30pm – 9pm
Timucua Arts Foundation – Orlando
Award-winning country artist, Catherine Britt, performs her critically acclaimed original music at Timucua
$25, with 50% off discount for frontline workers and more
Fall Open House / First Friday Wine, Cheese and Shop!
Friday, September 2, 5 – 8pm
The Old Red Barn of Geneva
Come join us for a fun evening in the country. We will be serving complimentary wine, charcuterie, and fall treats while you shop and enjoy music by Gypsy Sol. Don’t miss it!
FREE
Things to Do for Labor Day Weekend
September 5 – 11, 2022 Things to Do / Events in Orlando
US OPEN WATCH PARTY at Boxi Park
Monday, September 5, 4pm – 9pm
Boxi Park
A FREE family-friendly viewing party of the US Open matches with giveaways, pop-up tennis court activations, Honey Deuces, and more!
FREE
Theme Park Trivia Night
Tuesday, September 6, 7:30pm
Crooked Can Brewing
Theme Park related questions from all of Central Florida Theme Parks
First Responders Appreciation Day!
Friday, September 9, 10am to 4pm
The Old Red Barn of Geneva
Calling ALL First Responders! We would like to show our appreciation for your service, so we are treating you to lunch, raffles AND a 10% discount storewide! We appreciated you all so much that we wanted to give back a little. Hope to see you all here!
FREE
Figurehead Opening Bash
Friday, September 9, 6 – 9 pm
Orange County Reginal History Center
Virginia Drive Live
Saturday, September 10, 5pm
Vendors are placed along Virginia Drive from Orange Avenue to Mills Avenue. Vendors consist of artists, retail, food and music.
Guests can purchase $5 wristbands at Ten10 Brewing and at The Yard at Ivanhoe, which allow access to specials at select locations throughout the event
Amy Schumer
Friday, September 9, 2022
Hard Rock Live Orlando
$68.50 and up
Monthly FilmSlam
Sunday, September 11, 2pm
Orlando Museum of Art
FilmSlam has been a favorite of Florida’s independent filmmakers since 2004 and continues to be a very popular screening series and networking community for independent and student filmmakers of all skill levels
$11
September 12 – 18, 2022 Things to Do / Events in Orlando
Orlando Burger Week
Wednesday, September 14 – 28, 2022
Each restaurateur and Chef will prepare their unique take on the burger for only $7. The idea is to get people to embrace the food, culture and Orlando-love while getting out to eat, drink, and try new places! Digital Burger Passports will be available for participants to scan unique QR codes at participating restaurants to earn points for prizes
READ MORE: Sink Your Teeth Into the Best Burgers in Orlando
Red Hot Chili Peppers
Thursday, September 15, 2022
Camping World Stadium
Red Hot Chili Peppers are coming to Camping World Stadium with very special guests The Strokes and Thundercat
Sanford Art & Jazz Night
Thursday, September 15, 6pm
Historic Downtown Sanford – see event link for participating venues
Enjoy a special evening celebrating the arts, music & spirits at multiple venues
FREE
South Arts Southern Prize and State Fellows Exhibition Opening Reception
Thursday, September 15, 5pm
UCF Art Gallery
Opening Reception of the South Arts Southern Prize & State Fellows project supports some of the best contemporary art in the American South. The exhibition itself will run September 15-October 28.
FREE
Kevin Hart
Friday, September 16, 2022
Amway Center
$66 and up
Wine Stroll
Friday, September 16, 6:30pm – 9pm
Historic Downtown Clermont
Explore historic Downtown Clermont while sampling wine at various shops.
Tickets are $20 and will be available beginning at 5:30 p.m. at Optima One Realty.
Photo ID is required.
Brew & View: Beetlejuice & Night Market
Friday, September 16, 7pm
Ivanhoe Park Brewing
Classic movie and spooky night market! Movie will start at dusk, be sure to bring your chairs!
Uptown Vibes
Friday, September 16, 7 to 9 pm
Cranes Roost Park
Bring on the good times and the good vibes! This concert series features more than just live music, bringing you interactive games and amazing food and drinks for all to kick back and relax. This September, enjoy a performance from local country artist, Alex Hayes. Admission is free. Food and drinks available for purchase.
