Holiday Cheer, From The Heart: 12 Days of Alfond
Festive dining, artful workshops, and holiday traditions in downtown Winter Park
Join us December 13 through December 25, 2026 for a festive lineup of holiday events, from seasonal dining and cocktail classes to live music, family activities and more. Explore the calendar and find your favorite ways to celebrate with us at The Alfond Inn.
Hotel & Winter Park Events
Stay up to date with the latest hotel events at The Alfond Inn as well as Winter Park events.
Trick or Treat on The Avenue
October 31, 2026
10:00 AM
Ticket Information:
Free
On Saturday, October 31, Park Avenue's beloved shops and businesses become trick-or-treat stops, welcoming little ghosts, superheroes, princesses, and their families for a sweet Halloween tradition. Costumes encouraged, never required. All ages welcome!
Boards & Bottles: Build Your Own Charcuterie Board & Wine Tasting
November 4, 2026
7:00 PM
Ticket Information:
$75.84
Design your own custom charcuterie spread, guided by our Executive Chef. Enjoy your creation alongside three full pours of wine chosen to complement the flavors, all set to the relaxed backdrop of live jazz. You'll also take home your wooden Alfond Inn charcuterie board as a keepsake.
Thanksgiving To-Go: Take-Home Holiday Dinners
November 25, 2026
11:00 AM
Ticket Information:
Starting at $399
Submit your order today for pickup on November 25! Bring Thanksgiving home with a chef-prepared holiday feast from The Alfond Inn for 6-8 or 12-14 guests.
Designed for those who want the comfort of a traditional Thanksgiving dinner without spending days on preparation, each festive take-home feast is thoughtfully prepared, assembled, and oven-ready by The Alfond Inn culinary team.
** Quantities are limited. Early ordering highly recommended.
The Art of Thanksgiving: Holiday Dining at The Alfond Inn
November 26, 2026
10:30 AM
Ticket Information:
$0-$140
Our signature Thanksgiving celebration returns for 2026, featuring an expansive chef-designed Thanksgiving buffet with premium seafood, fresh carving selections, classic favorites, decadent desserts, live music, lawn games, and a signature welcome drink.
A Magical Brunch with Santa
December 13, 2026
10:00 AM
Ticket Information:
Adults $65 | Children $35
Gather with family and friends for a cherished holiday tradition as Santa joins us for brunch. Enjoy an abundant seasonal spread featuring carving stations, a decadent hot chocolate bar, and engaging holiday activities for the little ones. Seatings are available at 10:00 a.m. and 12:30 p.m., with Santa making his special rounds at 10:30 a.m. and 1:00 p.m.
In the spirit of giving, children ages 4–12 who donate a new, unopened toy valued at $25 or more receive complimentary admission.
**Advance Eventbrite ticket reservations are required for all guests, including those bringing a toy to receive complimentary admission.
Holiday Football Game Night | Jaguars vs Steelers
December 14, 2026
7:00PM - 10:00PM
Ticket Information:
Complimentary
Catch the Jaguars vs. Steelers live at Hamilton’s Bar. Join us Monday, December 14, from 7 to 10 p.m. for game-night favorites, including draft beer flight and wing specials, plus seasonal cocktails, with kickoff at 8:15 p.m.
Advance reservation is not required.
Twelve Sips of Christmas – Holiday Cocktail Making Class
December 15, 2026
5:30 PM
Ticket Information:
$55
Learn how to make three seasonal cocktails: a Mistletoe Margarita, Gingerbread Rum Old Fashioned and Peppermint Espresso Martini. Tickets include all three cocktails, guided instruction, and recipe cards to take home. Guests must be age 21+. Space is limited to 20 guests.
Boards & Bottles
October 26, 2026
6:00 PM
Ticket Information:
$65
Build your board. Create a personalized charcuterie board with guidance from our Executive Chef, sample three flavor-paired wines with insights from a wine representative, and enjoy live jazz throughout the evening. Guests must be age 21+ to enjoy wine. Space is limited to 20 guests.
Wreaths & Wine – Holiday Wreath-Making Workshop
December 17, 2026
5:30 PM
Ticket Information:
$75
Create a wreath worth bringing home. Craft your own holiday wreath with guidance from a floral design professional, using fresh greenery and provided decorating materials, and enjoy two glasses of wine as you work. Tickets include everything you need to create your wreath. Guests must be 21+ to enjoy wine. Space is limited to 30 guests.
Merry Mornings & Coffee with Artifx Cafe
December 18, 2026
9:00 AM
Ticket Information:
$24
Join us for a coffee tasting and pour-over demonstration with Artifx Coffee. Meet Dr. Keith Whittingham, founder of Artifx Cafe coffee, and enjoy coffee samples and Café pastries while learning more about the craft behind each cup. Limited to 20 guests.
Cordials & Carolers
December 18, 2026
3:00 PM
Ticket Information:
Complimentary for in-house hotel guests & event guests
Gather for Christmas carols, warm cider, and holiday cordials. Enjoy hot chocolate and cider, listen to live carolers in The Library, or sample a flight of cordials with one full serving. Admission is complimentary for in-house hotel guests and event guests. Alcohol is available to guests 21+.
Advance reservation is not required.
