With the new decorations glittering across our District, and the temperature beginning to drop (at least for Floridians!), it’s time to celebrate the holiday season!

This year has undoubtedly been challenging for so many, but we’re no strangers to finding power in pain. Here on Team Anna, we’re working for you and fighting for us; and we’re not going anywhere. 

We are really fortunate to have so many incredible people, artists, performers, and local businesses around District 42. We wish you a beautiful end of year, and that it may be shared with your chosen family and loved ones.

As we bid farewell to 2022, our team has pulled together ways to celebrate the holidays and spread cheer: check it out, and see you soon in the Annaverse!

Event Name: Holiday Caroling with Team Anna

  • Description: It’s the most wonderful time of the year, and we’re prepared to spread holiday cheer for all to hear. On Thursday, December 1st, join Representative Anna V. Eskamani for an evening of holiday caroling in House District 42! We will prepare the carols, and you just have to bring your merriest holiday wear. Instruments are welcome, too!
  • Location: 1507 E Concord St, Orlando, FL 32803
    Date & Time: Thursday, December 1st, 6:00pm–8:00pm

Event Name: What’s Up Downtown For the Holidays

  • Description: Come out and join us for a new spin on our annual holiday edition of What’s Up Downtown! This year, enjoy a festive atmosphere with a free outdoor event at Heritage Square Park in front of the Orange County Regional History Center.
  • Location: 65 E Central Blvd, Orlando, FL 32801
  • Date & Time: Thursday, December 1st, 11:00am-2:00pm

Event Name: Park Avenue Holiday Market

  • Description: Located at the Winter Park Farmers’ Market, be the first to shop holiday selections from our local businesses! Enjoy festive music as you stroll through the market and get all your holiday shopping done in one place, checking everyone off your list. Stay on your best behavior, as Santa Claus will be making an appearance from 4 p.m. to 6 p.m.
  • Location: 200 West New England Avenue Winter Park, Florida
  • Date & Time: Thursday, December 1st,11:00am-6:00pm

Event Name: Holiday Swap Shop

  • Description: Tis the season for another clothing swap! Join IDEAS For Us, Remake, Swap-Co, and Oh Eco in a holiday swap shop where you can get all your eco-friendly fashion shopping done in one place. Come out to the Oh Eco store and bring your used clothes, shoes, and accessories, then take home whatever you like for free! Just remember your reusable bag. Note: Early dropoff is encouraged. Locations: Oh Eco store: 1215 N Orange Ave, or IDEAS HQ: 1030 W Kaley Street. Drop off times on November 29 & 30th, 9am-5pm, or by appointment by contacting kristin.anderson@ideasforus.org
  • Location: Oh Eco store: 1215 N Orange Ave
  • Date & Time: Thursday, December 1st, 2022, 6:30PM

Event Name: 44th Annual Christmas in the Park

  • Description: A City of Winter Park and The Charles Hosmer Morse Museum of American Art holiday tradition! The two-hour program begins at 6:15 p.m. in Central Park, creating the beautiful backdrop for the lighting of turn-of-the-century Tiffany windows as the Bach Festival Choir performs in concert on the main stage.
  • Location: Central Park – Main Stage, Park Avenue & Garfield Avenue, Winter Park, FL, 32789, United States
  • Date & Time: Thursday, December 1, 6:15pm-8:15pm

Event Name: 2022 Tree Lighting Celebration

  • Description: Orlando Mayor Buddy Dyer invites Central Florida residents and visitors to ring in the holiday season and help countdown to the lighting of the City of Orlando’s Christmas tree at Lake Eola Park’s Washington Plaza. The event will include holiday performances at the Walt Disney Amphitheater, food trucks and a holiday market.
  • Location: Lake Eola Park, 195 North Rosalind Avenue, Orlando, FL 32801
  • Date & Time: Friday, December 2nd, 5:00pm-9:00pm

Event Name: Winter on the Avenue

  • Description: Come out for our annual tree-lighting, strolling carolers, Chanukah menorah lighting ceremony, s’mores, snow slides, the announcement of holiday art contest winners, children’s choirs, The Bubble Bus, Popcorn Flicks in the park, and, of course, Santa and Mrs. Claus
  • Location: Central Park & Park Avenue
  • Date & Time: Friday, December 2nd, 5:00pm-9:00pm