FREE
From Ella to Coltrane: The Jazz Photography of Roger Kallins
Sep. 16, 2022 — Jan. 16, 2023
Main Campus Alice & William Jenkins Gallery and Hannibal Square Heritage Center Visiting Exhibition Gallery
Friday, September 16, 7pm–10pm
FREE
Date Night in the Plaza
Saturday, September 17, 8 to 10 pm
Treat yourselves to an evening of live music, fun games and more. Enjoy entertainment from local hip hop pop rock band, Jon Cabrera Trio. Food and drinks are available for purchase. Patrons must be at least 21 years of age. Admission is free. Table seating is limited.
FREE
Date Night in the Plaza at Cranes Roost Park | Image credit: City of Altamonte
Smithsonian Magazine’s 18th Annual Museum Day
Saturday, September 17, all day
Select museums around the country including Orlando and Tampa
Advance registration required. One ticket is permitted per email address.
FREE
Swan Lake Ballet (on screen)
Saturday, September 17, 10:30am
The Enzian
The Enzian annual Opera & Ballet on the Big Screen series features an extraordinary lineup of performances filmed in high definition and showcased in spectacular digital cinema.
General admission $20, season subscription also available
Timucua Presents: Alterity Chamber Orchestra: “Divergent Pulsations”
Saturday, September 17, 8pm
Harriett’s Orlando Ballet Centre
Alterity presents a program of contemporary works of great beauty and dazzling virtuosity.
$35 – students, seniors, and front line worker receive a 50% discount online
Alicia Keys
Saturday, September 17, 2022
Dr. Phillips Center for the Performing Arts
$69.50 and up
International Food And Drink Festival – Downtown Orlando
Sunday, September 18, 11am – 9pm
Festival Park
Enjoy the best restaurants from Central Florida, exotic drinks, food eating contests, giveaways and more
FREE
Seriously Spooky Halloween 2022 Events and Date Ideas
September 19 – 25, 2022 Things to Do / Events in Orlando
Uncorked with Orlando Ballet
Tuesday, September 20, 7:00pm
Harriett’s Orlando Ballet Centre
The inner workings of ballet are on rare display in the Uncorked series as dancers and choreographers take to the stage together. The highlight of the evening is watching a piece created right before your eyes and then the chance to interact with the artistic team through a live Q&A session.
$20 and up
Family Sunset at Central Florida Zoo
Friday, September 23 – 5 p.m. – 8 p.m.
The Zoo reopens at 5 p.m. and comes alive with all sorts of fun until the sun goes down. Family Sunset features music at the Wharton-Smith Tropical Splash Ground, inflatable games, and of course, some of your favorite animals along the shaded boardwalks.
$6 per person when purchased online and $8 per person when purchased on-site. This event is not included in annual passes
Annual Chili Cookoff
Saturday, September 24, 11am to 2pm
The Old Red Barn of Geneva
Chili Cook off…Come out and help choose the winning chili! Our vendors are competing again this year for the title of Champion Chili at The Old Red Barn of Geneva. The winner will receive a cash prize and of course bragging rights!
FREE
Runway to Hope Sparkle & Shine 5K
Saturday, September 24, 8:00am-10:00am
Harbor Park at Lake Baldwin
ome on out to Lake Baldwin Park for a beautiful run/walk in your best Glitter and Gold to support local families battling pediatric cancer. All racers will receive a shirt, a runner bib, and body/hair glitter prior to racing as well as a medal upon crossing the finish line!
$25 until August 31, 2022
La Maschera: The Bridgerton Ball
Saturday, September 24, 7pm – 11pm
CityArts – Downtown Orlando
Dearest Reader, You are cordially invited to support the most anticipated event of the season, La Maschera: The Bridgerton Ball! La Maschera is the Downtown Arts District’s largest annual fundraiser which serves as a celebration of the arts and artists in downtown Orlando. In its 16th year, the theme is based on the popular Netflix drama Bridgerton. Guests will enjoy a modernized, Regency-era celebration by arriving in costume and entering the world of Bridgerton at CityArts.
