It’s officially the holiday season! To close out the end of this crazy year, we’re looking forward to the lineup of holiday festivities and date night events. This month, our curated event calendar features a mix of virtual and in-person happenings. From holiday markets and Orlando Main Street District neighborhood events to outdoor concerts and movie nights, here are our favorite date night event picks in Orlando for November 2020.
This content is proudly supported by Orange County Library System (OCLS).
November 1 – 8
Weekends at the Winery
Saturdays & Sundays through November 1, 12-4pm
Pack a picnic blanket and some chairs to enjoy an afternoon of wine, food trucks, complimentary wine tours, an outdoor wine bar, lawn games and more.
The SOKO Marketplace in Hannibal Square
Sunday, November 1, 11am – 4pm
Enjoy The SOKO Marketplace at Shady Park in the beautiful African American neighborhood of Hannibal Square! Come support businesses created by people of color, entertainment, and great food!
Orlando Burger Week
November 4 – 18
Multiple participating restaurants
Orlando Burger Week is an annual celebration in which participating restaurants offer $5 burger specials.
Menu prices vary
Front Porch Concert Series featuring Oak Hill Drifters
Thursday, November 5, 6-8:30pm
The Plaza Live
The Milky Way Neighborhood Crawl
Friday, November 6, 6-10pm
The Milk District
Find the adventure in your own backyard! This new event takes you through The Milk District, with stops at favorite spots and exciting new places. Tickets include a tasty sample-sized drink at each participating business. All samples will be served outdoors and masks are to be worn at all times while not eating and drinking.
Enzian Theater presents Mad Max at Ace Cafe!
Friday, November 6, 7-9pm
Ace Cafe Orlando
Bring your friends out for a special, indoor screening of Mad Max: Fury Road at Orlando’s Ace Cafe – presented by your local non-profit art house, Enzian Theater! Doors open at 6:30pm.
First Fringe Friday
Friday, November 6, 7pm
*Virtual event hosted by Orlando Fringe
Tune in on the first Friday of each month for special Orlando Fringe programming streamed live. November’s FFF will be a celebration of the artistic work of Trans and Gender Non-Conforming artists. Watch on the Orlando Fringe website, Facebook or YouTube.
FREE; donations accepted
Leu Gardens Date Night Movie: The Way We Were
Friday, November 6, 7:30pm
Enjoy an outdoor movie with your favorite date. Pack a dinner picnic basket and seating, alcohol is permitted. Tickets available beginning November 2 until capacity is reached.
$6; free for Leu Gardens members
GROWvember Fall Plant SALE
Saturday, November 7, 8am-4pm
Mead Botanical Garden
Shoppers will find a wide selection of beautiful plants including annuals, perennials, house plants, vegetables, native plants that attract hummingbirds and pollinators, bromeliads, herbs, succulents, ferns, orchids, medicinal plants and many other specialty plants. Vendors will be spaced further apart this year to promote social distancing. Masks are required to be worn by guests and vendors.
Holiday Makers Market
Saturday, November 7, 10am-3pm
St. Lukes UMC Orlando – Dr. Phillips
Browse goods from 50+ local makers/artists including art, pottery, jewelry, glass, metal, textiles, wood, upcycle, bath & beauty. Food trucks will be on site. This is a completely outdoor event and booths will be extra spaced out for social distancing.
A Picnic in the Gardens
Saturday, November 7, 11am-12:30pm
Bok Tower Gardens
Join Pam Brandon, Katie Farmand and Heather McPherson, editors of “Good Catch” and “Field to Feast” Florida cookbooks for a cooking demonstration for the perfect Florida fall picnic. Sip a cocktail (alcoholic or non-alcoholic) while you watch the demo. Then head out into the gardens with your own picnic for your family and friends and enjoy a picnic in the gardens. All you’ll need are chairs or a blanket!
College Park Spark!
