November 20, 2026 5:00 PM –8:00 PM
Pensacola Winterfest
Pensacola's historic downtown streets—lit up during the holidays with more than half a million white lights—form a magical backdrop for Winterfest, an iconic celebration that kicks off on Black Friday with the Winterfest Elf Parade and ends on Christmas Eve, offering up a daily supply of live performances, holiday trolley tours, cascades of "snow," Santa and and a cast of holiday characters and more. When the conductor calls your name, it's "All Aboard" for the most magical journey you'll take this holiday season!
This year's offerings include....Performance Tours!!
The Grinch’s Merry Match
Feel your heart grow 3 sizes larger when you join the Grinch’s Merry Match! Hop on the Grinch’s new trolley as you find yourself in the middle of a love story for the ages! Will Martha May Whovier choose true love or politics? You decide!
The Polar Express
Get your tickets punched and your hot cocoa poured as you wait to hear the Conductor say “All Aboard!” for a Christmas unlike any before. Discover the power of friendship and belief as you embark on a journey to the North Pole aboard the magical Polar Express!
Cheer Up, Charlie Brown!
Join Charlie Brown and the Peanuts gang, as they search for the perfect Christmas tree! As you journey through festive forests and snowy streets, you’ll discover plenty of Christmas cheer and adventure here. Perhaps you and even Charlie Brown too will find out what makes Christmas the “happiest” time of the year!
A Christmas Carol (5 nights only)
Hop aboard an old Victorian trolley, to witness the redemption of everyone's favorite cold hearted miser, Ebenezar Scrooge, as he is confronted by the spirits of Christmas past, present, and future. Will Scrooge see the error of his ways and save his soul by the time the clock strikes twelve? Get tickets now to find out for yourself!
...Photos!!
Santa Photos
Every night of our tours, Santa Claus will be waiting for you in his sleigh in Downtown Pensacola. Santa's sleigh has been redesigned for your whole family! Large groups can sit on presents outside of Santa's sleigh for the perfect photo. Only one reservation is needed per photo group.
Watch Trailer
Grinch Photos
Santa’s favorite nemesis, The Grinch, will allow you to intrude upon his presence for a photo or two. Just like for Santa, guests can reserve their time online or in person at Winterfest and the Grinch's domain has room for a whole family to be in the photo. You will be led to the Grinch’s throne, located behind Santa’s sleigh. While he LOATHES visitors, the Grinch will reluctantly allow you to intrude upon his solitude and sit on top of a few trashcan seats for a photo.
...And a Stage Show!!
The Winterfest Christmas Special
A 30 minute full length production featuring performances from the Polar Express Conductor and his tap dancers, Charlie Brown and the Peanuts Gang, Rudolph and his Reindeer Rockettes and many more merry characters from all of your favorite Christmas stories. Enjoy dazzling dance numbers performed to holiday hits like “Rockin Around the Christmas Tree”, "White Christmas", Run Run Rudolph", and "Holly Jolly Christmas" The stage show starts up every 30 minutes at Wintefest Plaza on the front steps of the Artel Gallery. The show is free to the public and anyone with a song in their heart!
Upcoming Dates
- Sunday, November 22
- Friday, November 27
- Saturday, November 28
- Friday, December 4
- Saturday, December 5
- Friday, December 11
- Sunday, December 13
- Friday, December 18
- Saturday, December 19
- Sunday, December 20
- Monday, December 21
- Tuesday, December 22
- Wednesday, December 23
- Thursday, December 24
Pensacola Winterfest
Parking Instructions
Plenty of parking is nearby! The Old Courthouse Parking Garage at 25 W Intendencia Street is on-site, and there are several public lots and lots of free on-street parking close by. Accessible parking is available in the on-site garage at 25 W Intendencia Street. You can reach the Winterfest plazas directly through an arcade on the first floor of the garage, next to the accessible parking spots, via a curb ramp.