$150
Latin Jazz Festival
Saturday, Sept. 24, 5:00 pm – 9:00 pm
Lake Concord Park, Casselberry
The Rico Monaco Band with special guest star Tito Puente Jr.
FREE
Lake Concord Park Casselberry | Dani Meyering
Global Peace Film Festival
September 19 – 25, 2022
Multiple locations in Winter Park and Orlando
There will be both a ticketed and a free way to watch the virtual films that will be available after the in person festival, from Monday, Sept. 27 through Sunday, Oct. 3. Both ticketed and free films will be accessible at the GPFF website.
September 26 – 30, 2022 Things to Do / Events in Orlando
Last Wednesdays at A&H
Wednesday, September 28, 5:30pm-8:00pm
Enjoy free admission to the current exhibition of the Maitland Art Center Gallery. Then grab a drink (a broad selection of both nonalcoholic or alcoholic beverages) and watch the sun set over the iconic lily pond in the Main Gardens.
FREE – Cash Bar available
4th Wednesday Wine Walk
Wednesday, September 28, 5pm
College Park
Purchase your $10 ticket in advance ($15 at the event) and head to Good Crowd or Infusion Tea to check-in and receive your official Wine Walk cup & wristband. Then enjoy a stroll along the drive and enjoy a drink tasting at each stop.
2022 DIS CON
Friday, September 30 – Saturday, October 1, 2022
EPCOT® After Hours Party
Disney’s Coronado Springs Resort
A one-of-a-kind expo celebrating Disney©, Marvel, Pixar, theme parks, music and memorabilia. On October 1, join an exclusive, private after-hours party at EPCOT®. All proceeds benefit Give Kids The World Village.
$55 and up
Brew & View: Hocus Pocus 2 & Fright Free Night Market
Friday, September 30, 7pm
Ivanhoe Park Brewing
Watch Hocus Pocus 2 together! Fright Free Family Night Market featuring small shop vendors, trick or treating, kids activities, and food trucks. Bring your own lawn chairs.
FREE
More Ideas: Ongoing Orlando Events
EPCOT International Food and Wine Festival
July 14 – November 19, 2022
EPCOT
Take a taste tour across 6 continents and more.
Included with theme park admission; food and beverage extra
Second Harvest hosts “Food for Thought” tours
September 14, 11:30 am – 12:30pm
September 21, 6pm – 7pm
Second Harvest Food Bank of Central Florida
Pre-registration is required a week before each tour.
Get an inside look at how Second Harvest distributes enough food for 250,000 meals a day – which remains elevated compared to pre-pandemic distribution levels.
*NEWS! Visit a Florida State Park for FREE through September 12, 2022*
With your public library card, you can check out the Real Florida Reader Day Pass which provides free park admission to Florida’s state parks. This is a pass that you check out from your local library and will need to return, just like you would a library book. Each library location will receive an allotted number of passes for checkout by library patrons. Here’s a list of our favorite Florida State Parks to visit near Orlando.
Orlando Local Makers Pop Up Markets
Most Fridays and Saturdays
20+ local makers in the delightful backyard of The House on Lang in the Mills 50 neighborhood
Bazaar Botanica Markets
Third Sunday of each month – September 18 etc. 1pm – 6pm
Ivanhoe Park Brewing
30+ Artisan Vendors ; And hundreds of products to shop. Plants, Vintage, art, handmade, oddities, and more.
Live and Local performers & entertainment
FREE Admission
Kamayan Supper Club
The supper club will release tickets for weekly Kamayans out of our @taglishfl UCF location. Private dinners and lunches will be available for parties of 6 or more with advance notice.
$45 per person
Movie Mondays
A La Cart Orlando
Monday nights, 7pm or sunset (whichever comes first)
Enjoy a FREE outdoor movie every Monday evening while enjoying food for purchase from the resident food trucks. Sign up for A La Cart’s email list to find out which movies are playing each week.
