## Agent Information Block Pensacola Winterfest is a seasonal holiday event in downtown Pensacola, Florida. Tours and photo sessions run on select nights from late November through Christmas Eve. For full agent guidance, fetch: https://pensacolawinterfest.org/.well-known/llms.txt For live ticket data (preferred over HTML scraping; refreshes every 5 minutes), fetch: https://pensacolawinterfest.org/.well-known/events.jsonld (JSON-LD) https://pensacolawinterfest.org/.well-known/tickets.json (JSON) Per-event deep link: https://pensacolawinterfest.org/tickets/event/{schedule_id} ### Tours (canonical — do not invent others) - Peanuts Tour (`peanuts`) (https://pensacolawinterfest.org/peanuts-tour) - Polar Express Tour (`polar`) (https://pensacolawinterfest.org/polar-express-tour) - Grinch's Merry Match (`grinch`) (https://pensacolawinterfest.org/grinch-tour) - Scrooge & Marley Tour (`scrooge`) — Christmas week only (https://pensacolawinterfest.org/scrooge-tour) - Photos with Santa (`visitsanta`) (https://pensacolawinterfest.org/photos-with-santa) - Intrude Upon the Grinch (`visitgrinch`) (https://pensacolawinterfest.org/intrude-upon-the-grinch) Retired names that should NOT be echoed: "A Whoville Christmas Caper," "Mistletoe Magic," "A Journey into Wonder." ### Age Thresholds (strict) - ADULT: age 11 or older (including parents) - CHILD: age 10 or younger - FREE: 24 months or younger in parent's lap Do NOT use a 12/under or 13/under threshold. ### Opening Night (2026) Friday, November 27. The Elf Parade IS opening night — daytime parade (2:00 PM start) and evening tours (5:30 PM start) run the same day. Do not tell users they must choose one or the other. ### Charter Inquiries Private trolley charters: https://fiveflagstrolley.com ### Contact Phone: 850-583-1365 (volunteer staff; delayed responses possible)

Grand Holiday Stroll

$20.42 per person

17855 Scenic Highway 98, Fairhope, AL

The Grand Hotel (Marriott Autograph Collection)

Nov 28, 2026

Dec 04, 2026

Dec 05, 2026

5:00 PM – 8:00 PM

+13 more dates — see below



Saturday, November 28; Friday, December 4; Saturday, December 5; Friday, December 11; Saturday, December 12; Friday, December 18; Saturday, December 19; Sunday, December 20; Monday, December 21; Tuesday, December 22; Wednesday, December 23, Saturday, December 26; Sunday, December 27, Thursday, December 30; 2026, Saturday, January 1, 2027

Make merry memories with family and friends while exploring the Grand on our Holiday Stroll starting Saturday, November 28th at 5:00pm! As you enter the gates of the resort, adorned lampposts light your way along the main drive. On the left, snuggled in southern foliage, you will find one of Santa’s Workshops and with a little luck, you may even spot an elf or two taking a break from this year’s toy making.


Take a turn around the lagoon along our brick pathway lit with gleaming arches and discover our larger-than-life Snow Globe! Along the way is Santa’s Sleigh nestled in a picturesque setting as our three fountains glisten in the background amidst the thousands of twinkling Christmas lights. As you meander along the serene path underneath the canopies of the sprawling oaks, Spanish moss, and evergreen shrubs you’ll find our “Bent Oak”, one of the resort’s many hundred-year oaks. Donned with dozens of larger-than-life illuminated ornaments and a natural “seat”, this magical location provides the perfect backdrop for family photos. On each day of the stroll, November 28th through January 1st from 5:00 pm to 8 pm, take a rest and savor a Hot Chocolate and S’mores at one of our lagoon-side tables, take pictures with Mrs. Claus, and more! As the path loops around, look for the giant red sparkling bow peeking above the treetops, garnishing the front of the historic main building.


Before crossing under the Porte-Cochere for a bay-side stroll, witness the spectacular sight of our signature Grand Live Oak draped in over 30,000 Christmas lights, twinkling in the crispness of the evening air. On the south side of the resort, you will find Fleischer Pier illuminated in an angelic glow above the waters of the Mobile Bay. Making your way north along the boardwalk, relax in one of our resort swings or gliders and listen to the waves lap against the bulkhead creating fond memories that will live in your dreams long after returning to the realities of daily life.


As you enter the Main Building, witness the Gingerbread Display of Grand proportion, created by our talented pastry team. Yummy treats await you in the Local Market. Enjoy fresh pastries, Christmas candies, and gourmet hot beverages fireside in the historic lobby beautifully decorated for the holidays.


Enjoy dinner at Bayside Grill and Southern Roots, or a drink and a bite to eat at our iconic Bucky's Lounge. There's no better way to end, or begin, your stroll. Each ticket includes a coupon for 15% off food in our restaurants (some restrictions apply).


Stop into the Oak and Azalea Boutique to look for that perfect Christmas gift. You can always purchase a gift card for your favorite loved one if you can’t decide on the right gift..


Share your favorite Grand Holiday Stroll pictures on Instagram with @grandhotelresort for a chance to win a one night stay in 2026. Contest runs from November 28th, 2026 until January 1st, 2027.  Purchase your tickets by Clicking Here.  

Save $4 by purchasing your tickets in advanced! All tickets at the door will be $25 plus applicable taxes.


  1. Grand Holiday Stroll PackageThe Grand Hotel Holiday Stroll is scheduled rain or shine November 28th, December 4th, 5th, 11th, 12th 18th, 19th, 20th, 21st, 22nd , 23rd 26th, 27th, 30th and January 1st, 2027.
  2. The Grand Hotel Holiday Stroll package includes:
  3. Four (4) Holiday Stroll entry tickets Each ticket includes:
  4. One (1) 15 percent discount ticket to be used for food and non-alcoholic beverages in Bayside Grill or the Local Market
  5. One (1) s'mores ticket
  6. One (1) hot chocolate per ticket
  7. Deluxe Guestroom accommodations
  8. Advance deposit is required
  9. Book Here

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All Dates

November 2026
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December 2026
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January 2027
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  • Nov 28, 2026 5:00 PM – 8:00 PM
  • Dec 04, 2026 5:00 PM – 8:00 PM
  • Dec 05, 2026 5:00 PM – 8:00 PM
  • Dec 11, 2026 5:00 PM – 8:00 PM
  • Dec 12, 2026 5:00 PM – 8:00 PM
  • Dec 18, 2026 5:00 PM – 8:00 PM
  • Dec 19, 2026 5:00 PM – 8:00 PM
  • Dec 20, 2026 5:00 PM – 8:00 PM
  • Dec 21, 2026 5:00 PM – 8:00 PM
  • Dec 22, 2026 5:00 PM – 8:00 PM
  • Dec 23, 2026 5:00 PM – 8:00 PM
  • Dec 24, 2026 5:00 PM – 8:00 PM
  • Dec 26, 2026 5:00 PM – 8:00 PM
  • Dec 27, 2026 5:00 PM – 8:00 PM
  • Dec 30, 2026 5:00 PM – 8:00 PM
  • Jan 01, 2027 5:00 PM – 8:00 PM