Upcoming Longwood Events

Check out what's happening all around Longwood, FL

Downtown Longwood Cruise 5pm -8pm

 Sat, 11 Oct at 05:00 pm Downtown Longwood Cruise In

Longwood Haunted History Tour

 Sat, 04 Oct at 09:00 pm 130 W Warren Avenue, Longwood, FL

Dapper at Historic Cigars | Grown & Sexy Soirée

 Sat, 04 Oct at 07:00 pm Historic Cigars Longwood Free

Truck or Treat

 Sat, 18 Oct at 03:00 pm Reiter Park

Celebrate the Season

 Fri, 12 Dec at 06:00 pm Reiter Park

Longwood Christmas Parade

 Sat, 06 Dec at 03:00 pm Ronald Reagan N 434

Celebrate the Season

 Thu, 04 Dec at 07:30 pm Northland in Longwood

10/25/25 - Scare Away Hunger

 Sat, 25 Oct at 09:00 am U.S. Hunger (Formerly Feeding Children Everywhere) Free

Pink Party benefiting Florida Breast Cancer Foundation

 Sat, 04 Oct at 08:00 pm 190 s Ronald Reagan blvd Longwood Fl 32750, Longwood, FL

Trunk or Treat with The Learning Experience!

 Fri, 10 Oct at 05:30 pm 387 Wekiva Springs Rd Free

Motown and Soul Music Show - Longwood, FL

 Thu, 23 Oct at 07:00 pm Longwood Community Center

Fun-D-Mentlz DJ Nights

 Sat, 11 Oct at 08:00 pm 190 s Ronald Reagan blvd Longwood Fl 32750, Longwood, FL

PreHalloween Metal Show ft Red Calling and more

 Sat, 11 Oct at 07:00 pm 900 S US Highway 17 92, Longwood, FL

Karaoke with KJ Ronnie Burns

 Fri, 03 Oct at 08:00 pm 900 S US Highway 17 92, Longwood, FL, United States, Florida 32750

Post Time Lounge

 Sat, 11 Oct at 08:00 pm Post Time Lounge

Halloween Monster Mash Bash

 Sat, 18 Oct at 06:00 pm 2401 W State Rd 434, Longwood, FL 32779

Dreaming Together: Greatest Hits from 15 Years of Community

 Fri, 14 Nov at 07:30 pm Northland in Longwood

Anime night at the lab.

 Fri, 03 Oct at 07:00 pm FamiLAB

Intro to Pilates at FORMé Heat Studio - Reformer + Hot Mat Class

 Sat, 04 Oct at 10:30 am 950 W State Rd 434 Free

SERB FEST ORLANDO - 2025

 Fri, 10 Oct at 04:00 pm 1990 Lake Emma Rd, Longwood, FL, United States, Florida 32750

Cacao Ceremony with Sound Healing with Diane Pilatovsky & Emma Koi

 Fri, 10 Oct at 06:00 pm 111 W. Magnolia Ave., Longwood, FL, United States, Florida 32750

Resurrection Players Present: CHICAGO

 Sat, 18 Oct at 07:00 pm 251 E Lake Brantley Dr, Longwood, FL, United States, Florida 32779

Surfside tasting Party!

Fri, 10 Oct at 06:00 pm 300 st Laurent street, Longwood, FL

The Antidotes To ACEs - Community Evolution Summit

 Sat, 11 Oct at 12:00 am Northland Church

Resurrection Players Present: CHICAGO

 Fri, 17 Oct at 07:00 pm 251 E Lake Brantley Dr, Longwood, FL, United States, Florida 32779

October Eco Paddle - Wekiva River

 Fri, 10 Oct at 09:30 am Wekiva Island Free

Art on a Bottle ---Three Odd Guys Brewery

 Sat, 11 Oct at 01:30 pm Three Odd Guys Brewing of Longwood USD 25 to 32

Awareness: A SoulUtioN Summit 2025

 Sat, 11 Oct at 09:00 am 522 Dog Track Rd USD 0 to 107

Longwood Arts & Crafts Festival

 Sat, 22 Nov at 09:00 am Longwood Historic District

Halloween Dance Party!

 Fri, 10 Oct at 06:30 pm Longwood Community Building

Movie in the Park

 Sat, 08 Nov at 06:30 pm 126 Western Frk, Longwood, FL 32750-2720, United States

Open Mic

 Sat, 11 Oct at 08:00 pm 282 Short Ave #104 Free

Aromatherapy Mindful Flow with Bevalie Pritchard & Rosemary George

 Sat, 04 Oct at 02:30 pm 111 W. Magnolia Ave., Longwood, FL, United States, Florida 32750

Trunk or Treat!

Sat, 18 Oct at 02:00 pm 300 St Laurent St Suite 152, Longwood, FL

CFLSG Aug Meeting - Take a New Path

 Thu, 09 Oct at 07:00 pm Little Wekiva Brewery

Mompreneur Meetup 10/19!