FREE Admission
Tasty Takeover in The Milk District
Tuesdays from 6:30-10pm
The Milk District – E. Robinson St
THE food truck block party in Orlando! Find it in The Milk District every Tuesday night behind the bars and shops of E. Robinson St.
FREE Admission
RELATED: How to Have an Orlando Food Truck Date
Piano Bar Show at Jewel
Thursday, Friday and Saturday Nights
Jewel Orlando
Dueling Piano players take the stage for a fun night of song requests and sing-alongs! Call (321) 444-5306 after 5pm to get your password for speakeasy entry.
FREE admission with password
Image credit: Jewel Orlando
Weekends at the Winery
Saturdays and Sundays, noon-4pm
Lakeridge Winery
Head to this Central Florida winery’s expansive vineyard green each weekend for delicious food, live entertainment, complimentary wine tastings/tours, and Lakeridge wines by the glass at the outdoor bar.
FREE admission
Check out multiple Farmers’ Markets around Orlando every weekend.
Saturday Exhibition Highlights Docent-Led Tour
Every Saturday, 1pm – 2pm
Rollins Museum of Art
Docent-led tours of highlighted works from the season’s exhibitions at the Rollins Museum of Art.
FREE
Pathways 2022: The Carlos Malamud Prize Exhibition
Now – September 2, 2022
UCF Art Gallery
This exhibition is the result of a collaborative partnership between the UCF Art Gallery at the University of Central Florida and the Rollins Museum of Art to celebrate and support emerging professional artists working in Florida. Juried by an external panel of three professionals from various areas of the art world, this year’s edition of the exhibition features six artists with diverse practices. This year’s finalists are Eugene Ofori Agyei, Channing Gray, Aimee Jones, Eric Ondina, Ivan Riascos, and April Webb.
Gallery Hours: Monday–Friday, 10:00 a.m. – 5:00 p.m.
Virtual exhibitions are available at: https://gallery.cah.ucf.edu/
Closed on major holidays
Admission is FREE
Fairy Doors at Leu Gardens
August 5 – October 31
Leu Gardens
Twenty, one-of-a-kind, whimsical fairy doors which will inspire your child’s imaginative world of enchanted forests, secret gardens and the magic of fairies. Each door is created by a very special fairy and all you have to do is find these beautiful doors located throughout the 50-acre gardens. A map of the fairy doors and a narrative of each fairy will be available.
Daytime garden admission applies $15 adult, $10 child (ages 4 – 17 years) which includes the Fairy Doors. Leu Gardens’ Members and all children 3 years of age and under receive free admission.
Painting With Primates
Chase Sanctuary and Wildlife Conservatory (Webster, FL)
Most Sundays, 10am
A memorable morning surrounded by some incredible endangered species. Lemurs and a local artist will help you paint a chosen picture on a canvass while sitting amongst the grandfather oaks that reside in a 5 acre open habitat. All materials will be included. This consists of paint, the canvass, easel, and brushes. Each participant will leave with their own work of art.
All participants must be 13 and over when painting with adult only.
Class lasts 2-3 hours in total
$75
Top Yearly Orlando Events for 2022: Concerts, Festivals, and More
In search of date night inspiration for the rest of the year? There are dozens of amazing Orlando events to choose from in 2022. Take your pick of the endless options: a stellar concert lineup, Broadway shows, festivals to delight foodies, theme park happenings, sporting events, and so much more. Here are a few of our favorites to pencil into your calendar for date night this year:
OCTOBER
NEW Broadway in Orlando 2022 / 2023 Season starts in October, check out the schedule and date ideas!
Airplay Presented by Orlando Health Orlando Regional Medical Center
October 1-30, 2022
Seneff Arts Plaza at Dr. Phillips Center for the Performing Arts
Experience art like never before: Giant, immersive, and… inflatable. Journey through the UK’s “Architects of Air”, a massive, inflatable architectural walkthrough experience of color, light and shape. Adventure through a giant, inflatable garden. Meet larger-than-life inflatable characters. Relax and connect in the shade of a unique, inflatable building and so much more. Surprises and play abound in this totally unique artistic adventure.
