Who doesn’t love a good Holiday Market or craft fair? I am constant in awe of people’s creativity at events like these. Plus with the holiday twist, what could be better? With so many popping up around Central Florida this holiday season, I’ve rounded up the best Holiday Markets for you and your family to enjoy!

Downtown Orlando

November 11 – 19 – Festival of Trees, Orlando Art Museum, 2416 N Mills Ave, Orlando, 10AM – 5PM, Don’t miss Council of 101’s 37th annual Festival of Trees, Enchanted Holidays, November 11-19, 2023, at the Orlando Museum of Art, inviting guests to enter a charming, wooded wonderland to kick off the Christmas season.

December 2 & 3 – Orlando Pottery Festival & Holiday Arts Market, FOP Orlando Lodge #25, 5505 Hansel Ave., Orlando, Saturday: 9AM – 5PM & Sunday 10AM to 4PM, Central Florida’s largest winter celebration and market of ceramic art, featuring unique handmade items created by 50+ talented local artists—perfect for the home, garden, and gift giving! This year, our Holiday Arts Market features artist vendors from coast to coast—Tampa to New Smyrna Beach, and as far north as Jacksonville—in addition to all our many potters living and working in the greater Orlando area! The Orlando Pottery Festival & Holiday Arts Market is a family-friendly event for all ages; free admission, free parking.

December 2 – 23 – Holiday Market, International Bridge at Lake Eola, 512 E Washington St, Orlando, Select Nights only, Experience the sights and sounds of the season when visiting Downtown for the Holidays. Throughout the entire month of December, downtown Orlando is offering free holiday events for all to enjoy! Support local this season when shopping the Holiday Market. You will find the market on the east side of Lake Eola Park beginning Friday, December 2. The final day for the market is Friday, December 23. Fridays and Saturdays: 4:30 pm – 9 pm & Sundays: 5:00 pm – 8:00 pm

Apopka/Wekiva/Longwood

November 18 & 19 – Longwood Arts and Crafts Festival, Longwood historic city district 200 W Warren Ave, Longwood, Saturday November 18 9AM – 5PM & Sunday November 19, 2023 9AM – 4PM, The 47th annual Longwood Arts and Crafts Festival will feature more than 200 artists and hand craft exhibitors selling unique items, fine jewelry and seasonal decor just in time for you to get a jump on the holiday shopping season. There will be festival food, beer, wine & music. Ample parking can be found at the hospital. The event is Free to attend.

November 25 – Whimsy’s Holiday Market, 2509 Junior Ave, Apopka, 11AM – 4PM, Come out to the farm and enjoy our 3rd annual Holiday Market at Sunsational Farms. There will be over 90 small business vendors, Christmas trees for sale, food trucks, a DJ, bounce houses, games & more!

December 16 – Apopka Holiday Grinch Fest at Kit Land Nelson Park, 11AM – 4PM, Join us for our 2nd Annual Holiday Grinch Fest at Kit Land Nelson Park on Saturday, December 16th 11-4pm. Meet THE GRINCH, Santa and enjoy Holiday Music as you shop with over 100 Local Artisans, Crafters & Businesses. Come hungry, we will have over a dozen Amazing Food Trucks.

Winter Garden/Ocoee/Clermont

November 11 – Craft Affair, Jessie Brock Community Center, 310 N. Dillard Street, Winter Garden, 10AM – 2PM, Arts & crafts lovers will enjoy shopping for one-of-a-kind items at the annual Craft Affair on Saturday, November 11. The arts and crafts fair is hosted by the City of Winter Garden Parks & Recreation and takes place at the Jessie Brock Community Center, 310 N. Dillard Street. It is a great opportunity to shop for crafts, jewelry, holiday décor, and a plethora of items made exclusively by our 50+ creative friends. Craft Affair is perfect timing for holiday shopping to find those unique gifts! Free to attend!

December 2 – Holiday Market 2023, Historic Downtown Winter Garden, 1 – 4PM, Wander freely through the pedestrian-only streets of historic downtown aligned with vendor booths of holiday décor, ornaments, flowers, gingerbread cookies & breads, desserts, chocolates, arts and crafts, jewelry, apparel and accessories, as well as a variety of gift items and more! Check items off your gift list, discover items to make your home and holidays festive, indulge in holiday sweets, and enjoy festive entertainment and activities. Plus, with the streets closed, you can enjoy downtown with no worry about cars or traffic. Look for the Holiday Market booths and entertainment along West Plant Street from Woodland Avenue to Lakeview Avenue, as well as along South Main Street, and South Lakeview Avenue (stretching from Plant Street to Tremaine Street). The Holiday Market is a great way to support local businesses while making merry memories!