Event Name: Ye Olde Hometown Christmas Parade

  • Description: The Winter Park Chamber of Commerce is proud to host the 70th annual Winter Park Ye Olde Hometown Christmas Parade. The event has been held each December for more than 65 years, making it the oldest continuous holiday parade in Central Florida. Over 80 organizations that participate, including marching bands, local police and fire departments, scouting groups, local dignitaries and, of course, Santa Claus.
  • Location: Park & New England Avenues
  • Date & Time: Saturday, December 3rd, 9:00am-10:30am
  • Sign up here to join Team Anna in the parade!

Event Name: Leadership Winter Park Pancake Breakfast

  • Description: Enjoy pancakes, sausage and beverages for just $7 per person. Proceeds benefit the Winter Park Improvement Foundation in its efforts to develop adult and youth leaders through Leadership Winter Park programs.
  • Location: Central Park, Park Avenue & Garfield Avenue, Winter Park, FL, 32789, United States
  • Date & Time: Saturday, December 3, 7:00am-10:00am

Event Name: Picture Perfect Holidays – Kickoff

  • Description: Kids of all ages will have a lot of fun between the big man himself and the fabulous vendors and photo ops! Stay tuned for special surprises from cool cars to live performances and special guests!
  • Location: 2507 Curry Ford Rd, Orlando, FL 32806
  • Date & Time: Saturday, December 3, 2:00pm–5:00pm

Event Name: Lawsona FernCreek Bridge and Tree Lighting

  • Description: Join us for the annual Bridge Lighting and Luminary Procession to Lake Lawsona Tree Lighting.
  • Location: Washington Street Bridge
  • Date & Time: Saturday, December 3rd, 5:30pm-8:00pm

Event Name: Winter Wonderland Extravaganza with Team Anna

  • Description: We will be decking the halls of New Broad Street in Baldwin Park with cheer as we head into the holidays! This family friendly event begins with a holiday festival (4pm – 7pm) with family fun, kids activities, live holiday performances from the main stage, photo ops, artists, vendors, food, stiltwalkers, balloon artists and opportunity for pictures with Santa. At 7pm sharp, a fantastic lighted parade will march down New Broad Street toward the lake- be ready at 6:00pm if you want to march with Team Anna! Following the conclusion of the parade there will be a fantastic lighting of the new and improved holiday tree by Santa himself! Be sure to stay after the parade to enjoy music and holiday shopping until 8pm.
  • Location: New Broad St Orlando, FL 32814
  • Date & Time: Saturday, December 3rd, 4:00pm-8:00pm

Event Name: Krampusfest

  • Description: In the Alpine regions of Europe, St. Nicholas Day is always preceded by an evening for Krampus the Christmas Demon to pass judgment upon the naughty list in an evening of revelry. The event will feature live music, vegan and non-vegan food, Christmas vendors, costume contests, a krampuslauf parade, and plenty of punishment. Child-friendly during the day only.
  • Location: Sideward Brewing Co in the Milk District (210 N Bumby)
  • Date & Time: Sunday, December 4, 2022, 1:00pm-9:00pm

Event Name: 7th Annual Light Up SoDo

  • Description: Light Up SoDo! 2021 is coming back to SoDo District and we can’t wait to light up the plaza with you! This event is Family-Friendly AND Pet-friendly so grab the kids and your furry friends and head on down to the SoDo Shopping Center for a night full of Holiday Fun! This year we have tons of fun activities for everyone in your family! Get ready to experience Face Painting, Writing Letters to Santa, Stilt Walkers, Train Rides, Princesses, Bounce Houses, a visit from Santa and Mrs. Claus, live performances and SO MUCH MORE!
  • Location: SoDo Shopping Plaza, 120 West Grant Street Orlando, FL 32806
  • Date & Time: Sunday, December 4th, 2:00pm-6:00pm
  • Details:$5 individual donation or $10 per family to enjoy the day‘s events and to support your SoDo Main Street District.

