Upcoming Food & Drinks Events

VATRA

 Reiter Park 14 Feb 2026
FESTIVALS

Taste of the Arts 2026 Gala

 Longwood Community Building 7 Feb 2026
ART

Jeep, Truck, Bike, VW Night

 2401 W State Rd 434, Longwood, FL 32779 7 Feb 2026

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Upcoming Festivals Events

Slavic Food Festival

 Reiter Park 21 Feb 2026
FESTIVALS

38th Annual Mustang & Ford Roundup

 Reiter Park 7 Feb 2026
FOOD-DRINKS

Sweetwater Oaks Garden Club 19th Annual Garden Fair

 260 Wekiva Springs Rd 28 Feb 2026
FESTIVALS FREE

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Upcoming Comedy Events

CFFCA - COMMAND & COMEDY - A Dinner Social

 Longwood Community Building 28 Feb 2026
COMEDY USD 53

Rom - Com Trivia

 956 W. SR 434, Longwood, FL, United States, Florida 32750 11 Feb 2026
COMEDY

Netflix Trivia

 956 W. SR 434, Longwood, FL, United States, Florida 32750 18 Feb 2026
PERFORMANCES

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Upcoming Valentine's Day Events

Downtown Longwood Cruise 5pm -8pm

 Downtown Longwood Cruise In 14 Feb 2026
VALENTINES-DAY

Dirty Bingo Night

 1520 N Ronald Reagan Blvd, Longwood, FL 14 Feb 2026
BINGO

Tipsy Books and Brews

 956 W State Rd 434 13 Feb 2026
GALENTINES-DAY USD 13

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Trending Events in Longwood

Makes My Blood Dance

 900 S US Highway 17 92, Longwood, FL, United States, Florida 32750 26 Feb 2026
FESTIVALS

2026 Longwood Luau

 Reiter Park 2 May 2026
KIDS

St. Patrick's Day Triviapalooza!

956 W. SR 434, Longwood, FL, United States, Florida 32750 18 Mar 2026
SAINT-PATRICKS-DAY

BENITO BOWL | Super Bowl Watch Party | Bad Bunny Halftime Show

 Historic Bar Room, North Ronald Reagan Boulevard, Longwood, FL, USA 8 Feb 2026
PARTIES FREE

Super Bowl Party!

 Longwood Florida 8 Feb 2026
SUPER-BOWL

The 5 Love Languages Marriage Conference - Longwood, FL

 Northland Community Church 11 Apr 2026
BUSINESS

11th Annual Leadership Summit

 Northland Church In Longwood, Florida 30 Jan 2026
BUSINESS

Meals from the Heart- 2/7/26

 U.S. Hunger (Formerly Feeding Children Everywhere) 7 Feb 2026
VOLUNTEERING FREE

Voctave

 522 Dog Track Road, Longwood, FL, United States, Florida 32750 26 Mar 2026
HOLIDAY

Inflammation to Illumination: A Medical Skin Detox Experience

 NovaGen Skin & Wellness 24 Jan 2026
HEALTH-WELLNESS FREE

Medicare Made Easy with Priscilla Elfrink

 Seminole County Public Library-West Branch 28 Jan 2026
WORKSHOPS FREE

Nerd Night

 220 E. Wildmere Avenue, Longwood, FL, United States, Florida 32750 23 Jan 2026

HackCFL: Cyber Party and Cook-Off

 522 Dog Track Rd 28 Mar 2026
ENTERTAINMENT USD 34 TO 66

FREE Realtor Continuing Ed. (CE) Class Luncheon - Topic TBD

 HD Roofing and Solar 30 Jan 2026
WORKSHOPS FREE

January Eco Paddle - Wekiva River

 Wekiva Island 30 Jan 2026
SPORTS FREE

More things to do in Longwood

Food & Drinks
Festivals
Super Bowl
Comedy
Valentine's Day
Martin Luther King Day
St. Patrick's Day
Galentines Day
Food Truck Festivals
Music Festivals