December 9 & 16 – Santa Visits a Very Merry Farmers Market, Downtown Winter Garden, 8AM – 1PM, Santa visits 9AM – 12PM

Maitland/Altamonte

November 18 & 19 – Rotary Art, Craft & Wine Festival, 274 Cranes Roost Blvd., Altamonte Springs, Sat. 9AM – 7PM & Sun 10AM – 5PM, 13th Annual Rotary Altamonte – Art, Craft & Wine Festival! It’s the perfect time of year to enjoy the cooler weather and a great opportunity to start your holiday shopping! This festival features 150+ talented artists and crafters offering original and unique items. Setting this event apart from other art and craft shows is the special Free Wine Stroll taking place both days.

Kissimmee

November 17 – December 25 – Holinights Celebration, Promenade at Sunset Walk, 6 – 9:30PM, Select Nights, Join the Promenade at Sunset Walk for our Holinights Celebration, featuring Santa Claus, mischievous elves, towering toy soldiers, live music, and the nightly lighting of our 42-foot animated Holinights Christmas tree! Plus, climb aboard the all-new Pearl Express Train Tour and experience the Promenade at Sunset Walk. Fun for all ages, the train departs from the Promenade’s “North Pole Roundabout” throughout the day. Holinights craft and street markets, car shows, and more! Over 30 unique restaurants, experiences, arcades, movie theater, and shops. FREE admission and parking.

November 26 – December 31 – Now Snowing Nightly-Celebration, Celebration Town Center, 701 Front Street, Celebration, 6 – 9 PM, Now Snowing, Central Florida’s original and premier “Snowing” event, offers one of the area’s only synthetic ice rinks, special community performances by some of the area’s top young talent, and special concert events throughout the season. Now Snowing is a month-long Winter Wonderland Spectacular featuring strolling Charles Dickens style Carolers, photos with Santa, horse drawn carriage rides, train rides, ice skating, and nightly snowfall at 6:00, 7:00, 8:00 and 9:00 PM. It’s a true throwback to the traditional family style holiday. In addition to the everyday fun at Now Snowing Nightly, the event will feature a special Holiday themed Art Festival (Celebration Art Walk) on December 3rd and on December 10th you can catch Hearts of Reality featuring over 100 reality stars from such hit shows as Survivor, Big Brother, The Amazing Race, the Circle and more to raise money for Give Kids The World.

Lakeland

November 18 – Haven Holiday Market, 469 W Central Ave, Winter Haven, 10AM – 4PM, The 9th Annual Haven Holiday Market brought to you and promoted by Central Florida Event Vendors. FREE COMMUNITY EVENT, pet/ friendly held in Central Park 469 W Central Ave, Winter Haven. This event will feature more than 200 vendors including arts, crafts, holiday gifts, vintage, fair trade goods, cottage food, fresh gourmet, local authors, a kids art area, food trucks, live music, and much more. This will be the perfect venue and place to get your holiday shopping started and maybe even finished! Also, the community will have the opportunity to meet several local authors and purchase their books.

Deltona/DeLand

November 25 – Coastal Christmas Market, Canal St, New Smyrna Beach, 9AM – 5PM, Enjoy a wide variety of beautiful gifts and holiday decor handcrafted by local artisans. Our merchants will welcome you into their shops for a look at the treasures available all year long on Canal Street. Shop Handcrafted Holiday Items from 80+ Local Vendors. Grab Lunch or a Snack at one of our downtown restaurants.

December 3 – DeLand Indie Market Holiday Edition, Artisan Alley, DeLand, 11AM – 5PM, The DeLand Indie Market is a curated show that is held four times each year showcasing vintage, boutique, art and handcrafted items. Held in Artisan Alley.

First published 11/12/22, updated 11/15/23

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1 COMMENT

  1. How I wish there would be a holiday festival in the Ocala area. We have the beautiful Light Up Ocala which is awesome, but it seems to pale in comparison to the other places listed here.

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