Popular in Winter Garden

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New Year's Eve On The Rooftop | The Whole Enchilada Winter Garden primary image

New Year's Eve On The Rooftop | The Whole Enchilada Winter Garden

Wed, Dec 31 • 8:00 PM

The Whole Enchilada Fresh Mexican Grill & Bar

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New Year's Day Yoga primary image

New Year's Day Yoga

Thu, Jan 1 • 12:00 PM

Healthy West Orange

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Dinner with New Friends: Ocoee | Christians Edition primary image

Dinner with New Friends: Ocoee | Christians Edition

Mon, Jan 5 • 7:00 PM + 11 more

Restaurant of the Week

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Mahjong 101 & 102 Master Class at LiveTrends Boutique primary image

Mahjong 101 & 102 Master Class at LiveTrends Boutique

Mon, Jan 26 • 6:00 PM

LiveTrends Boutique

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#5 Bride Made Ready Rev 19:7 primary image

#5 Bride Made Ready Rev 19:7

Fri, Jan 30 • 7:00 PM + 1 more

436 Oakdale St

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Preserving Autonomy: Advance Care Planning & Related Legal Matters primary image

Preserving Autonomy: Advance Care Planning & Related Legal Matters

Thu, Feb 26 • 1:00 PM

AdventHealth Well 65+ Winter Garden

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Windermere 11th Annual Art Show 2026 Sat/Sun Feb 28th-Mar 1st primary image

Windermere 11th Annual Art Show 2026 Sat/Sun Feb 28th-Mar 1st

Sat, Feb 28 • 11:00 AM

Town Hall 520 Main St Windermere Florida 34786

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HAPCO Jazz Fest Ocoee 2026 primary image

HAPCO Jazz Fest Ocoee 2026

Fri, Mar 20 • 6:00 PM

Ocoee Lakeshore Center

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New Year's Eve On The Rooftop | The Whole Enchilada Winter Garden primary image

New Year's Eve On The Rooftop | The Whole Enchilada Winter Garden

Wed, Dec 31 • 8:00 PM

The Whole Enchilada Fresh Mexican Grill & Bar

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New Year's Day Yoga primary image

New Year's Day Yoga

Thu, Jan 1 • 12:00 PM

Healthy West Orange

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Dinner with New Friends: Ocoee | Christians Edition primary image

Dinner with New Friends: Ocoee | Christians Edition

Mon, Jan 5 • 7:00 PM + 11 more

Restaurant of the Week

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Mahjong 101 & 102 Master Class at LiveTrends Boutique primary image

Mahjong 101 & 102 Master Class at LiveTrends Boutique

Mon, Jan 26 • 6:00 PM

LiveTrends Boutique

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#5 Bride Made Ready Rev 19:7 primary image

#5 Bride Made Ready Rev 19:7

Fri, Jan 30 • 7:00 PM + 1 more

436 Oakdale St

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Preserving Autonomy: Advance Care Planning & Related Legal Matters primary image

Preserving Autonomy: Advance Care Planning & Related Legal Matters

Thu, Feb 26 • 1:00 PM

AdventHealth Well 65+ Winter Garden

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Windermere 11th Annual Art Show 2026 Sat/Sun Feb 28th-Mar 1st primary image

Windermere 11th Annual Art Show 2026 Sat/Sun Feb 28th-Mar 1st

Sat, Feb 28 • 11:00 AM

Town Hall 520 Main St Windermere Florida 34786

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HAPCO Jazz Fest Ocoee 2026 primary image

HAPCO Jazz Fest Ocoee 2026

Fri, Mar 20 • 6:00 PM

Ocoee Lakeshore Center

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Online Events

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The Psychology of Confidence & Self-Esteem [Free Webinar] primary image

The Psychology of Confidence & Self-Esteem [Free Webinar]

Tue, Jan 6 • 12:00 PM CST

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Litríocht nua na hArdteiste: Dordán primary image

Litríocht nua na hArdteiste: Dordán

Wed, Jan 7 • 7:00 PM GMT

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How The Right Film Development turns into Great Film Funding for $1M+ Films primary image

How The Right Film Development turns into Great Film Funding for $1M+ Films

Thu, Jan 8 • 6:00 PM PST

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Webinar: Termination Preparation & Offboarding: What Employers Need to Know primary image

Webinar: Termination Preparation & Offboarding: What Employers Need to Know

Thu, Jan 8 • 12:00 PM EST

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SAME DC Webinar Jan. 9 - Innovative Procurement Methods: OTAs CSOs and CDMs primary image

SAME DC Webinar Jan. 9 - Innovative Procurement Methods: OTAs CSOs and CDMs

Fri, Jan 9 • 12:00 PM EST

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Product & Innovation Testing primary image

Product & Innovation Testing

Wed, Jan 14 • 12:00 PM EST

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Stockton Career Fair primary image

Stockton Career Fair

Mon, Jan 19 • 9:30 AM PST

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Career Fair: Exclusive Tech Hiring Event-New Tickets Available primary image

