Holiday Market at Historic Downtown Winter Garden

A new event for 2024, the Holiday Night Market transforms the Downtown Pavilion area to a picturesque festive open-air market bustling with market stalls of vendor booths of holiday goods for sale such as décor, unique gifts, festive treats and beverages, and more.

A centrally located stage will provide rotating holiday entertainment including Dickens Carolers, holiday book story time, school chorus groups, and more! Santa will be there too for photos and to hear wish lists! The weather predicts snow flurries.

The Holiday Night Market coincides with the Winter Garden Christmas Golf Cart Parade at 6:00 pm, providing a family-friendly opportunity to extend your holiday fun in downtown. (Downtown streets are closed for this event making the event pedestrian only.)

To mark the City's first Holiday Night Market, colorful, commemorative Holiday Night Market reusable tote bags will be given away to the first 1,000 guests.

Holiday Market Stalls
The rows of market stalls will feature a plethora of holiday goods for sale such as décor, party goods, unique gifts, festive treats and beverages, and more.

Entertainment Schedule
 A centrally located stage will provide free, festive, family-friendly entertainment for all ages.

4:00 – 4:25 pm - How The Grinch Stole Christmas Storytime

4:30 – 4:50 pm - Tildenville Tuneful Tigers Chorus

5:00 – 5:25 pm - Santa is Coming to Florida Storytime

5:30 – 5:50 pm - The Lake Whitney Sound Waves Chorus and Orff Ensemble

6:00 – 6:40 pm - Winter Garden Christmas Golf Cart Parade

6:40 – 7:10 pm - West Orange High School Chamber Singers

7:20 – 8:00 pm - Dickens Carolers

Santa Visit, 6:30 - 8:00 pm
We have received word that Santa Claus is traveling from the North Pole to the market! Visit with Santa (6:30 - 8:00 pm) to share your wish list and pose for photos. Free!

Commemorative Reusable Tote Bags - Free
To mark the City's first Holiday Night Market, colorful, commemorative Holiday Night Market reusable tote bags will be given away. Come get yours as you enjoy the market amidst a picturesque Holiday Wonderland! (Bags limited to the first 1,000 market goers.)

Trolley
Who doesn't love a trolley ride, especially with festive scenery out the window! Catch a trolley from the Holiday Night Market to the nearby Main Streel Holiday Stroll to experience this year's new addition to downtown's Holiday Wonderland. It is guaranteed to put the jolly in everyone's step. Plus, find more holiday shopping options there.

The trolleys will run continuously 4:00 - 8:00 pm.

Trolley Stops:
Tremaine Street and South Lakeview Avenue (Holiday Night Market)
South Main Street and West Joiner Street (Main Street Holiday Stroll)
South Boyd Street and West Joiner Street