Winterfest is a non-profit corporation that has several functions: We are a parking business, a trolley service, and present trolley tours, including the Winterfest tours in downtown Pensacola during the holiday season. If you would like to acquaint yourself with our organization before orientation, go to www.pensacolawinterfest.org and learn about our goals and accomplishments. You will become a part of the future success of Winterfest and  we look forward to meeting you. Let us know you have received the appointment confirmation with a return email, text or call so that we are sure you have the proper instructions to complete a successful orientation. The office is open from 9:00 am to 5:00 pm.


The Winterfest office is located in a green Victorian cottage at 226 East Intendencia Street in the Seville Historic District of downtown Pensacola. We are five blocks from Mrs. Moore's office at the Judicial Center on Government Street. Because no parking is allowed on either side of the block or in the driveway, you must park your car on an adjacent street and walk to the office. If someone brings you to the appointment and picks you up, they cannot wait in front of the office, across the street. Never park illegally on the street because neighbors will call the police. Please do not bring family members with you. Never enter the office from the rear. The black poodle is very protective.


Please use this map and these directions to find our office. The volunteer answering our telephone will not be able to help you, so please do not call us to ask for directions. Bring this document with you to your appointment in printed form or as a text message on your phone.RING the front doorbell and someone will come and help you begin the process.

FROM THE INTERSTATE: Take I-110 South and exit at Garden Street. Turn left on Tarragona Street (the street with the railroad tracks running down it. Walk down Intendencia Street until you see the green house with the white fence. The sign on the fence says Winterfest.


FROM THE JUDICIAL CENTER: Drive from the Judicial Center towards Palafox Street. Cross Palafox and drive two more blocks to Tarragona Street. You will see train tracks running down Tarragona Street.

Turn left onto Tarragona Street, drive one block, then park at the lot immediately across Intendencia Street on the corner. Walk down Intendencia Street until you see the green house with the white fence on your left. The sign on the fence says Winterfest.


Bring your referral forms from Mrs. Moorer (County) or your probation officer (State) to the Winterfest office. You will need the information for registration. Without the paperwork you cannot register.


It is our right under the Americans with Disabilities Act to ask that you not wear ANY product made with artificial fragrances, either on yourself or on your clothing, such as: cologne, perfume, body lotion, body spray, hair spray, hair dressing, shampoo, cream rinse, deodorant, dryer sheets, fabric softener, laundry detergent, hand cream, baby lotion, sunscreen, insect repellent, etc. To do so will mean that you will not be able to register.


If you are staying after orientation for a parking shift, bring supplies because food and water are not provided. Leave your supplies on the porch. Drinks of any kind are not allowed in the building. Do not bring your water bottle, soft drink or coffee in a cup or bottle on the porch.You may ot consume food or beverages on the front porch.


If you plan to work a parking shift after you complete the orientation, wear a plain white shirt with a collar, beige or khaki pants/shorts and work shoes/sneakers.

The orientation process will take about an hour. You will be reading information so bring glasses if needed. You must bring a copy of this form with you, either printed or on a mobile device. Communication with our office is with you only. Please do not have anyone call for you. No one is allowed to accompany or remain with you unless you are a minor. If you change your appointment, we will send another form with new appointment time. If you have a disability and need assistance, please let us know. If you have further questions, call or text 850-583-1365