It is hard to believe, but fall fun has arrived! The much-anticipated season of Magical Dining is now here, too, with just a few weeks left. Let's take a look at the best events and things to do this week.
Updated multiple times each week by Nancy DeVault, Dani Meyering, and Kelly Lamano Diaz
Attention Parents: Head to Orlando-Parenting.com for things to do with kids in Orlando.
Featured Events
Giving an extra shoutout to the following events, which help us to bring this guide to you for FREE!
Jerry’s Girls
August 7 – 31st, showtimes at 2pm or 7:30pm
Orlando Shakes, 812 E. Rollins St. Orlando FL 32803
The Winter Park Playhouse Proudly presents Jerry's Girls – a dynamic Broadway musical revue that celebrates the music of the incomparable composer Jerry Herman! This show highlights music from such immortal musicals like Hello Dolly!, Mame, La Cage Aux Folles and more. Tickets from $20.
Fireside Tastings
Select Saturday Evenings
Sear + Sea Woodfire Grill, JW Marriott Orlando Bonnet Creek
14900 Chelonia Parkway, Orlando, FL
Experience an all-new, exclusive seven-course Fireside Tasting at Sear + Sea Woodfire Grill. An intimate, chef-guided journey hosted directly in front of the woodfire grill, this immersive dining experience begins before the restaurant opens, offering a rare behind-the-scenes look at this Michelin-recommended culinary craft. Each course is meticulously prepared using premium seasonal ingredients, highlighting the richness and refinement of open-flame cooking and expertly paired with wines selected to complement and elevate the flavors of the evening. Select Saturday evenings, $250 per person, book on OpenTable.
This Week Events in Orlando, Things to Do September 1-7, 2025
Halloween at Disney Springs is happening now! This includes one of the best Halloween Bars in Orlando!
Magical Dining
Through September 30, 2025
160 restaurants
Here's your chance to dine at some of the best restaurants in Orlando. During Magical Dining you can enjoy a three course meal for just $40, and in some of Orlando's most luxurious locales, $60. A portion from the proceeds of this event benefits multiple charities.
EPCOT International Food and Wine Festival
August 28 to November 22, 2025
EPCOT
Eat and drink your way through the park’s largest culinary fest on Labor Day!
Theme park admission required; food and beverage additional cost
LNPC’s FREE Community Yoga Class
Thursday, September 4, 2025, 12-1pm
Wave Hotel –Sculpture Garden
6775 Chopra Terrace, Orlando, FL 32827
During these dog days of summer, find your downward dog at a free session offered by Lake Nona Performance Club. FYI, if you miss this week, know that this opportunity is offered every Thursday.
Hokus Pokus Live
Thursday, September 4, 2025, 8pm
The Plaza Live
425 N. Bumby Ave., Orlando, FL
Ready for spooky season? This production stars legendary drag superstars (Ru Paul’s Drag Race) Ginger Minj, Jujubee and Sapphira Cristal. The show is geared for those 18+, with hauntingly hilarious comedy, impressive vocals and a touch of magic.
House Of Bey: A Beyoncé Birthday Celebration
Thursday, September 4, 2025, 9pm
The Beacham
46 N. Orange Ave., Orlando, FL
Grab your girls (or your love) to dance the night away to Queen Bey. Expect the DJ to celebrate her discography, from Lemonade and Renaissance to Dangerously In Love and I Am…Sasha Fierce.
Gateway Winter Park’s Pickleball Open Courts & Lessons
Friday, September 5, 2025, 9am-1pm
Gateway, 701 Formosa Avenue, Winter Park, FL
Need to stick to a date night budget? No big dill! On Fridays, Gateway offers indoor pickleball sessions for just $5 per person. Paddles and balls provided. Better yet, first-timers get their first session at no cost.
Leu Gardens Movie Night
Friday, September 5, 2025, 6-9pm
1920 N. Forest Ave., Orlando, FL 32803
Dinner and a movie on date night? Yes please… but with dinner being an al fresco picnic in the lush grounds of Leu Gardens. Gates open at 6pm, with an outdoor screening of Indiana Jones and the Last Crusade set to follow. Cost: $10 adult, $8/child.
