Longwood Holiday Events

Celebrate the Season

Reiter Park 12 Dec 2025

Holiday Wine & Cheese Pairing

2141 W State Road 434, Longwood, FL 13 Dec 2025

Drive-In Movie - Two Featured Movies!

900 North St, Longwood, FL, United States, Florida 32750 19 Dec 2025

Urban Youth Park Parents Night Out

2350 S US HWY 17-92, Longwood, FL 12 Dec 2025

Breakfast with Santa

200 W Warren Ave, Longwood, FL 32750-4134, United States 20 Dec 2025

The Grinch Trivia @ Hurricane Grill & Wings Longwood

2401 W State Road 434, Longwood, FL 32779-3694, United States 16 Dec 2025

Holiday Market

Hourglass Brewing 13 Dec 2025

Kosher Culinary Club for Women

1701 Markham Woods Rd, Longwood, FL, United States, Florida 32779 19 Feb 2026

Christmas Toy Drive

810 Fox Valley Dr, Longwood, FL 32779-2510, United States 14 Dec 2025

RNB Karaoke Brunch Ugly Sweater

BR Private Room 21 Dec 2025

Family Night Out: Christmas Edition!

351 N Ronald Reagan Blvd Suite #1055, Longwood, FL 17 Dec 2025

Joy to the World! Christmas at Sanlando: A Worship Concert

1890 W State Road 434, Longwood, FL, United States, Florida 32750 14 Dec 2025

Christmas Hits Music Bingo @ Hurricane Grill & Wings Longwood

2401 W State Road 434, Longwood, FL 32779-3694, United States 22 Dec 2025

Community Yard Sale 2025

MeadowLark Street, Longwood, FL 28 Mar 2026

Voctave

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

The Holiday Shop

840 Orange Ave, Longwood, FL, United States, Florida 32750 8 Dec 2025

Kosher Culinary Club for Women

1701 Markham Woods Rd, Longwood, FL, United States, Florida 32779 21 Jan 2026