Saturday, November 7, 5-9pm
Along Edgewater Drive in College Park
College Park Spark! is a casual and socially distanced “stroll” along Edgewater Drive to bring the community together in a safe, fun, and friendly manner with the opportunity to support and promote the local businesses in College Park. Event highlights include live music, wristbands for purchase unlocking exclusive specials at local establishments, free trolley bus rides along the 1.4-mile route and more.
FREE Admission; $5 for wristbands
November 9 – 15
Fountain Features at Enzian Theater
Wednesdays beginning November 11
Reserve a VIP table outdoors in the fountain area at Enzian every Wednesday and enjoy an outdoor movie while you dine! The lineup will include a mix of art house favorites and cinema classics every Wednesday. Reservations are extremely limited; sign up for Enzian’s newsletter for RSVP details for November.
Menu prices vary
Pompeii’s Table Dinner Series – Imperial Rome Reinvented: Inspired By Ancient Italy
Wednesday, November 11, 7pm
Ravello at Four Seasons Resort Orlando
Pompeii’s Table is a series of culinary and artistic events supporting, and supported by, the exhibit Pompeii: The Immortal City Coming at Orlando Science Center through January 24, 2021. For the Pompeii’s Table project, Orlando’s most inventive chefs, culinarians and creative artists have been given a list of ingredients used by cooks in 1st century Pompeii and must “limit” their creations to that inventory. Executive Chef and Italian native Fabrizio Schenardi will prepare a 4-course dinner, offering today’s version of an ancient Patrician banquet. Seating limited to 75 diners.
SubRosa Pop-Up Dining Experience: The Festival of Lights
Multiple dates November 12, 13 and 14, 7:30pm
Secret location revealed 24 hours before event to attendees
Diwali is a Festival of Lights that symbolizes the Victory and Triumph of Light over Darkness that is celebrated by Indians all over the World. Join us on our next adventure, where we will explore the Exotic Cuisine of India and be immersed in the Splendor of this Culture. Tickets include 4-course dinner, complimentary glass of champagne, and entertainment.
Front Porch Concert Series featuring Per Danielsson Quartet
RESCHEDULED to December 10, 2020
The Plaza Live
Holiday Champagne Tasting
Thursday, November 12, 6:30pm
Swirlery Wine Bar
34th Annual Festival of Trees
Select dates November 12 – 29, 10am-5pm; special Ugly Sweater day November 14
Orlando Museum of Art
Benefitting the Orlando Museum of Art, the 34th annual Festival of Trees will transform the museum into a magical wonderland for visitors of all ages. Highlights include designer trees & wreaths, gingerbread houses, live entertainment, access to current museum exhibitions, pop-up holiday vendors and more.
Virtual Trivia Night with Curtis Earth Trivia
Friday, November 13, 7:30pm
*Virtual event hosted by Orange County Library System
The Friends of the Orange County Library System are teaming up with Curtis Earth Trivia to present a fun evening of virtual trivia. The event will take place on Zoom. Play on your own or in teams of up to six from the comfort of anywhere and help support the Friends of the Orange County Library System!
Adults Night Out at Planet Obstacle
Friday, November 13, 7:15-10:15pm
Enjoy adults-only access to dozens of fun challenges including a zip line, aerial ropes course, Ninja warrior course and more, plus an adult beverage included with your ticket. Mask required for entering the building only.
$20 – $53
Nightwear on Elm Street Virtual Opera-Burlesque Cabaret
Friday, November 13, 9pm
*Virtual event hosted by Opera del Sol and Orlando Fringe
Opera del Sol, in partnership with the Orlando International Fringe Festival, will present an original opera-burlesque cabaret, inspired by our favorite villains paired with our favorite voices.
Maitland Rotary Art Festival “Art Under The Stars”
November 13 – 15
*Outdoor event; virtual options avaiable
Lake Lily Park
The Maitland Rotary Art Festival has been entertaining Central Florida residents and visitors since 1976 and has evolved into a community celebration of the arts. Enjoy a weekend of art, entertainment, food and beverages. This year’s event is a hybrid, with in-person and virtual offerings.