Sun, 19 Oct at 05:00 pm 300 St Laurent St Suite 152, Longwood, FL

Sound Alchemy Journey with Intention: "You are Held in Love" with Zooey Seraphine Ibarra

 Fri, 17 Oct at 06:30 pm 111 W. Magnolia Ave., Longwood, FL, United States, Florida 32750

The Boomers @ PostTime Lounge

 Thu, 09 Oct at 07:00 pm Post Time Lounge Cafe and Patio

The Menopause Masterclass!

 Sat, 11 Oct at 09:00 am 2721 West State Road 434, Longwood, FL, United States, Florida 32779

Laughing Stock Comedy Showcase

 Sat, 01 Nov at 06:00 pm Post Time Lounge

Karaoke with Jenny B

Sat, 04 Oct at 09:00 pm Shotski's Food and Drink

THANKSGIVING FOOD GIVEAWAY

 Sat, 22 Nov at 11:00 am ONE TOUCH MINISTRIES Free

Kona Luau at Wekiva Island

 Sat, 04 Oct at 06:00 pm Wekiva Island

Trunk & Treat

Sat, 25 Oct at 12:00 am 1520 N Ronald Reagan Blvd, Longwood, FL

🍂Fall Social

 Fri, 17 Oct at 04:05 pm Milwee Middle School

Wekiva Island's Seafood Boil

 Sat, 11 Oct at 04:00 pm Wekiva Island

OFF BEAT BINGO AT HOURGLASS

Sun, 05 Oct at 03:00 pm Hourglass Brewery

The 789s Duo @ Post Time

 Thu, 23 Oct at 07:30 pm Post Time Lounge

Ghostbusters Trivia @ Hurricane Grill & Wings Longwood

 Tue, 14 Oct at 07:00 pm 2401 W State Road 434, Longwood, FL 32779-3694, United States

Magic: The Gathering - Commander Night

 Tue, 07 Oct at 06:00 pm 351 N Ronald Reagan Blvd Suite #1055, Longwood, FL

80s Music Bingo @ Hurricane Grill & Wings Longwood

 Wed, 08 Oct at 07:00 pm hurricane grill and wings longwood

Yoga With GOATS @ Alestone Brewing Co!

 Sun, 12 Oct at 10:00 am Alestone Brewing Co. USD 48

DogtoberFest

 Sat, 01 Nov at 11:00 am 175 W Warren Ave, Longwood, FL 32750-4107, United States

Blood On The Clock Tower

 Sun, 12 Oct at 02:00 pm Hourglass Brewing

The Central Florida Mini-Z Gran Prix

 Sun, 19 Oct at 12:00 pm 195 Wekiva Springs Rd, Longwood, FL 32779-3696, United States

Grand Opening

 Sat, 18 Oct at 10:00 am 150 east wildmere ave, 108, Longwood, FL

Showdown at Soldiers Creek

 Fri, 24 Oct at 08:00 am Boombah Soldiers Creek Park, Longwood, Florida

General Knowledge Trivia at Alestone Brewing Co

 Thu, 16 Oct at 06:30 pm Alestone Brewing Co.

Hocus Pocus Trivia @ Hurricane Grill & Wings Longwood

 Tue, 21 Oct at 07:00 pm 2401 W State Road 434, Longwood, FL 32779-3694, United States

Gratitude in Action Luncheon 2025

 Thu, 09 Oct at 11:30 am The Rink at Northland 522 Dog Track Rd Longwood, 32750

Front Wall Replanting

 Sat, 11 Oct at 08:30 am Tollgate Trl, Longwood, FL 32750, United States

Halloween Party & Costume Contest at Wekiva Island

Sat, 25 Oct at 07:00 pm Wekiva Island

Comedian ZANE LAMPREY • Longwood, FL

 Sat, 22 Nov at 08:00 pm Hourglass Brewing USD 29 to 45

Call to Service

 Fri, 24 Oct at 08:30 am Northland Church

Oct 6th: Longwood, FL - MAGIC HUNKS at Shovelhead

 Mon, 06 Oct at 08:00 pm Shovelhead

Sukkos Celebration

 Sun, 12 Oct at 10:00 am 100 Sandy Oaks Place Longwood, FL 32779

Friday Night Open Mic

 Fri, 03 Oct at 09:00 pm 190 s Ronald Reagan blvd Longwood Fl 32750, Longwood, FL

Simchas Torah Celebration

 Tue, 14 Oct at 07:00 pm 1701 Markham Woods Rd, Longwood, FL, United States, Florida 32779

Yacht Rock Music Bingo @ Hurricane Grill & Wings Longwood

 Wed, 15 Oct at 07:00 pm Hurricane Grill & Wings Longwood

Cousins Maine Lobster🦞 at Longwood : The Spooky Gala @ Longwood Community Building