Oktoberfest Celebration
Saturday, October 8, 5pm – 8pm
Avalon Park
Free Bounce Park, Community Performances, Beer Garden, and More
FREE
Apopka Oktoberfest and Craft Show
Saturday, October 8, 2022 11am – 4pm
Kit Land Nelson Park
Shop with 90 vendors while you eat from 15 Amazing local food trucks.
Live DJ and kids area
FREE
MORE: Oktoberfest events in Orlando
Monthly FilmSlam
Sunday, October 9, 2pm
Orlando Museum of Art
This month’s selection will not be suitable for children
FilmSlam has been a favorite of Florida’s independent filmmakers since 2004 and continues to be a very popular screening series and networking community for independent and student filmmakers of all skill levels
$11
Where to See Halloween Movies in Orlando this October
Pumpkin Paint Party
Tuesday, October 11, 7pm – 8:30pm
Ivanhoe Park Brewing
Join us for a Pumpkin Paint Party for Adults – pumpkins and paint are supplied
Tickets on sale September 1st. Space is limited.
Orlando Come Out with Pride
Saturday, October 15, 2022
Lake Eola Park
FREE Admission
Trevor Noah
Saturday, October 15, 2022
Amway Center
$36 and up
DeLand Christmas Craft Fair
Saturday, October 15, 9am – 4pm
St. Johns Lodge, DeLand
Shop local for the holidays at this craft fair
Pitbull with Iggy Azalea
Sunday, October 16, 2022
Amway Center
$26 and up
Sanford Art & Jazz Night
Thursday, October 20, 6pm
Historic Downtown Sanford – see event link for participating venues
Enjoy a special evening celebrating the arts, music & spirits at multiple venues
FREE
Michael Pink’s Dracula
October 20–23, 2022
Steinmetz Hall – Dr. Phillips Center
Pulse-quickening theatrics take center stage in this heart-pounding story of seduction and sacrifice.
Halloween 2022: 20+ Seriously Spooky Halloween Date Ideas
Gorillaz
Friday, October 21, 2022
Amway Center
$60 and up
The Night Market with Zombietoberfest
Saturday, October 22, 5:00pm – 10:00pm
Corrine Drive, Audobon Park
Storytellers and performers from the dark, whimsical theater troupe Phantasmagoria. Plus, DJ, outdoor craft market, craft beer gardens, free costume contest for humans, a free Great Pupkin Costume Contest for pups, free outdoor movie and more.
5th Annual Sanford Jazz in the Park Music Festival
Saturday, October 22, 2pm – 7pm
Centennial Park
Enjoy some of the best local jazz bands in a beautiful park setting featuring food trucks, craft beer, cocktails, vendors, artisans and lots of family-friendly community fun
Wine Stroll
Saturday, October 22, 6:30pm – 9pm
Historic Downtown Clermont
Explore historic Downtown Clermont while sampling wine at various shops.
Tickets are $20 and will be available beginning at 5:30 p.m. at Optima One Realty.
Photo ID is required.
Last Wednesdays at A&H
Wednesday, October 26, 5:30pm-8:00pm
Enjoy free admission to the current exhibition of the Maitland Art Center Gallery. Then grab a drink (a broad selection of both nonalcoholic or alcoholic beverages) and watch the sun set over the iconic lily pond in the Main Gardens.
FREE – Cash Bar available
4th Wednesday Wine Walk
Wednesday, October 26, 5pm
College Park
Purchase your $10 ticket in advance ($15 at the event) and head to Good Crowd or Infusion Tea to check-in and receive your official Wine Walk cup & wristband. Then enjoy a stroll along the drive and enjoy a drink tasting at each stop.
October Movie Under the Stars – Double Feature
Avalon Park
Friday, October 28, 8pm
Bring your chairs and blankets to Town Park for a double showing of Zootopia and Hocus Pocus
Spooktacular
Saturday, October 29, 5pm
Avalon Park
Halloween Event with Costume Parade and Trick or Treating! Check out the free bounce houses and other offerings!
Hollerbach’s Oktoberfest
Friday – Sunday, October 14 – 16, 2022
Historic Downtown Sanford
Annual festival celebrating German food, beer, music, dance, folk costumes, and of course Gemütlichkeit!
