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Holiday events next month in Windermere, FL

Search for something you love or check out popular events in your area.

Rainforest Cafe Disney Springs - Breakfast with Santa
Sat, Dec 20, 9:00 AM + 5 more
Lake Buena Vista · Rainforest Cafe
Rainforest Cafe Disney Springs - Breakfast with Santa
Sat, Dec 20, 9:00 AM + 5 more
Lake Buena Vista · Rainforest Cafe
Selling quickly
Color Connection Holiday Mixer
Wed, Dec 10, 6:00 PM
Orlando · Drive Shack
Selling quickly
Color Connection Holiday Mixer
Wed, Dec 10, 6:00 PM
Orlando · Drive Shack
Christmas Breakfast with Anna and Olaf at UNOs Winter Garden
Sat, Dec 13, 9:00 AM
Winter Garden · UNO Pizzeria & Grill
Christmas Breakfast with Anna and Olaf at UNOs Winter Garden
Sat, Dec 13, 9:00 AM
Winter Garden · UNO Pizzeria & Grill
Christmas Dinner w/ Ricco Ross
Fri, Dec 26, 6:00 PM
Orlando · Debonair Supper Club
Christmas Dinner w/ Ricco Ross
Fri, Dec 26, 6:00 PM
Orlando · Debonair Supper Club
Untold Holiday Tales
Sat, Dec 20, 7:30 PM
Orlando · Twelve Talons Beerworks
Untold Holiday Tales
Sat, Dec 20, 7:30 PM
Orlando · Twelve Talons Beerworks
Orlando’s Hottest NYE Celebration at Mango’s – Turn Up 2026!
Wed, Dec 31, 9:00 PM
Orlando · Mango's - Orlando
Orlando’s Hottest NYE Celebration at Mango’s – Turn Up 2026!
Wed, Dec 31, 9:00 PM
Orlando · Mango's - Orlando
Celebration Dinner Party, any excuse to celebrate!
Wed, Dec 17, 8:00 PM
Orlando · Fogo de Chão Brazilian Steakhouse
Celebration Dinner Party, any excuse to celebrate!
Wed, Dec 17, 8:00 PM
Orlando · Fogo de Chão Brazilian Steakhouse
Winter Garden Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)
Thu, Dec 4, 1:00 PM + 15 more
Winter Garden · Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Winter Garden Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)
Thu, Dec 4, 1:00 PM + 15 more
Winter Garden · Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Krampus Haunt
Fri, Dec 5, 5:00 PM + 8 more
Kissimmee · Krush Brau Park Portal Immersion Center
Krampus Haunt
Fri, Dec 5, 5:00 PM + 8 more
Kissimmee · Krush Brau Park Portal Immersion Center
Kocktails with Krampus
Fri, Dec 5, 7:00 PM + 26 more
Kissimmee · 2198 4 Winds Blvd
Kocktails with Krampus
Fri, Dec 5, 7:00 PM + 26 more
Kissimmee · 2198 4 Winds Blvd
Kakes with Krampus
Sat, Dec 6, 10:00 AM + 5 more
Kissimmee · Krush Brau Park
Kakes with Krampus
Sat, Dec 6, 10:00 AM + 5 more
Kissimmee · Krush Brau Park
Heaven's Ball A ROYAL CHRISTMAS EVENT
Sun, Dec 14, 5:00 PM
Orlando · Belarosa Banquet Hall
Heaven's Ball A ROYAL CHRISTMAS EVENT
Sun, Dec 14, 5:00 PM
Orlando · Belarosa Banquet Hall
Midnight Dips & Fireworks: A New Year’s Eve Experience (Four Corners)
Wed, Dec 31, 9:30 PM
Clermont · Tradd's Landing
Midnight Dips & Fireworks: A New Year’s Eve Experience (Four Corners)
Wed, Dec 31, 9:30 PM
Clermont · Tradd's Landing
Krush Brau NovemberFest (Biggest German Beer Garden in the US - 10 AC)
Sat, Dec 6, 4:00 PM + 3 more
Kissimmee · Krush Brau Park Portal Immersion Center
Krush Brau NovemberFest (Biggest German Beer Garden in the US - 10 AC)
Sat, Dec 6, 4:00 PM + 3 more
Kissimmee · Krush Brau Park Portal Immersion Center
Winter Wonderland (All White Affair)
Sun, Dec 21, 12:00 PM
Winter Park · 3377 Aloma Ave
Winter Wonderland (All White Affair)
Sun, Dec 21, 12:00 PM
Winter Park · 3377 Aloma Ave
Canvas Santa Brunch - Sunday, Dec. 14
Sun, Dec 14, 10:00 AM
Orlando · Dockside Lake Nona
Canvas Santa Brunch - Sunday, Dec. 14
Sun, Dec 14, 10:00 AM
Orlando · Dockside Lake Nona
New Year's Ball by Tutu Tales Party Productions
Wed, Dec 31, 11:00 AM
Casselberry · My Enchanted Events Venue
New Year's Ball by Tutu Tales Party Productions
Wed, Dec 31, 11:00 AM
Casselberry · My Enchanted Events Venue
Revolution Christmas Adventures
Sat, Dec 6, 10:00 AM + 10 more
Clermont · Revolution Adventures
Revolution Christmas Adventures
Sat, Dec 6, 10:00 AM + 10 more
Clermont · Revolution Adventures
Holiday Craft Fair
Sat, Dec 6, 10:00 AM
Davenport · Providence Golf Club
Holiday Craft Fair
Sat, Dec 6, 10:00 AM
Davenport · Providence Golf Club
10TH Annual Tipsy Elf Holiday Bar Crawl
Tue, Dec 23, 4:30 PM
Mount Dora · Sunset Park
10TH Annual Tipsy Elf Holiday Bar Crawl
Tue, Dec 23, 4:30 PM
Mount Dora · Sunset Park

Trends in Windermere

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Frequently asked questions about Windermere

What are the best events to attend next month?

According to Eventbrite, the best events next month are:

Rainforest Cafe Disney Springs - Breakfast with Santa

Color Connection Holiday Mixer

Christmas Breakfast with Anna and Olaf at UNOs Winter Garden

Christmas Dinner w/ Ricco Ross

Which events are currently trending in Windermere?

The trending searches this month in Windermere are:

league of legends finals watch party

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Winter Garden Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

Kocktails with Krampus

Kakes with Krampus