Entertainment events in Longwood

Check out happening entertainment events all around Longwood, FL

Dreaming Together: Greatest Hits from 15 Years of Community

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

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

Comedian ZANE LAMPREY • Longwood, FL

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

Celebrate the Season

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

DogtoberFest

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

Movie in the Park

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

Food Trucks & Concert in the Park

 Sat, 08 Nov at 04:00 pm Reiter Park

ARTnB PAINT & SIP FLORIDA CLASSIC 2025

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

Cacao Ceremony + Sound Bath with Diane Pilatovsky & Emma Koi

 Fri, 09 Jan at 06:30 pm 111 W. Magnolia Ave., Longwood, FL, United States, Florida 32750

ANNUAL FRIENDSGIVING BLOCK PARTY

 Wed, 26 Nov at 06:00 pm 2401 W State Rd 434, Longwood, FL 32779

Yin Yoga Weekend Intensive: Diving Deep into the Stillness

 Fri, 23 Jan at 06:00 pm 111 W. Magnolia Ave., Longwood, FL, United States, Florida 32750

Close Friends

 Sun, 09 Nov at 01:00 pm Historic Bar Room Free

3rd Annual Amaranth Ride

 Sat, 01 Nov at 09:30 am Hiram’s Tattoo Collective

Throwback Thursdays Dance Party Halloween Edition

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

Candles & Carols

 Sun, 07 Dec at 07:00 pm 522 Dog Track Road, Longwood, FL, United States, Florida 32750

Botox with the Backroom girls at Mariah’s Med Spa

Fri, 21 Nov at 05:00 pm Mariah's Medical Spa of Longwood

Wine Down Wednesdays Cat Night

 Wed, 29 Oct at 07:00 pm 190 s Ronald Reagan blvd Longwood Fl 32750, Longwood, FL

The Nightmare Before Christmas // Art Show

 Sat, 01 Nov at 04:00 pm Hourglass Brewing

Old School Sunday Brunch

 Sun, 02 Nov at 12:00 pm 190 s Ronald Reagan blvd Longwood Fl 32750, Longwood, FL

Comedian Andrew Stanley

 Thu, 20 Nov at 07:00 pm 522 Dog Track Road, Longwood, FL, United States, Florida 32750

Thanksgiving Day Party

 Thu, 27 Nov at 12:00 pm 1520 N Ronald Reagan Blvd, Longwood, FL

Fun-D-Mentlz Presents: Kandi-Land Underground Afters - EDC Edition (Limited Tickets)

 Fri, 07 Nov at 10:00 pm 900 N Grant St, Longwood, FL 32750-3204, United States

RNB Classic Brunch

 Sun, 23 Nov at 01:00 pm BR Private Room USD 23 to 87

Homeschool Kids Dance: Under the Sea!!!!

 Wed, 10 Dec at 05:30 pm Longwood Florida

FINAL Five Minute Professor trivia at Post Time Lounge

 Tue, 28 Oct at 06:00 pm Post Time Lounge Cafe and Patio

Halloween Party @ Alestone Brewing Co.!

 Fri, 31 Oct at 06:30 pm 351 N Ronald Reagan Blvd Suite #1055, Longwood, FL

Las Vegas GP // F1 Watch Party

 Sat, 22 Nov at 11:00 pm Hourglass Brewing (Longwood, FL)

ABBA Under the Stars at Enzo's on the Lake

 Sun, 02 Nov at 05:00 pm Enzo's On The Lake

SOLD OUT!! Under the Moon Teen Dance

 Wed, 14 Jan at 05:30 pm Longwood Florida

Halloween Burlesque by 102 Jamz

 Fri, 31 Oct at 08:00 pm 190 s Ronald Reagan blvd Longwood Fl 32750, Longwood, FL

Beginner Rug Tufting Workshop

 Fri, 16 May at 10:00 am 1275 Bennett Dr #103 Free