Career Fair: Exclusive Tech Hiring Event-New Tickets Available

Fri, Jan 30 • 9:00 AM PST

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The Psychology of Confidence & Self-Esteem [Free Webinar] primary image

The Psychology of Confidence & Self-Esteem [Free Webinar]

Tue, Jan 6 • 12:00 PM CST

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Litríocht nua na hArdteiste: Dordán primary image

Litríocht nua na hArdteiste: Dordán

Wed, Jan 7 • 7:00 PM GMT

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How The Right Film Development turns into Great Film Funding for $1M+ Films primary image

How The Right Film Development turns into Great Film Funding for $1M+ Films

Thu, Jan 8 • 6:00 PM PST

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Webinar: Termination Preparation & Offboarding: What Employers Need to Know primary image

Webinar: Termination Preparation & Offboarding: What Employers Need to Know

Thu, Jan 8 • 12:00 PM EST

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SAME DC Webinar Jan. 9 - Innovative Procurement Methods: OTAs CSOs and CDMs primary image

SAME DC Webinar Jan. 9 - Innovative Procurement Methods: OTAs CSOs and CDMs

Fri, Jan 9 • 12:00 PM EST

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Product & Innovation Testing primary image

Product & Innovation Testing

Wed, Jan 14 • 12:00 PM EST

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Stockton Career Fair primary image

Stockton Career Fair

Mon, Jan 19 • 9:30 AM PST

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Career Fair: Exclusive Tech Hiring Event-New Tickets Available primary image

Career Fair: Exclusive Tech Hiring Event-New Tickets Available

Fri, Jan 30 • 9:00 AM PST

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Food & Drink events

Game Nights at Toll Road Brewing Company - Ocoee primary image

Game Nights at Toll Road Brewing Company - Ocoee

Thursday • 7:00 PM + 42 more

Toll Road Brewing Company

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Weekends in Winter Garden: Foodies + New Friends holiday season primary image

Weekends in Winter Garden: Foodies + New Friends holiday season

Sunday • 7:00 PM + 51 more

Restaurant of the Weekend

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Seasonal Soups (Winter Garden) primary image

Seasonal Soups (Winter Garden)

Sun, Feb 1 • 5:15 PM

The Ancient Olive Gourmet of Winter Garden

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UNO Winter Garden - Bourbon Pairing Dinner featuring Brothers Bond Bourbon primary image

UNO Winter Garden - Bourbon Pairing Dinner featuring Brothers Bond Bourbon

Mon, Feb 2 • 6:00 PM

UNO Pizzeria & Grill

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Game Nights at Toll Road Brewing Company - Ocoee primary image

Game Nights at Toll Road Brewing Company - Ocoee

Thursday • 7:00 PM + 42 more

Toll Road Brewing Company

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Weekends in Winter Garden: Foodies + New Friends holiday season primary image

Weekends in Winter Garden: Foodies + New Friends holiday season

Sunday • 7:00 PM + 51 more

Restaurant of the Weekend

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Seasonal Soups (Winter Garden) primary image

Seasonal Soups (Winter Garden)

Sun, Feb 1 • 5:15 PM

The Ancient Olive Gourmet of Winter Garden

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UNO Winter Garden - Bourbon Pairing Dinner featuring Brothers Bond Bourbon primary image

UNO Winter Garden - Bourbon Pairing Dinner featuring Brothers Bond Bourbon

Mon, Feb 2 • 6:00 PM

UNO Pizzeria & Grill

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Religion & Spirituality events

Dinner with New Friends: Ocoee | Christians Edition primary image

Dinner with New Friends: Ocoee | Christians Edition

Mon, Jan 5 • 7:00 PM + 11 more

Restaurant of the Week

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GET UP!! “Your Purpose Awaits!! “ primary image

GET UP!! “Your Purpose Awaits!! “

Sat, Jan 17 • 12:00 PM

1114 E Plant St

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#5 Bride Made Ready Rev 19:7 primary image

#5 Bride Made Ready Rev 19:7

Fri, Jan 30 • 7:00 PM + 1 more

436 Oakdale St

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V Encontro da Fé Reformada '26 primary image

V Encontro da Fé Reformada '26

Fri, Aug 28 • 5:30 PM

Mosaic Church | Winter Garden

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Dinner with New Friends: Ocoee | Christians Edition primary image

Dinner with New Friends: Ocoee | Christians Edition

Mon, Jan 5 • 7:00 PM + 11 more

Restaurant of the Week

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GET UP!! “Your Purpose Awaits!! “ primary image

GET UP!! “Your Purpose Awaits!! “

Sat, Jan 17 • 12:00 PM

1114 E Plant St

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#5 Bride Made Ready Rev 19:7 primary image

#5 Bride Made Ready Rev 19:7

Fri, Jan 30 • 7:00 PM + 1 more

436 Oakdale St

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V Encontro da Fé Reformada '26 primary image

V Encontro da Fé Reformada '26

Fri, Aug 28 • 5:30 PM

Mosaic Church | Winter Garden

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Points of Interest near Winter Garden