Night of a Million Lights
November 13, 2020 – January 3, 2021
Give Kids the World Village
Stroll the 84-acre nonprofit resort, aglow with more than three million lights; savor delicious treats; and enjoy the accessible rides and storybook attractions that have brought happiness and hope to critically ill children and their families from around the world for 34 years. Guests will experience a 150-foot lighted tunnel, the entire Avenue aglow, 45 decorated resort villas, 150 larger-than-life holiday-themed wireframe displays; an enchanting, illuminated gingerbread arch; and four photo spots in addition to the Village itself being a picturesque backdrop for your holiday memories. Santa will spread holiday cheer from a socially distant location. Three accessible attractions along with ice cream and hot chocolate are included with ticket price.
$25 – $40
Fall Paddle and Picnic with POM POM
Saturday, November 14, 9:30am-12pm
Lake Ivanhoe Boat Ramp
Enjoy a delicious picnic right on the water! Set out on a leisurely paddle board tour through the small Ivanhoe Chain of Lakes with Lake Life Paddle. Upon arrival at the designated picnic spot, Pom Pom’s Teahouse and Sandwicheria will deliver fresh wraps for you to eat on the lake.
Yappy Hour at WOB
Saturday, November 14, 12-14pm
World of Beer Downtown Orlando
Join us Saturday, November 14th for our first Yappy Hour of the year benefiting Pet Alliance of Greater Orlando.
Mills 50 Backyard Oasis Tour
Saturday, November 14, 2-5pm
Colonialtown Neighborhood Center – 1517 Lake Highland Drive
Tour the beautiful backyard gardens of five homes in Colonialtown North. Beer, wine and appetizers will be available in each of the backyard gardens. Tours begin at Colonialtown Neighborhood Center where attendees will receive their tour map & program.
$30 in advance, $35 day of
Historic Bike Tour in Ivanhoe Village
Saturday, November 14, 4-5:30pm OR 6-7:30pm
Join Ivanhoe Village Executive Director Christian Switzer for a quarterly, limited group, personalized bike tour through Ivanhoe Village. With stops at art boxes, Lake Ivanhoe, and a varied number of businesses in the district, experience the rich history of Ivanhoe Village. Two tour options are available: Orange Avenue or Virginia Drive. Most noteworthy, bikes are graciously provided by HOPR.
Pasta from Scratch Cooking Class
Saturday, November 14, 4-6pm
Learn how to make homemade pasta in the comfort of your neighborhood brewery. Chef Michael of Colom Catering will teach you how to mix, cut, and cook perfect fettuccine noodles followed by a demonstration on how to make beef bolognese. Classes will be held in the beer garden and all social distancing requirements will be met. Masks required.
Saturday, November 14, 5-8pm
Bok Tower Gardens
Enjoy a luminary stroll and the Gardens by the light of a 1000 candles. The evening begins with opening jazz concert and ends with a carillon concert finale.
Included with admission
Virtual Orlando Japan Festival 2020
November 14 – 15
*Virtual event hosted by Orlando Japan Festival
There are many acts planned, such as One Thousand Drummers, Koto performance, Iai-Nuki, Bon-Odori dance, Tea ceremony, Special Training Instruction on how to fillet a flounder, How to eat Sukiyaki by Ginza Rangetsu, Judo, Storytelling, Candy Artist, Rakugo (traditional Japanese storytelling), Raffle Drawing and more!!
November 16 – 22
In-Between Series Presents: Outside Chances
Monday, November 16, 7:30-9:30pm
*Outdoor event; subject to weather the event may be moved indoors
Outdoor concert featuring Mark Piszczek, oboe and saxophone; Doug Mathews, bass; and special guest, Larry Williams. Mark Piszczek and Doug Mathews are longtime musical collaborators and true luminaries of the Central Florida jazz and creative music scenes. Hosted in partnership with the Timucua Arts Foundation.