Holiday Eggnog & Ugly Sweaters
December 19, 2026
3:30 PM
Ticket Information:
$30
Join us for eggnog and an ugly sweater contest! Enjoy a live eggnog demonstration, a tasting of rum, bourbon, and cognac, and then create your own holiday eggnog blend. Enjoy cookies, take home a recipe card, and the ugliest sweater wins brunch for two at Hamilton’s Kitchen. Guests must be age 21+. Space is limited to 24 guests.
Gingerbread at The Alfond Inn
December 20, 2026
3:00 PM
Ticket Information:
$40
Build and decorate your own Alfond Inn gingerbread house with gingerbread baked fresh by our pastry chef! Join us at The Café for an afternoon of gingerbread decorating, hot chocolate and cider, festive music, and letters to Santa. Open to all ages, with space limited to 30 guests.
Holiday Football Game Night | Buccaneers vs. Saints
December 20, 2026
12:00 PM
Ticket Information:
Complimentary
Catch the Buccaneers vs. Saints at Hamilton’s Bar. Join us Sunday, December 20, from noon to 4 p.m. for game-day favorites, draft beer flights, wing specials, and seasonal drinks, with kickoff at 1 p.m.
Advance reservation is not required.
Holiday Pie Making Class with Chef Antwan
December 21, 2026
5:30 PM
Ticket Information:
$195 per couple
Join Executive Chef Antwan Ellis in the kitchen and bake something special for Christmas. Prepare a Christmas Cranberry Apple Pie from scratch with guidance from Chef Antwan, then enjoy wine, a shared charcuterie board, and live jazz in The Café while it bakes. Ages 18+ for the class, 21+ for wine. Limited to 10 couples.
Holiday Jazz at The Café
December 21, 2026
6:00 PM
Ticket Information:
Complimentary for registered in-house hotel guests
Settle in for an evening of live holiday jazz in The Café. Complimentary admission is available to registered hotel guests, with seating limited to 30. A limited food and bar menu will be available for purchase.
Advance reservation is not required.
A Very Merry Wine Tasting
December 22, 2026
4:30 PM
Ticket Information:
$50
Sip, sample, and savor the season. Join us at The Café on Tuesday, December 22, from 4:30 to 5:30 p.m. for a guided tasting of four wines paired with four holiday-inspired desserts, with wine education throughout the experience.
Spa-liday Sip & Shop: The Spa will be open until 7:00 PM. Enjoy 20% savings on all retail, a complimentary gift with purchases of $150 or more, and an additional 20% bonus value on gift cards of $100 or more.
How the Grinch Stole Christmas (2000) — Movie on the Lawn
December 23, 2026
6:00 PM
Ticket Information:
Free (Advance Eventbrite tickets required for all attendees)
Watch How the Grinch Stole Christmas (2000), featuring Jim Carrey, under the stars! Popcorn, candy, s’mores, and hot chocolate will be available for purchase.
Admission is free, but all attendees must purchase Eventbrite tickets in advance. Please leave outside food and drinks at home.
Ticket Update:
Reserve A Spot
A Christmas Eve Serenade | Festive Pop-up Bar & Live Piano
December 24, 2026
3:00 PM
Ticket Information:
Complimentary for in-house hotel guests and dining guests
Join us for live Christmas piano music this Christmas Eve. Visit The Library Lounge at The Alfond Inn on Thursday, December 24, from 3 to 7 p.m. Enjoy holiday favorites alongside specialty cocktails, champagne and wine available for purchase.
Admission is complimentary for in-house hotel guests and dining guests.
Hamilton’s Christmas Eve & Day Dinners
December 24, 2026
5:00 PM
Ticket Information:
Menu Prices Vary
Make room for a holiday dinner at Hamilton’s Kitchen. Join us for dinner on Christmas Eve, Thursday, December 24, or Christmas Day, Friday, December 25. Enjoy holiday dinner specials alongside our standard à la carte menu at The Alfond Inn.
**Advance reservations are highly recommended.
Recurring Events
Flavor Fridays
Saturday Morning Yoga
8:45 AM | Every Saturday
Complimentary for Hotel Guests - Pre-Registration Required
This thoughtfully paced yoga session blends gentle stretching, fluid movement, and intentional moments of pause, leaving you refreshed, focused, and grounded for the week ahead. A morning reset that stays with you long after class ends. To register, please call 407-645-6611 or visit The Spa front desk.
Self-Guided Art Tours
Immerse yourself in the story behind the art. Our self-guided audio tour guides you through key pieces across the property, whenever you're ready to explore. Start listening here.
Traveling Spritz Cart
3:00 - 5:00 PM | Every Saturday
Saturdays call for a spritz! Keep an eye out for our mobile cart throughout the lobby and public areas, serving crisp, bubbly cocktails and refreshing mocktails. Now featuring Tessake, a sake brand founded by Rollins College alumni.
Live Entertainment at Hamilton's Kitchen
Fridays & Saturdays: 7:00 PM – 10:00 PM
Sundays: 11:00 AM – 2:00 PM
Live Music at Blue Bamboo
Just steps from The Alfond Inn, the Blue Bamboo Center for the Arts features live music throughout the week, spanning big band jazz, symphonies, swing, and more.