House and Coffee
Saturday, September 06, 2025, 8am-2pm
Qreate Coffee
1212 Woodward Street, Unit 1, Orlando, FL
House & Coffee at Qreate is a high-energy community event where music meets caffeine. It brings together DJs and a full morning of house beats, specialty drinks and creative vibes. Think open-air patio morning party celebrating all things coffee and connection. Remember, coffee makes couples happy… because caffeine has been shown to trigger the production of dopamine in the brain and, thus, trigger (warm and yummy) cheeriness.
Baldwin Park Porch Sale
Saturday, September 6, 2025, 8am-noon
1913 Meeting Place, Orlando, FL
The Fall Porch Sale returns to Baldwin Park. Shoppers can find treasures from hundreds of participating vendors, as well as purchase fresh coffee from Lobos Coffee Roasters.
Digital Painting for Adults
Saturday, September 6, 2025, 10am-1pm
The Maitland Art Center-Studio 10
231 W. Packwood Ave., Maitland, FL 32751
If you and your love just love digital painting, this workshop is the date night (well day date) for you. Hurry! It’s super limited for an intimate group setting to achieve personalized support using the free Sketchbook App. This workshop is priced at $140.
Moon Over Avalon Night Market
Saturday, September 6, 2025, 4-9pm
Avalon Park Founder's Square
13002 Founders Square Dr, Orlando, FL
Celebrate the 4th annual Moon Over Avalon Night Market —a new venue to host all of life’s most memorable celebrations! Featuring 30+ unique vendors, Asian cultural performances, a lantern workshop, parade, craft station, food trucks, live performances, and more.
Winter Parktoberfest
Saturday, September 6, 2025, 4-10pm
Mead Botanical Garden
1300 S. Denning Drive Winter Park, FL
Hosted by The Winter Park Rotary Club, in partnership with Licorice Sticks Entertainment and Hollerbach’s Restaurant, this second annual event kicks off the fall season with a traditional flag ceremony and “Tapping of the Keg” led by Winter Park Mayor Sheila DeCiccio. Expect food, festive fun and fall vibes. Cost: $25 (kids free with paid adult).
Fall Back 90’s Block Party
Sunday, September 7, 2025, 1-6pm
David’s Cuts Barbershop, 2050 State Road 436, Suite 120, Winter Park, FL
This 90’s themed block party will feature food trucks, vendors and local businesses, free haircuts from local barbers and much more. Dig through your closet to find those 90s tee’s, big sunglasses and jean jackets.
Twerkchella: Art of Seduction
Sunday, September 7, 2025, 6pm
The Abbey
100 S. Eola Drive, Orlando, FL
Those looking for something pretty sexy to round-out their Sunday Funday may want to snag tickets to Twerkchella: The Art of Seduction. This stage production is for 21+ and a swanky attire affair.
MORE: Oktoberfest in Orlando arrives this weekend!
Next Week: Things to Do September 8-14, 2025
Pickleball for Freedom
Friday, September 12, 2025, 9am-3pm
USTA National Campus
10000 USTA Blvd. Orlando, FL 32827
Philanthropic-minded pickleball couples can help score some much-needed fundraising dollars for She Is More Than, a nonprofit dedicated to restoring survivors of human trafficking. Beginner couples enter at $90 and intermediate and/or advanced couples have a $110 entrance fee.
Orlando Tattoo Show IV
Friday, September 12-Sunday, September 14, times vary
Events Center at Osceola Heritage Park
1875 Silver Spur Lane, Kissimmee, FL
If you like ink, pencil this date night in. In fact, those eager to get matching tattoos with their boo should expect to be wowed by tattoo artistry, culture and creativity.
