Winter Garden Christmas events

Christmas events in Winter Garden

Christmas Events in Winter Garden unfolds gently with music from distant churches and families gathering beneath glowing trees. Unfiltered: The Christmas Festival anchors the upcoming Christmas Events in Winter Garden, joined by local markets and gentle celebrations that make winter glow. You’ll find every kind of Christmas Events in Winter Garden on AllEvents, from small festive gatherings to grand celebrations filled with music, lights, and holiday cheer.

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Rock n Roll Swing & Soul Christmas Show (Multimedia)

Fri, 19 Dec • 06:00 PM

250+ Interested

Christmas events in Winter Garden

Christmas events in Winter Garden

Sat, 20 Dec, 2025 - 07:00 PM

Unfiltered: The Christmas Festival

West Orange High School - OCPS

127+ Interested
Fri, 19 Dec, 2025 - 06:00 PM

Christmas Spectacular

13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

31+ Interested
Sat, 20 Dec, 2025 - 05:00 PM

Meet Santa and Sip 🥂

Gochi Sushi
Sat, 20 Dec, 2025 - 07:30 AM

Dream Finders Homes 12Ks and 5Ks of Christmas

Cinepolis Hamlin

137+ Interested
Wed, 24 Dec, 2025 - 03:00 PM

Family Christmas Eve

125 N Lakeview Ave, Winter Garden, FL, United States, Florida 34787

13+ Interested
Sat, 20 Dec, 2025 - 07:30 PM

All is Calm: The Christmas Truce of 1914

160 W Plant St, Winter Garden, FL 34787-3143, United States

11+ Interested
Tue, 16 Dec, 2025 - 04:00 PM

UNO Winter Garden Kids Event - Holiday Cookie Decorating

3167 Daniels Rd, Winter Garden, FL 34787

90+ Interested
Fri, 19 Dec, 2025 - 07:00 PM

Orlando Dance Conservatory: The Nutcracker

Horizon High School

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Featured

Fri, 19 Dec • 06:00 PM

Rock n Roll Swing & Soul Christmas Show (Multimedia)

Old Mill Playhouse Epic Theatres of The Villages

250+ Interested

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USD 25
Tue, 16 Dec • 09:30 AM

Tour & Lunch: Sydonie Mansion & Lunch at Lakeside Inn, Mount Dora, FL

Starting at Rohan Parking Lot

19+ Interested

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USD 29
Featured

Sat, 20 Dec • 06:30 PM

"Very Merry Christmas" Sip & Paint Party

The Pink Piano - Live Music Tuesday thru Friday Available For Private & Special events Saturday's

54+ Interested

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USD 10
Sat, 20 Dec • 06:30 PM

"Very Merry Christmas" Sip & Paint Party

The Pink Piano - Live Music Tuesday thru Friday Available For Private & Special events Saturday's

5+ Interested

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USD 10
Fri, 19 Dec • 08:00 PM

Three Dog Night in Daytona Beach

Peabody Auditorium

36+ Interested
Sat, 20 Dec • 10:00 AM

2nd Annual Mistletoe Market at the Port Orange Elks Lodge

Port Orange Elks 2723

2466+ Interested
Sun, 21 Dec • 12:00 PM

Winter Wonderland Holiday Market

403 SE Osceola Ave, Ocala, FL, United States, Florida 34471

1620+ Interested
Sat, 20 Dec • 05:30 PM

Baldwin Park Community Market Jingle Jam

4982 New Broad St, Orlando, FL, United States, Florida 32814

7743+ Interested
Sat, 20 Dec • 10:00 AM

Christmas Fest '25

3600 Reaves Rd

10+ Interested

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Free

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Frequently Asked Questions

Which Christmas events can I attend in Winter Garden this weekend?

Here are the best Christmas events happening in Winter Garden this weekend:

Unfiltered: The Christmas Festival is happening on Sat 20 Dec 2025 from 7:00 PM onwards at West Orange High School - OCPS, Winter Garden
Dream Finders Homes 12Ks and 5Ks of Christmas is happening on Sat 20 Dec 2025 from 7:30 AM onwards at Cinepolis Hamlin, Winter Garden
All is Calm: The Christmas Truce of 1914 is happening on Sat 20 Dec 2025 from 7:30 PM onwards at 160 W Plant St, Winter Garden, FL 34787-3143, United States

What are the upcoming Christmas events in Winter Garden?

Here are the upcoming Christmas events in Winter Garden:

Unfiltered: The Christmas Festival is happening on Sat 20 Dec 2025 from 7:00 PM onwards at West Orange High School - OCPS, Winter Garden
Christmas Spectacular is happening on Fri 19 Dec 2025 from 6:00 PM onwards at 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787
Meet Santa and Sip 🥂 is happening on Sat 20 Dec 2025 from 5:00 PM onwards at Gochi Sushi, Winter Garden
Dream Finders Homes 12Ks and 5Ks of Christmas is happening on Sat 20 Dec 2025 from 7:30 AM onwards at Cinepolis Hamlin, Winter Garden
Family Christmas Eve is happening on Wed 24 Dec 2025 from 3:00 PM onwards at 125 N Lakeview Ave, Winter Garden, FL, United States, Florida 34787
All is Calm: The Christmas Truce of 1914 is happening on Sat 20 Dec 2025 from 7:30 PM onwards at 160 W Plant St, Winter Garden, FL 34787-3143, United States

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Here are the top trending events in Winter Garden

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