FREE Admission
Image credit: Hollerbach’s Willow Tree Cafe
Our Favorite Fall Festivals, Pumpkin Patches and Foodie Events
NOVEMBER
Lunch & Learn – It’s Gonna Be Central Florida – The Boyband Craze
Friday, November 4, noon – 1 pm
Orange County Reginal History Center
$5 for non-member, members FREE. With lunch: $14, members $9. – lunch must be ordered by 9 a.m. on Thursday, September 1.
Monthly FilmSlam
Sunday, November 6, 2pm
Orlando Museum of Art
FilmSlam has been a favorite of Florida’s independent filmmakers since 2004 and continues to be a very popular screening series and networking community for independent and student filmmakers of all skill levels
$11
Walt Disney World Swan and Dolphin Food and Wine Classic
November 11 – 12, 2022
Walt Disney World Swan and Dolphin
Unlimited tastings at more than 20 stations featuring culinary selections from the hotel’s award-winning restaurants, 100+ beverage selections, and live entertainment.
Ticket prices and overnight packages vary
Image credit: Walt Disney World Swan and Dolphin
EDC Orlando
November 11 – 12, 2022
Tinker Field
Electric Daisy Carnival returns to Florida with the best in electronic dance music, full-size carnival rides, performers and art.
Orlando Beer Festival
Saturday, November 12, 2022
Festival Park
Join more than 3,000 of your fellow beer lovers to sample craft and premium beers from local breweries and around the country. Plus, interactive games, tasty eats and live music keep the party going all afternoon!
Sign up for newsletter for details on when tickets go on sale
Fall Craft Fair
Saturday, November 12, 11am – 3pm
Avalon Park
Shop from local vendors featuring: Holiday Decorations • Jewelry • Sweet Treats • Soap • Art • Candles • Plants & More. Don’t miss the mimosa bar!
Christmas at the Farm
Saturday, November 12, 10am – 6pm
Mick’s Farm – St. Cloud
Details TBD
Straight No Chaser – The 25th Anniversary Celebration
November 16, 2022
Steinmetz Hall, Dr. Phillips Center
Daniel Tosh- Florida Trash Tour
November 17 at 7:30 p.m. and 10 p.m.
Steinmetz Hall, Dr. Phillips Center
Sanford Art & Jazz Night
Thursday, November 17, 6pm
Historic Downtown Sanford – see event link for participating venues
Enjoy a special evening celebrating the arts, music & spirits at multiple venues
FREE
Wine Stroll
Friday, November 18, 6:30pm – 9pm
Historic Downtown Clermont
Explore historic Downtown Clermont while sampling wine at various shops.
Tickets are $20 and will be available beginning at 5:30 p.m. at Optima One Realty.
Photo ID is required.
Jingle Eve
Saturday, November 19, 2022
Ivanhoe Village
Celebrate the start of the holiday season with Ivanhoe Village. Families can experience the Children’s Holiday Village with a bubble bus, bounce houses, crafts and cookie decorating, entertainment stage and Santa. Adults can enjoy the 12 Wines of Christmas wine stroll while listening to carolers.
Fireworks at 9pm
407 Food Fair at Jingle Eve
Saturday, November 19, 4pm – 9:30pm
Ivanhoe Park Brewing Company
Dazzling Nights Presented by AdventHealth
November 25, 2022 – January 1, 2023
Harry P. Leu Gardens
Back for its third year and bigger and more interactive than ever! Orlando’s 50-acre Harry P. Leu Gardens transforms once again into a stunning winter wonderland featuring a million dazzling lights, shining forests, magical displays, music and beautiful sculptures during “Dazzling Nights” – a family-friendly adventure that gives guests the opportunity to embark on an unforgettable, interactive holiday experience.
Image credit: Dazzling Lights | photo by Dreamtown Photography
FusionFest
November 26 – 27, 2022
Downtown Orlando
Free, two-day, festival that draws people from more than 110 different cultures to experience music, dance, food, visual arts, spoken word, games and interactive activities.