Orlando Booze & Bites Festival
Saturday, September 13, 2025, 12-5pm
Festival Park
2911 E. Robinson St., Orlando, FL
Hit up the Milk District for this delish date night. This weekend fun is considered one of Orlando’s ultimate food fests with tickets granting open bar, $5 (or less) bites from local favorites, live music, a craft marketplace, epic game zone and more. Tickets start at $50.
Sculpt Wellness Day Party
Saturday, September 13, 2025, 12-5pm
SOCF Fitness
11687 S Orange Blossom Trail, Orlando, FL
For those craving a rejuvenating spa and wellness day, check out this affordable option. A $40 general admission pass includes all fitness classes (CrossFit-style, yoga, Pilates, acro-yoga), cold plunge and recovery services (massage, cupping, myofascial release, trigger point therapy, compression boots).
Draw Lab
Saturday, September 13, 2025, 1pm
Black Phin Coffee Bar
1152 Harmon Avenue, Winter Park
If your picture-perfect date includes art and coffee, this event should draw your attention! Draw Lab Orlando is hosting a free session, themed “Back to the 70’s,” to inspire fun and funky sketching. Karaoke to follow.
Pitmasters & Pourers
Saturday, September 13, 2025, 3-8pm
Elizabeth Evans Park
100 N. Donnelly St., Mt. Dora
As if you needed another reason to love date experiences in Mount Dora… how about beer, bourbon, bacon and BBQ. The Pitmasters & Pourers serves up unforgettable flavor, fun and entertainment, including musical acts and wrestling matches.
The Golden Girls Gone Wild Pub Crawl
September 13, 3pm-12am
Ivanhoe Village
1001 N Orange Ave, Orlando, FL 32804
Whether you’re a Blanche, Dorothy, Rose, or Sophia — grab your crew, throw on your best Shady Pines fit, and party across 4 of Orlando’s favorite Main Streets. Enjoy 50+ bars & restaurants, a costume contest, themed drinks, specials, and golden vibes only.
Tickets $12 advance, $20 day of
Paws Around the Pier Bridal Showcase
Sunday, September 14, 2025, 11am
Caribe Royale Orlando
8101 World Center Drive, Orlando, FL
Ticketed at just $10, this unique, tail-wagging outdoor bridal showcase experience is geared toward “must love dogs” kinda couples who want their weddings to be as unique as their love stories, incorporating their beloved fur babies. Because puppy love and true love can co-exist, right?
Orlando Events September 15 – 21, 2025
5th Annual Fall Fest
Saturdays & Sundays, from Sept. 20 – Nov. 2
Amber Brooke Farms
Celebrate fall at Amber Brooke Farms during the 5th Annual Fall Festival: “Harvest on the Hill.” From flower fields and live music to archery, gel blasters, yard games, and fall-themed fun, there’s something for every member of the family. Enjoy delicious food, hands-on activities, and beautiful photo spots throughout the farm. Located in Eustis, FL, tickets start at just $15.95 online. Make it a season to remember!
Monster Moku
Thursday – Sunday, from Sept. 25-28, 2025
DoubleTree SeaWorld Orlando
Get ready for this three-day, 21+ cocktail-driven, tiki-meets-horror spectacle like no other! Roam through eerie pathways, marvel at Polynesian fire dancers and the gleaming chrome of a vintage car show, rock to the bone-rattling live surf bands, and dive headfirst into a weekend bursting with monstrous fun, dark tropical thrills, and unforgettable surprises.
Tickets start at $95
National Public Lands Day
Saturday, September 27, 9-11am
Mead Botanical Garden
1300 S Denning Dr, Winter Park, FL
Enjoy a special morning celebrating National Public Lands Day. This nationwide event honors the beauty and importance of our shared public lands, and Mead Garden is the perfect place to connect with nature and community. Featuring FREE activities for all ages, including: Audubon Birds of Prey presentation, Yoga + Tai Chi FREE sessions to refresh and restore, Self-guided nature tours through the garden’s trails and habitats, Free Tree Giveaway by the City of Winter Park Urban Forestry, Children’s activities designed to spark curiosity and fun, Winter Park Library Story Walk for families to enjoy reading outdoors, and more.
