Entertainment events in Winter Garden

Check out happening entertainment events all around Winter Garden, FL

Venardos Circus - Winter Garden, FL

 Thu, 20 Nov at 07:00 pm 16313 New Independence Parkway Winter Garden, FL 34787

Mastering the Art of Table Gala

 Fri, 12 Dec at 06:00 pm Tanner Hall USD 215 to 589

Southern Gospel Jubilee

 Sat, 22 Nov at 06:00 pm 305 Beulah Road, Winter Garden, FL, United States, Florida 34787

Pints and Performances: Ya Like Jazz?

 Sat, 15 Nov at 06:00 pm Two Bridges Pub

Dimas Sanchez Afro Latin Jazz Project at Pilars

Sat, 06 Dec at 08:00 pm Pilars Loft

Live Magic Show!

 Fri, 21 Nov at 07:00 pm 16112 Marsh Rd., Winter Garden, FL

Christmas at Hamlin - A Festival of Traditions

 Sat, 06 Dec at 05:00 pm 14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

SMALL BUSINESS SATURDAY SIDEWALK SALE & LIVE MUSIC

 Sat, 29 Nov at 10:00 am Winter Garden Downtown Historic District

Marvel Trivia : Phase Two

 Tue, 18 Nov at 07:00 pm 16112 Marsh Rd., Winter Garden, FL

Homegrown in Horizon West Market

Sun, 16 Nov at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL, United States, Florida 34787

Puzzles' Trivia @ Crooked Can Brewing

 Tue, 18 Nov at 07:00 pm Crooked Can Brewing Company

Homegrown in Horizon West Market

 Sun, 07 Dec at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL, United States, Florida 34787

Jazz Night!

 Sat, 15 Nov at 06:00 pm 16112 Marsh Rd., Winter Garden, FL

Sell your camera gear (free event) at The Lens Pal

 Fri, 14 Nov at 10:00 am The LensPal Free

Give Back Parent's Night Out Bash!

 Fri, 21 Nov at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Parent's Night Out!

 Fri, 23 Jan at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Johns Lake Annual Boat Parade!

 Sat, 13 Dec at 06:15 pm John's Lake

Renderglow at Pilar’s Loft

 Fri, 21 Nov at 08:00 pm Pilars Loft

Light Up the Lodge!

 Fri, 21 Nov at 06:00 pm 700 9th St, Winter Garden, FL

All Is Calm: The Christmas Truce of 1914

 Sat, 20 Dec at 07:30 pm The Garden Theatre on Plant

Christmas in the Garden

 Fri, 05 Dec at 06:30 pm 125 E Plant St, Winter Garden, FL, United States, Florida 34787

Christmas story

Sun, 14 Dec at 07:00 pm Winter Garden Downtown Historic District

HOLIDAY FLIX AT THE GARDEN

 Sun, 07 Dec at 02:00 pm 160 W Plant St, Winter Garden, FL 34787-3143, United States

A Very Whoville Market

 Sat, 13 Dec at 03:00 pm 16016 New Independence Pkwy #100, Winter Garden, FL

Eat Drink & Be MURDERED! An Immersive Christmas M**der Mystery Dinner Show

 Tue, 09 Dec at 06:30 pm Two Bridges Pub USD 67

ChristmasTrivia with Puzzles Entertainment

 Tue, 02 Dec at 07:00 pm Crooked Can Brewing Company

Fall-Themed End of Month Party + Member Appreciation Day

 Sat, 29 Nov at 10:00 am 14150 West Colonial Drive, Winter Garden, FL 34787

Family Fun Day & Movie at the Trail: Madagascar - Escape 2 Africa at Chapin Station

 Sat, 15 Nov at 02:00 pm Chapin Station West Orange Trail

BOOSTER BOS$ & SCF 2026

 Sat, 07 Feb at 08:00 am 17800 Bali Blvd

🎉 Kids Friendsgiving Party at UNO! 🍂

 Wed, 19 Nov at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

MomoCo Winter Garden Christmas Party

Sun, 07 Dec at 03:00 pm 125 E Plant St, Winter Garden, FL 34787-3128, United States

Live Well in Horizon West

Sun, 18 Jan at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL 34787-8153, United States

Christmas party & family picnic

Fri, 05 Dec at 04:30 pm The Hangry Bison - Winter Garden

Sell your camera gear (free event-no ticket needed) at The Lens Pal

 Fri, 30 Jan at 09:00 am The LensPal Free

🎊 KIDS NEW YEAR’S EVE PARTY 🎊

 Wed, 31 Dec at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

Lucky Charm 5K & 10K at Home State Brewing Company

 Sun, 15 Mar at 08:00 am Home State Brewing Co.

ORL Film Bar Mondays - 3rd Monday in Winter Garden

 Mon, 17 Nov at 06:00 pm The Whole Enchilada

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Thu, 30 Oct at 08:00 pm Winter Garden Free

Fused Glass Happy Hour - with instructor Sheri Croft

 Sun, 09 Nov at 05:00 pm 127 S Boyd St, Winter Garden, FL, United States, Florida 34787