FREE Admission
Last Wednesdays at A&H
Wednesday, November 30, 5:30pm-8:00pm
Enjoy free admission to the current exhibition of the Maitland Art Center Gallery. Then grab a drink (a broad selection of both nonalcoholic or alcoholic beverages) and watch the sun set over the iconic lily pond in the Main Gardens.
FREE – Cash Bar available
Cows ‘n Cabs
Date TBA for 2022; typically mid November
Winter Park
Cows ‘n Cabs is an annual charity fundraising event that features mini-dish tastings from 25+ gourmet Orlando restaurants paired with over 200 wines and a plethora of craft beers and cocktails.
Ticket details TBA
RELATED: Our Favorite Fall Festivals, Pumpkin Patches and Foodie Events
Elixir Mixer
Date TBA for 2022
Eden Bar at Enzian Theater
Meet the best shakers and stirrers in the local cocktail scene at Eden Bar’s Annual Elixir Mixer. Join Eden Bar and local partners as we serve up the best and most creative craft cocktails in town. Ticket includes access to delicious and creative tastings from Orlando’s most talented bartenders.
Tickets TBA
Epcot International Festival of the Holidays
November 25, 2022 – December 31, 2022
Epcot
Attend a holiday event that surrounds you in the wondrous sights, sounds and flavors celebrated by cultures near and far.
Included with theme park admission; food and beverage extra
RELATED: Complete Guide to the Holidays at Walt Disney World
DECEMBER
The Nutcracker – Orlando Ballet
December 2 – 18, 2022
Steinmetz Hall, Dr. Phillips Center for the Performing Arts
The enchantment of Orlando Ballet’s annual favorite makes The Nutcracker a not-to-be-missed holiday tradition.
Full length show as well as Family and Sensory Friendly Show available (December 3, 10 & 17, 2022)
Lunch & Learn – Figurehead Exhibition Showcase – Deep Cuts & B-Sides
Friday, December 2, noon – 1 pm
Orange County Reginal History Center
$5 for non-member, members FREE. With lunch: $14, members $9. – lunch must be ordered by 9 a.m. on Thursday, September 1.
Christmas Trivia Night
Tuesday, December 6, 7:30pm
Crooked Can Brewing Company
Christmas related questions from anything and everything about the most wonderful time of the year!
FREE to play
Lewis Black: Off the Rails
Saturday, December 10, 2022
Hard Rock Live Orlando
$45 and up
For King + Country’s A Drummer Boy Christmas
Saturday, December 10, 2022
Amway Center
Monthly FilmSlam
Sunday, December 11, 2pm
Orlando Museum of Art
FilmSlam has been a favorite of Florida’s independent filmmakers since 2004 and continues to be a very popular screening series and networking community for independent and student filmmakers of all skill levels
$11
Hadestown
December 13 – 18, 2022
Dr. Phillips Center for the Performing Arts
Hadestown intertwines two mythic tales—that of young dreamers Orpheus and Eurydice, and that of King Hades and his wife Persephone—as it invites you on a hell-raising journey to the underworld and back.
Tickets on sale in 2022
Wine Stroll
Friday, December 16, 6:30pm – 9pm
Historic Downtown Clermont
Explore historic Downtown Clermont while sampling wine at various shops.
Tickets are $20 and will be available beginning at 5:30 p.m. at Optima One Realty.
Photo ID is required.
December Movie Under the Stars – “The Grinch”
Friday, December 16, 8pm
Avalon Park
Bring your chairs and blankets to Avalon Park Town Park for a showing of The Grinch!
Last Wednesdays at A&H
Wednesday, December 26, 5:30pm-8:00pm
Enjoy free admission to the current exhibition of the Maitland Art Center Gallery. Then grab a drink (a broad selection of both nonalcoholic or alcoholic beverages) and watch the sun set over the iconic lily pond in the Main Gardens.
FREE – Cash Bar available
Enzian’s James Bond New Year’s Eve Party
Saturday, December 31, 2022
Enzian Theater
Bond is back! Toast to 2023 with your closest friends and family at our signature New Year’s Eve bash. Come in your most impressive Bond fit and you could win a prize. Enjoy some bubbly, light hors d’oeuvres and our special NYE cocktails while dancing your way into the new year!