Tonka’s Country Fall Festival
Saturday, September 27, 4pm – 10pm
Lake Mary Pub & Tiki Bar, 119 W Crystal Lake Ave, Lake Mary
Celebrate the arrival of fall with a community festival inspired by Tonka the horse, a beloved pub regular. Enjoy a hay ride through Downtown Lake Mary, carnival games, bull riding, a dunk tank, local vendors, food trucks, live music, and drink specials. Family-friendly fun — all ages welcome.
Weekly Ongoing Orlando Events
Wine Wednesdays at NORMAN’S Orlando
Wednesdays from 5:30-7:30 p.m.
7924 Via Dellagio Way, Orlando, FL 32819
Head to NORMAN’s on Wednesdays for summer specials featuring 30% off select bottles of wine, curated by their Sommelier! Plus, try their new “Flights & Bites” offering hand-picked Red, White, and Sparkling Wines paired to complement the Chef-curated Bites Menu. You can also book a 15-minute tasting session with our Sommelier to learn about wines, regions, and pairing suggestions (complimentary tastings included). Can’t go on a Wednesday? NORMAN’S offers daily Happy Hour from 5-7 p.m. with dinner available until 10 p.m.
AC Orlando Downtown Express Lunch
Lunch served Tuesday-Friday 11am-3pm
333 S. Garland Ave, Orlando, FL 32801
Introducing AC Hotel's new Express Lunch—crafted for those on the go but unwilling to compromise on flavor. For just $18, enjoy a chef-inspired entrée and a non-alcoholic beverage, all guaranteed to be served within 20 minutes of ordering. Perfect for a power lunch or a quick catch-up, it's speed without sacrifice. Available Tuesday-Friday—because great taste shouldn't have to wait.
Pottery Night
One Thursday Every Month, from 6:30-8 p.m.
8602 Universal Blvd, Orlando, FL 32819
Discover the magic of pottery in this 2-hour group session at the Castle Hotel! Guided by a skilled instructor, you’ll master the basics of throwing clay on the pottery wheel and create your very own unique piece. From shaping the clay to glazing for a polished finish, this experience offers hands-on fun from start to finish.
Makers Market at Forward/Slash Distillery
The Last Saturday of Every Month, from 2-6 p.m.
650 S Capen Ave, Winter Park, FL 32789
Support your local Orlando makers at Forward/Slash Distillery’s monthly Makers Market. Hosted by Orlando Local Maker’s, this event features the best of vendors who craft and make various items, goods, trinkets, and gifts. The market is on a break for summer and will return on September 27th. Food will be served by Bien Fuego BBQ for some light bites while you shop. Free to attend!
Happy Hour + Art @TheFalconBar
Mondays from 6:30-10pm
The Falcon Bar & Gallery
819 East Washington Street, Orlando, FL 32801
Local vibes. Awesome people. Enjoy Happy Hour adult libations while viewing local art at one of Orlando’s favorite local spots for creatives!
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
Game & Hobby Night at The Burrow
Every Tuesday, 5pm – 8pm
The Burrow Cafe & Play, Mills area
Bring along your favorite game, knitting project, book, or enjoy one of the games available at The Burrow. Come relax, be playful, and enjoy your favorite hobby or discover a new one. Free to attend and drink specials available.
Luminary Market
First Wednesday of every month, 5:30-9pm
Luminary Green Park in Creative Village
Explore 20-25 local vendors featuring unique, curated goods and support our growing community of residents, students, and workers. Stick around after shopping for KaleidoScope 360°, an outdoor movie series where you can enjoy family-friendly films under the stars! Showtime is at 7pm.
Late Night Thursdays
Thursdays, 5pm – 8pm
Leu Gardens
Bring a picnic & seating, sip some spirits, or take a stroll through the gardens and discover the amazing ORIGAMI IN THE GARDEN exhibit. Included with general admission. Rain or shine.