3rd Thursday at CityArts
Thursday, November 19, 5-9pm
Join us for 3rd Thursday at CityArts. Come check out all our new exhibitions.
Popcorn Flicks in the Park: Lady and the Tramp
Thursday, November 19, 7pm
Martin Luther King, Jr. Park – 1050 W Morse Blvd, Winter Park
Enjoy a FREE outdoor movie each month in Winter Park as part of Enzian Theater’s ongoing outdoor movie series. This is a bonus pop-up screening. This event is free, but advance registration is required via Eventbrite on November 12. Registration includes a reserved 10×10 space for up to 6 people. Reserve your space here.
FREE; registration required
Mean Girls Trivia
Thursday, November 19, 7-9pm
Ivanhoe Park Brewing Company
Weekly Tasty Trivia series with special themes the third Thursday of the month.
FREE Admission; menu prices vary
Matilda the Musical
November 19 – December 20
Roald Dahl’s beloved story of an extraordinary young girl comes to life in Matilda the Musical.
$25 – $40
Magical Fridays at DoveCote
Every Friday beginning November 20, 6pm-close
Every Friday, enjoy a special three-course menu plus live music beginning at 7pm.
$35; wine pairing add-on $30
Yoga Under The Stars
Friday, November 20, 7-8:30pm
Orlando Brewing parking lot
This class is taught by Sarah Burnett, aka AcroSarah and each ticket includes a 16 oz. Orlando Brewing organic beer of your choice. There is plenty of room for safe physical distancing while still being plenty social with new and old friends! Dogs welcome too. Bring your own yoga mat.
$12 in advance; $14 walk-in
Dueling Piano Dinner Show
Sunday, November 22, 7-10pm
Tin Roof Orlando
Enjoy a high energy, all-request Dueling Pianos show every Sunday night in the Green Room.
Menu prices vary; reservation required
Goose Island Bourbon County Preview Event
November 22 – 25
À La Cart Orlando
Sixteen years ago, Goose Island introduced to the craft beer world the deliciousness of barrel-aged stouts. Although these beers are released nationwide every Black Friday, À La Cart is hosting a preview event where you’ll be able to sample five of this year’s unique barrel-aged stout offerings ahead of the release.
November 23 – 30
Historic Downtown Orlando Walking Tour
Tuesday, November 24, 11am-3pm
Downtown Orlando (tours meet at The Floridabilt)
On this 4-hour tour guided by Around Orlando Tours, you will be guided on a winding two mile walk through the streets of downtown, and around the iconic Lake Eola. Learn about the history of Orlando as you visit historic buildings, see public art installments, feed the swans, eat a local lunch, and enjoy a delicious popsicle.
Cocktails with Santa
Friday, November 27, 5:30-7:30pm (additional dates November 13 & 20)
Orlando Museum of Art
Part of the 34th Annual Festival of Trees. Tickets include an exclusive viewing of JEFRE: Points of Connection with the artist himself on site, entrance to Festival of Trees from 5:30-7:30pm, live entertainment, and a cocktail or two with Santa.
Small Business Saturday Sidewalk Sale
Saturday, November 28, 8am-8pm
Downtown Winter Garden
The annual Downtown Winter Garden Small Business Saturday Sidewalk Sale is great for finding one-of-a-kind gifts, while enjoying special savings. Stroll and shop the OUTDOOR sale racks in the festive-decorated historic district. There will also be in-store and online specials/promotions, as well as curbside delivery. Expanded outdoor patios for dining – many restaurants will also offer specials on this day — and for enjoying the fall weather.
Virginia Drive Live!
Saturday, November 28, 5-9pm
Longstanding event in Ivanhoe Village hosted with the Mills50 District. Enjoy a variety of vendors and food trucks along Virginia Drive. $5 wristbands are available at Ten10 Brewing Company and Ivanhoe Park Brewing Company, which grant you access to specials at participating locations. Masks required.