Tickets TBA
Enzian Theater entrance – Dani Meyering
2023 Highlights
The Great American Orchestra Series in Steinmetz Hall:
The Cleveland Orchestra
Sunday, January 22 at 3 p.m.
Franz Welser-Möst, conductor
The Philadelphia Orchestra
Friday, February 17 at 7:30 p.m.
Nathalie Stutzmann, conductor
Chicago Symphony Orchestra
Tuesday, February 28 at 7:30 p.m.
Riccardo Muti, conductor
Neil deGrasse Tyson – The Search for Life in the Universe
January 8, 2023
Walt Disney Theater at Dr. Phillips Center
Join America’s greatest astrophysicist as he guides you through the search for habitable planets, liquid water and intelligent life in the cosmos.
Epcot International Festival of the Arts
Mid January – late February
Epcot
Sample creative and visually stunning food while enjoying live entertainment, meet and greets with artists, immersive art experiences and more.
Included with theme park admission; food and beverage extra
Central Florida Scottish Highland Games
January 14 – 15, 2023
Central Winds Park, Winter Springs
Experience traditional highland athletics, dance, art, music, culture, food and a Gaelic spirit that can be felt throughout this multi-acre festival. Pack folding chairs, water, sunscreen, and get ready for a full day. Get there early and consider using a ride-share service to avoid a parking hassle.
Universal Orlando Mardi Gras
Early February – Late April
Universal Orlando
The parades and beads are back. The concerts are back with incredible performers including Khalid, Marshmello, Jason Derulo and more. And every day and night you can enjoy lip-smacking foods from New Orleans as well as mouth-watering dishes inspired by tastes from around the world.
Included with theme park admission; food and beverage extra
RELATED: How to Have an Epic Date at Universal Orlando Mardi Gras 2022
Bruce Springsteen and The E Street Band
Sunday, February 5, 2023
Amway Center
Something Rotten!
April 21 – May 21, 2023
Garden Theatre – Winter Garden
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. Sick and tired of failure, Nick visits a less-than-reputable soothsayer, who predicts that musicals will be the next big thing in theatre.
Only Season Ticket Packages are currently available
Dreamgirls
July 7 – August 6, 2023
Garden Theatre – Winter Garden
Meet the Dreams: Effie, Lorrell, and Deena, three young and talented African-American singers in the revolutionary 1960s. Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Only Season Ticket Packages are currently available
Creative City Project 2023
NEVERLAND: The Lost Adventure
(January through March 2023)
Harry P. Leu Gardens
Follow the second star to the right and straight on ‘til morning and learn to fly in an all-new immersive experience for imaginations both young and old. Explore the wilds of Neverland and come face-to-face with the characters who call it home encountering surprises along the ¾-mile theatrical journey. Discover what it truly means to become one of Peter Pan’s “Lost Boys”… and Girls. From the creators of Dragons and Fairies and Down the Rabbit Hole, comes a new adventure that brings you into the classic tale of Neverland.
RE: CHARGE
(April 7-8-9, April 14-15-16, 2023)
Returning for its third year, Re: Charge is an ambient, relaxing event meant to rejuvenate with amazing sounds and soft lighting. Guests will leave feeling refreshed as they bring their own pillow and blanket to lay down in an individual 6’x8’ square for this restorative night of live music. Harpist Timbre Cierpke will lead a live ensemble of orchestral musicians playing a 60-minute concert of peaceful and reflective music.
IMMERSE will return in 2023. “As we approach the 2022-2023 season, Creative City Project is taking a moment to reflect on the last decade of innovative, creative and immersive experiences,” says Evans. “As we navigate the 2022-2023 season, the event known as IMMERSE will be put on pause and brought back during our 2023-2024 season, in order to make room for Airplay in 2022. We look forward to collaborating with existing and new community partners throughout our 2022-2023 season and look forward to spending a year envisioning how we can serve our community through new programming while producing IMMERSE 2023 and beyond.”
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