November 9, 2019

10 a.m. – 4 p.m.

Pioneer Village at Shingle Creek


The 28thAnnual Pioneer Day celebrates Osceola County’s first residents and the pioneering spirit of the late 19th century. Step back in time at this annual festival hosted at the Pioneer Village at Shingle Creek in Kissimmee.

Pioneer Day is a free, family-friendly event featuring live music, a kids’ craft zone, a real Florida Market, and pioneer and Seminole life demonstrations. As visitors explore the Pioneer Village they will learn how Florida Seminoles and early pioneer families lived off the land long before electricity and air conditioning. 

Sandy Back Porch will perform throughout the day.

Schedule of Events:

  • 10:30 a.m. and 11:30 a.m. – MoonLight Dance Studio performs in the Kids Zone
  • 11 a.m., 12:30 p.m., 1:45 p.m., 3 p.m. – Sandy Back Porch performs at the Train Depot
  • 11 a.m. and 2 p.m. – Tour of village presented in Spanish
  • 1 p.m. – ASL tour of village for deaf and hearing impaired

For more information, call (407) 396-8644, ext. 3

Pioneer Day Art, Crafts & Market

Purchase unique art, crafts, and food products from talented Florida residents. Great options for seasonal and holiday gifts! Delicious homemade baked goods for sale too. There’s something for everybody at the Pioneer Day Art, Crafts & Market.  

For more information on signing up to be a Pioneer Day Market Exhibitor please email *Non-refundable fees do apply. 

Click here to view the vendor registration packet.

Vendors: Click here to pay for your vendor booth.

Gold Sponsor

Silver Sponsor: Clarence & Jo Thacker

This event is sponsored in part by Experience Kissimmee.
For visitor information visit