$15 per adult, $10 per child
Piano Bar Show at Jewel
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
Cirque du Soleil “Drawn to Life”
Wednesdays – Sundays
Performances of “Drawn to Life” take place on most nights at 5:30 pm and 8:00 pm. Go for the later show if you prefer to potentially have less kids in attendance. Additionally, it will give you more time to enjoy Disney Springs before the show.
Weekends at the Winery
Saturdays and Sundays, 10am – 5pm (Sat) & 11am – 5pm (Sun)
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. Plus, delicious food at the Food Pavilion, as well as live music all weekend long.
FREE admission
Check out multiple Farmers' Markets around Orlando every weekend.
Saturday Exhibition Highlights Docent-Led Tour
Every Saturday, 1pm & 3pm
Rollins Museum of Art
Docent-led tours of highlighted works from the season’s exhibitions at the Rollins Museum of Art.
FREE
Dinks & Drinks
Every Saturday, 6:30-9:30pm
ClearOne Sports Centre
4141 N. John Young Parkway, Suite 3, Orlando
Open courts for casual drop-in play. Includes 1 free drink (Beer, High Noon, or Soda). Paddle rentals are available for $5. Tennis shoes required. Different music theme each week. No partner? No experience? No problem. This is the perfect night to bring a friend, meet new people, or just vibe with the community.
$20 per person
Read more: Places to Play Pickleball in Orlando
Tai Chi in the Garden
Every Saturday through 2025, 10:30am – 11:30am
Mead Botanical Garden, 1300 S. Denning Dr, Winter Park
A gentle exercise program that is composed of slow deliberate movements, meditation, and deep breathing to enhance health and well-being.
$15
October Preview
International Observe the Moon Viewing Event
Emil Buehler Planetarium at Seminole State College
100 Weldon Blvd, Sanford, FL
Saturday, October 4, 2025, 6:30-8:30pm
Join for a night dedicated to our own natural satellite, the Moon. Telescopes will be set up to view the Moon, showcasing many of the wondrous features found there, including craters, highlands, basins, and more! You can also use your phone in several areas to take your own photos of the Moon. This event is FREE and open to everyone. The viewing event will take place on the Seminole State College Sanford/Lake Mary campus at the central pond to the south of the E. Ann McGee Student Center. This building is on the opposite side of the parking lot from the planetarium (Google Map pin here).
Emo Night Sip & Shop
Warped Pour
26 Wall St Plaza, Orlando, FL 32801
Friday, October 10, 2025, 5-10pm
Warped Pour is partnering with Theme Parks Therapy for this nostalgic market. Visit local vendors and enjoy live music. All ages welcome.
Clermont Harvest Festival
Clermont Main Street
Saturday, October 25, 2025, 10am – 4pm
Fall fun is calling! Over 100 artisan vendors, a costume contest (for people and pets!), kids zone with fun activities, live music, and food trucks. Bring the whole family out for a festive day of fall vibes, fun, and community!
AC Sky Bar Adult Halloween Costume Party
Friday, October 31, from 5-11 p.m.
AC Sky Bar, 333 S Garland Ave, Orlando 32801
Head to AC Sky Bar for a creepy, 21+, fun-filled night featuring Halloween-inspired cocktails and bites. DJ Dracula will be spinning spooky sounds of the season. Expect dancing, party favors, and more; Appropriate attire required.
MORE: 31 Halloween Season Date Ideas
November Preview
16th Annual Walt Disney World Swan & Dolphin Food and Wine Classic
Friday-Saturday, November 14-15, from 5 p.m. – 9 p.m.
1200 Epcot Resorts Blvd., Lake Buena Vista, FL 32830
Get ready to sip, savor, and stroll under the stars at the Walt Disney World Swan and Dolphin Food & Wine Classic! Indulge in a world-class celebration of global flavors, fine wines, and craft beers—all just steps from EPCOT. With unlimited tastings, live entertainment, and breathtaking ambiance, it’s the ultimate evening escape for foodies and fun-seekers alike. Don’t miss your chance to experience this unforgettable culinary event. Tickets are limited—get yours now at FoodAndWineClassic.com!
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