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Events on Monday, December 14 Clear date
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All categoriesMonday, December 14
3 events: Promoted and Bungalower picks first, then by time.
Bungalower pick Buddy deal $5 Malbec Mondays with DJ Smilin' Dan @TheFalconBar The Falcon Bar · Thornton Park · Free Trip hop and downtempo beats fill this moody late-night lounge, where you can sip Malbec and browse a rotating local art show. 
Seniors Kick Back: Fun with Resin OCLS South Trail Branch · Free 
Romantasy Book Club Orlando Public Library · Downtown · Free Tuesday, December 15
Bungalower pick Trivia With George Wallace Ivanhoe 1915 · Ivanhoe Village · Free Bar-tab prizes and happy hour pricing make this trivia night at Ivanhoe 1915 a good pick for a weeknight out. Ten percent of sales go to the LGBT+ Center Orlando. More events on Tuesday 8 events Wednesday, December 16
Bungalower pick Bodhi Boys Jazz at Kaya Kaya Orlando · Mills 50 · Free Live jazz from some of Orlando's best musicians under the Bodhi tree, with a curated menu and natural wine. Friends gather in the garden as the evenings cool. 
Bungalower pick Free Drag Bingo at Outpost Outpost Neighborhood Tavern · Downtown · Free Comedic drag bingo hosted by Twila Holiday, with queens who perform, dance and hand out prizes like drinks and gift cards. The full dinner menu and big cocktail list make it an easy night out in Thornton Park. More events on Wednesday 9 events Thursday, December 17
Bungalower pick Buddy deal Esoteric Ladies' Night @TheFalconBar The Falcon Bar · Thornton Park · Free Tarot readings by Nabnia and a chance to paint your own mini tarot card make this Thornton Park night stand out. Half-price wine and champagne, a rotating display of local art, and a photo booth round out the evening. More events on Thursday 5 events Friday, December 18
Joy of Reading Romance OCLS Washington Park Branch · Free 
Wine Down Wednesday at 480N Wine Bar 480N Wine Bar · Winter Park · Free A DJ takes the turntables each week, mixing high-energy sets with smooth beats for a lively, polished night out. 
Buddy deal DJ Smilin' Dan @TheFalconBar The Falcon Bar · Thornton Park · Free Dancing in low light and fog at The Falcon in Thornton Park, with a DJ spinning music and no cover charge. It suits anyone who wants a free night out on a ready dance floor. Saturday, December 19
Music in the Library: Going Back in Time with Shannon Rae OCLS Southwest Branch · Free 
MC Community Care Christmas Toy Giveaway Men's Closet · Free Sunday, December 20
Maitland Farmers Market Lake Lily Park · Free Nearly 40 vendors line the west side of Lake Lily Park with produce, flowers, plants and crafts. Live music and a playground on site make it an easy weekend morning outing for families. 
La Bodega Market - Una Navidad Sin Ti: A Bad Bunny Christmas Market 2178 Packing District Way Orlando · Free The Improviser’s Narrative Kingdom – A Comedy Show Orlando Public Library · Downtown · Free Monday, December 21
Bungalower pick Buddy deal $5 Malbec Mondays with DJ Smilin' Dan @TheFalconBar The Falcon Bar · Thornton Park · Free Trip hop and downtempo beats fill this moody late-night lounge, where you can sip Malbec and browse a rotating local art show. More events on Monday 5 events Tuesday, December 22
Bungalower pick Trivia With George Wallace Ivanhoe 1915 · Ivanhoe Village · Free Bar-tab prizes and happy hour pricing make this trivia night at Ivanhoe 1915 a good pick for a weeknight out. Ten percent of sales go to the LGBT+ Center Orlando. More events on Tuesday 5 events Wednesday, December 23
Bungalower pick Bodhi Boys Jazz at Kaya Kaya Orlando · Mills 50 · Free Live jazz from some of Orlando's best musicians under the Bodhi tree, with a curated menu and natural wine. Friends gather in the garden as the evenings cool. Bungalower pick Free Drag Bingo at Outpost Outpost Neighborhood Tavern · Downtown · Free Comedic drag bingo hosted by Twila Holiday, with queens who perform, dance and hand out prizes like drinks and gift cards. The full dinner menu and big cocktail list make it an easy night out in Thornton Park. More events on Wednesday 4 events Thursday, December 24
Bungalower pick Buddy deal Esoteric Ladies' Night @TheFalconBar The Falcon Bar · Thornton Park · Free Tarot readings by Nabnia and a chance to paint your own mini tarot card make this Thornton Park night stand out. Half-price wine and champagne, a rotating display of local art, and a photo booth round out the evening. More events on Thursday 2 events Friday, December 25
Wine Down Wednesday at 480N Wine Bar 480N Wine Bar · Winter Park · Free A DJ takes the turntables each week, mixing high-energy sets with smooth beats for a lively, polished night out. Saturday, December 26
Family Fun: Ballet OCLS Alafaya Branch · Free 
Joy of Reading Romance - Best of 2026 OCLS Eatonville Branch · Free Sunday, December 27
Maitland Farmers Market Lake Lily Park · Free Nearly 40 vendors line the west side of Lake Lily Park with produce, flowers, plants and crafts. Live music and a playground on site make it an easy weekend morning outing for families. 