 Thu, 09 Oct at 07:00 pm 200 W Warren Ave, Longwood, FL 32750

90s Music Bingo @ Hurricane Grill & Wings Longwood

 Wed, 22 Oct at 07:00 pm hurricane grill and wings longwood

Mexico City GP // F1 Watch Party

 Sun, 26 Oct at 03:30 pm Hourglass Brewing (Longwood, FL)

National Night Out

 Tue, 07 Oct at 05:30 pm Candyland Park

Sip n’ Paint

 Tue, 07 Oct at 06:00 pm G's Lounge

Hookahween

 Thu, 30 Oct at 08:00 pm 190 s Ronald Reagan blvd Longwood Fl 32750, Longwood, FL

Three Odd Guys Brewing Longwood Trivia Wednesday: Disney & General Knowledge

Wed, 08 Oct at 06:30 pm Three Odd Guys Brewing Longwood

JLI: The Kabbalah of Meaning

 Tue, 04 Nov at 07:30 pm 1701 Markham Woods Rd, Longwood, FL, United States, Florida 32779

Sign-Making for No Kings 2 Protest

 Wed, 15 Oct at 06:00 pm 250 S. Ronald Reagan Blvd., Suite 114, Longwood, FL

GRACE NOTARY NETWORKING

 Thu, 16 Oct at 06:30 pm 1844 Longwood Lake Mary Rd Free

SWEETWATER OAKS GARDEN CLUB PLANT SALE

 Fri, 24 Oct at 09:00 am 210 Lonesome Pine, Longwood, FL 32779

Special Event: Enchanted Restorative Yoga with Lisa Rosen

 Wed, 22 Oct at 06:30 pm 111 W. Magnolia Ave., Longwood, FL, United States, Florida 32750

Agents of Change Conference 2025

 Fri, 14 Nov at 07:00 pm One Church - Markham Woods USD 29 to 45

RCCG House of Praise Worship

 Sun, 05 Oct at 09:00 am 1217 S US Hwy 17-92, Longwood, FL

Campaign Kickoff to re-elect Rep. Rachel Plakon

Tue, 21 Oct at 05:30 pm Longwood Community Building

General Knowledge Trivia at Alestone Brewing Co

 Thu, 06 Nov at 06:30 pm Alestone Brewing Co.

Spooky Music Bingo @ Hurricane Grill & Wings Longwood

 Wed, 29 Oct at 07:00 pm hurricane grill and wings longwood

Longwood Arts & Crafts Festival

 Sat, 22 Nov at 02:00 pm Longwood Historic District

1st Annual Chili Cook-Off

 Sun, 26 Oct at 12:00 pm 891 E State Road 434, Longwood, FL

Black Friday Trail to Trail ride

 Fri, 28 Nov at 08:45 am Hourglass Brewery

Resurrection Players Present: CHICAGO

 Sun, 19 Oct at 02:00 pm 251 E Lake Brantley Dr, Longwood, FL, United States, Florida 32779

Midnight Mayhem returns for a night of dancing at Post Time Lounge!!

 Fri, 10 Oct at 08:30 pm Post Time Lounge Cafe and Patio

Tipsy Books and Brew Book Fair

Sat, 11 Oct at 11:30 am 956 W State Rd 434, Longwood, FL 32750

Heartfulness Yoga

 Sun, 05 Oct at 08:00 am 256 Rangeline Rd, Longwood, FL, United States, Florida 32750

Halloween Trivia @ Hurricane Grill & Wings Longwood

 Tue, 28 Oct at 07:00 pm 2401 W State Road 434, Longwood, FL 32779-3694, United States

Copy of Wake Up it’s 9am

 Sat, 11 Oct at 09:00 am Historic Bar Room USD 0 to 19

Milk + Cookies Mini Session

 Sat, 25 Oct at 01:00 pm The Brand Studio Orlando

Dayo Scuba’s Halloween Dive Adventure and Costume Contest!

Sun, 26 Oct at 09:00 am 160 US Highway 1792, Longwood, FL

Call to Service - 6th Annual

 Fri, 24 Oct at 08:30 am The Rink at Northland Church Free

ARTnB PAINT & SIP FLORIDA CLASSIC 2025

 Fri, 21 Nov at 08:00 pm 520 Savage Ct USD 39 to 45

Karaoke with Jenny B

 Thu, 02 Oct at 09:00 pm Shotski's Food and Drink
Categories
Workshops
Parties
Music
Halloween
Holiday
Business
Food & Drinks
Festivals
Dance
Kids
Concerts
Health & Wellness
Art
Entertainment
Dog
Costume Contests Parties
Performances
Sports
Crafts
Popular topics
Business
Mindfulness
Entrepreneurship
Beer
Education
Animals
Emotional Intelligence
Food Trucks