Event Name: Hourglass Collective– Holiday Market

  • Description: Join us for our Annual Holiday Market! We will have over 50 vendors present for you to visit and shop amongst! All the holiday feels will be felt as you stroll through the market, listen to live music and carolers and indulge in some festive food and drink!
  • Location: The Hourglass District, 2401 Curry Ford Rd, Orlando
  • Date & Time: Saturday, December 10th, 12:00pm-5:00pm

Event Name: Winter Park Holiday Boat Parade

  • Description: Family and friends can gather in their backyards on Lake Virginia or at Dinky Dock Park to see the impressive boat and dock holiday decorations created by residents and local business sponsors.
  • Location: 410 Ollie Avenue Winter Park, Florida United States
  • Date & Time: Saturday, December 10, 6:00pm

Event Name: Chanukah Night with the Orlando Magic

  • Description: Chanukah Night gives the city of Orlando the opportunity to celebrate and share the fun spirit of the Chanukah Season together with the Orlando Magic. This year the Menorah will be lit on center court together with Chabad representatives and sponsors! Enjoy a pre-game concert and be entertained with in-game interactions. Each Chanukah Night attendee will receive a free pass to shoot a shot on the court at the end of the game!
  • Location: Amway Center
  • Date & Time: Sunday, December 11, 2022, 4:00PM

Event Name: Lake Conway Boat Parade

  • Description: It’s pretty simple… decorate your boat and join the parade, or throw a watch party at your lake home (or you can visit one of the locations the city & county make available to watch.
  • Location: Lake Conway
  • Date & Time: Friday, December 16th, North Lake Conway (7:00pm), Middle Lake Conway (7:30pm), and South Lake Conway (8:00pm)

Event Name: Christmas Block Party

  • Description: Join us for an afternoon of Christmas cheer, twinkling lights, hot cocoa, holiday treats, crafts, pictures and story time with Santa and much more!!
  • Location: Calvary Baptist Church
  • Date & Time: Saturday, December 17th, 5:00pm

Event Name: Twinkle Tour 2022

  • Description: Decorate your bike, don your ugliest sweater (or t-shirt because it’s hot) and let’s meet together at the community center. We will tour our three winning homes: Winter Whimsey – most creative and whimsical, The Rockwell – The Best Traditional Light Display, and The Griswold – The Biggest & Brightest Light Display. We’ll give each home their award and will complete our journey at a local mills 50 bar for the after party.
  • Location: Colonialtown Neighborhood Association
  • Date & Time: Saturday, December 17th, 7:00pm-11:00pm

Event Name: Vegan Holiday Celebration

  • Description: Join us for an afternoon filled with Food, Fun and laughter as we celebrate the holidays together as a Vegan Community. Ugly Sweater Contest with prizes. Vegan White elephant gift exchange, Holiday Music, Local Vendors, Vegan food and drinks
  • Location: 227 North Eola Drive Orlando, FL 32801
  • Date & Time: Saturday, December 17th, 12:00pm-5:00pm

Event Name: Wreaths Across America

  • Description: Wreaths Across America will be at Palm Cemetery to Remember and Honor our veterans through the laying of Remembrance wreaths on the graves of our country’s fallen heroes and the act of saying the name of each and every veteran aloud.
  • Location: 1005 N. New York Ave. Winter Park, FL
  • Date & Time: Saturday, December 17, 12:00pm

Event Name: Milk Mart Holiday Market

  • Description: Join us on December 18th for Milk Mart’s annual Holiday market! The last Sunday before Christmas, it’s often your last chance to snag local goods from a market setting; and you know we bring the goods! With over 130 local vendors to shop from, there’s something for everyone on your list.
  • Location: 2432 E. Robinson St, Orlando FL
  • Date & Time: Sunday, December 18th, 12:00pm-6:00pm

Event Name: Chanukah on the Park

  • Description: Mark your calendar for the annual Chanukah on the Park celebration! This year on Dec 18th 5:00 PM. An amazing evening you won’t want to miss, full of Chanukah spirit and fun for the entire family!
  • Location: Central Park, 150 W Morse Blvd, Winter Park, FL, 32789, United States
  • Date & Time: Sunday, December 18, 5:00pm-7:00pm