November 28 – 29
Seneff Arts Plaza at the Dr. Phillips Center for the Performing Arts
A free, two-day festival in Downtown Orlando celebrating the people and the many different cultures through music, dance, food, film, fashion, spoken word visual arts and interactive activities.
Poe: Deep Into That Darkness Peering
October 22 – November 1
*Virtual Video on Demand experience hosted by Orlando Shakes
This deliciously dark and compelling drama is about one of America’s most haunting poets, Edgar Allan Poe. The play opens on the night before his untimely death as Poe undertakes a desperate wager to save his life. He must unravel an intricate puzzle that draws him into the macabre dreamland of his own stories and poems.
$30 per couple
TPD Thursday Night Market
Thursdays from 6-10pm
Thornton Park District
A family and dog-friendly weekly outdoor market with local vendors, food trucks, outdoor seating and adult libations. Located by World of Beer in the Osceola Circle.
The Haunted Road: A Drive-Thru Halloween Experience
Select nights September 25 – November 7
15239 Lake Pickett Rd
The Haunted Road combines theatrical storytelling, horrifying creatures and unexpected scares in a completely drive-thru Halloween experience. Guests will be driving and parking their car at each scene so they’re not able to escape the horror that lurks around every corner.
$15 – $30/person
Select Friday & Saturday nights October 3 – November 7
*Virtual event hosted by Orlando Shakes
PlayFest 2020 features six readings of new plays in development. For the first time in its history, the annual new play festival will be a completely virtual event. Through the virtual readings, patrons will experience groundbreaking new works while participating in the creative process by sharing their reactions directly with the playwright and creative team at a post-show talkback.
$10 per showing or $48 for all-access PlayFest Pass
Fall at Southern Hill Farms
Thursdays – Sundays through November 8, hours vary
Southern Hill Farms
Head to the farm for fun seasonal activities including sunflower and zinnia picking, fall eats (like apple cider donuts and hot apple cider), a pumpkin patch, fall photo ops, s’mores kits and so much more. Face masks are required when in lines, participating in activities and when social distancing cannot be maintained. Admission must be purchased online in advance.
$8 – $12
Food & Wine Weekends
Weekends, October 16 – November 22, 2020
Waldort Astoria Orlando and Hilton Orlando Bonnet Creek
Now in its 10th year, our Food & Wine Weekends event returns with an impressive menu of culinary treats. Plus, guests also enjoy continuous luxury motor coach transportation to the Taste of Epcot International Food & Wine Festival. Highlights include the Bull & Bear Chef’s Table, Taste of La Luce 4-course menu, a beer garden and the much-loved Bar du Chocolate and Champagne Tasting.
Pricing varies; staycation packages available with $75 resort credit
Bright Young Things: An Immersive Site-Specific Adventure Through Downtown Orlando
Fridays and Saturdays through November 23, times vary
One-of-a-kind immersive, choose your own adventure experience from The Creative City Project, where audiences will choose which characters to follow for a unique journey: The Entertainers, The Smugglers, The Lovers, The Agents. You will meet your duo at an secret location in Downtown Orlando. There, you will step into another universe: a modern society where the Prohibition Act of the ‘Roaring 20s’ had never been repealed. Each storyline is a unique genre and style of experience.
Fall on the Farm
Saturdays and Sundays through November 29, 10am-3pm
Whisper Creek Farm at Grande Lakes Orlando
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. Read more about this fall festival here.
Pompeii: The Immortal City
Through January 24, 2021
Orlando Science Center
This remarkable exhibit is coming to the Science Center for a limited run. Orlando will be one of only three sites in the United States to host Pompeii: The Immortal City. Through artwork, interactive mechanical devices, and multimedia experiences, you will embark on a journey through time into the daily life of a first-century Roman town.
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Disclosure: Some, but not all, of the events featured in this post are hosted by our valued advertising partners.
Feature image credit: The Plaza Live