Group Sing-A-Long LIVE: Sunday Funday at Anthem Orlando (December 27) Anthem Orlando · Downtown · Free Monday, December 28
Bungalower pick Buddy deal $5 Malbec Mondays with DJ Smilin' Dan @TheFalconBar The Falcon Bar · Thornton Park · Free Trip hop and downtempo beats fill this moody late-night lounge, where you can sip Malbec and browse a rotating local art show. More events on Monday 2 events Tuesday, December 29
Bungalower pick Trivia With George Wallace Ivanhoe 1915 · Ivanhoe Village · Free Bar-tab prizes and happy hour pricing make this trivia night at Ivanhoe 1915 a good pick for a weeknight out. Ten percent of sales go to the LGBT+ Center Orlando. More events on Tuesday 5 events Wednesday, December 30
Bungalower pick Bodhi Boys Jazz at Kaya Kaya Orlando · Mills 50 · Free Live jazz from some of Orlando's best musicians under the Bodhi tree, with a curated menu and natural wine. Friends gather in the garden as the evenings cool. Bungalower pick Free Drag Bingo at Outpost Outpost Neighborhood Tavern · Downtown · Free Comedic drag bingo hosted by Twila Holiday, with queens who perform, dance and hand out prizes like drinks and gift cards. The full dinner menu and big cocktail list make it an easy night out in Thornton Park. More events on Wednesday 4 events Thursday, December 31
Bungalower pick Buddy deal Esoteric Ladies' Night @TheFalconBar The Falcon Bar · Thornton Park · Free Tarot readings by Nabnia and a chance to paint your own mini tarot card make this Thornton Park night stand out. Half-price wine and champagne, a rotating display of local art, and a photo booth round out the evening. More events on Thursday 2 events Friday, January 1
Wine Down Wednesday at 480N Wine Bar 480N Wine Bar · Winter Park · Free A DJ takes the turntables each week, mixing high-energy sets with smooth beats for a lively, polished night out. Saturday, January 2
Puppet Boot Camp OCLS Horizon West Branch · Free Hands-on puppetry across five sessions, covering rod puppets, shadow puppets and green-screen video work. Attendees make their own puppets and perform with them, and the series ends with a family puppet slam for sharing short acts. 
Family Highlights Tours Orlando Museum of Art · Ivanhoe Village · Free A docent guides the whole family from gallery to gallery, highlighting works and sparking meaningful conversation along the way. It is a chance for kids and adults to look at the Orlando Museum of Art's collection together. Sunday, January 3
Bingo For Adults OCLS South Creek Branch · Free Wednesday, January 6
Homeschool Junior: I Have a Dream OCLS Horizon West Branch · Free Thursday, January 7
Alafaya Book Club OCLS Alafaya Branch · Free Readers meet at the Alafaya Branch to talk through this month's pick, Atmosphere by Taylor Jenkins Reid. It is free, so it suits anyone who wants an easy evening of books and conversation. Friday, January 8
Music in the Library: West African Kora OCLS Chickasaw Branch · Free Wine Down Wednesday at 480N Wine Bar 480N Wine Bar · Winter Park · Free A DJ takes the turntables each week, mixing high-energy sets with smooth beats for a lively, polished night out. Saturday, January 9
Friends of the Library Sidewalk Book Sale OCLS North Orange Branch · Free 
The Bleak Circle Horror Book Club Woodlawn Cemetery · Free Sunday, January 10
Music in the Library: West African Kora OCLS West Oaks Branch and Genealogy Center · Free Tuesday, January 12
Volunteer Orientation Mead Botanical Garden · Winter Park · Free South Creek Book Club OCLS South Creek Branch · Free Readers gather monthly to talk through Patrick deWitt's quietly funny novel about a retired Oregon librarian who finds unexpected friendships. It is a free evening for readers who enjoy compassionate, quietly humorous fiction about ordinary lives. Have an event?
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