Upcoming Winter Haven Events

Check out what's happening all around Winter Haven, FL

11th Annual Haven Holiday Market

Sat, 15 Nov at 10:00 am 469 W Central Ave, Winter Haven, FL

Wine, Chocolate, and Cheese Winter Haven

Fri, 14 Nov at 05:30 pm Downtown Winter Haven Historic District

Open Mic Renegades

Sat, 29 Mar SoCe Market Free

Fall Family Fest! Free Community Event

Sat, 01 Nov at 10:00 am 2901 State Road 544, Winter Haven, FL

Polk State Theatre Presents Cyrano de Bergerac

Fri, 14 Nov at 07:30 pm 999 Ave. H NE, Winter Haven, FL, United States, Florida 33881

Golden Hour Sunset Dinner for Women (Winter Haven)

Sat, 08 Nov at 05:00 pm Thai Haven

Dante from Last Comic Standing!

Fri, 07 Nov at 08:00 pm 19 3rd St NW USD 24

Fly with Faith 5K

Sat, 01 Nov at 08:00 am Winter Haven Regional Airport

“Circle of Friendship" – Celebrating Samhain!

Sat, 01 Nov at 07:45 pm 2750 US-17 N, Winter Haven, FL, United States, Florida 33881

Christmas Boat Parade

Sat, 06 Dec at 06:30 pm Lake Howard Dr, Winter Haven, FL, United States

I LOVE ROCK N ROLL

Sat, 27 Dec at 08:00 pm Caribbean Bay Bar

Fundraiser for Amanda Christian

Sat, 15 Nov at 06:00 pm 100 3rd St SW, Winter Haven, FL

Sloan from HULU!

Fri, 14 Nov at 08:00 pm 19 3rd St NW USD 19

Plaid Tidings - SecondStage

Thu, 04 Dec at 07:00 pm 210 Cypress Gardens Blvd SW, Winter Haven, FL, United States, Florida 33880

B.Haven Live at the Cypresswood Pub

Sat, 01 Nov at 06:00 pm Cypresswood Pub

B.Haven Live at Somewhere Sports Bar

Fri, 07 Nov at 07:00 pm Somewhere Sports Bar and Grill

Youth Music Night!!! THE BAND: FACE THE FENCE

Sat, 08 Nov at 05:00 pm Central Park Downtown Winter Haven

Havendale Christmas Parade

Fri, 05 Dec at 07:00 pm Havendale Blvd NW, Winter Haven, FL 33881, United States

Free Mini-Workshop: Saturday Spotlight

Sat, 01 Nov at 10:00 am 6405 Thornhill Rd, Winter Haven, FL 33880-5037, United States

Adam Minnick from Dry Bar Comedy!

Fri, 21 Nov at 08:00 pm 19 3rd St NW USD 19

SFD Global Mission Saturday Evening in White

Sat, 01 Nov at 04:00 pm Church of God by Faith - Winter Haven

Patrick Sisk from Riot Fest!

Fri, 28 Nov at 08:00 pm 19 3rd St NW USD 19

Taste of Winter Haven 2026

Thu, 22 Jan at 06:00 pm Venue 650

TKO Annual charity event for Alzheimer’s!

Sat, 01 Nov at 11:00 am 6290 Cypress Gardens Blvd, Winter Haven, FL

Forrest Shaw from Netflix is a Joke!

Sat, 20 Dec at 08:00 pm 19 3rd St NW USD 24

The Roast of Halloween!

Fri, 31 Oct at 08:00 pm 19 3rd St NW USD 19

Ric Diez from K*ll Tony!

Fri, 12 Dec at 08:00 pm 19 3rd St NW USD 24

The Listening Room: Rusty Wright

Thu, 13 Nov at 08:00 pm 19 3rd St NW USD 19

Tree Lighting Ceremony

Thu, 04 Dec at 06:00 pm Central Park Downtown Winter Haven

Bingo Night At Bowen Yard

Wed, 05 Nov at 06:00 pm 308 Fourth St SW, Winter Haven, FL, United States, Florida 33880

Tales Retold Fall Market

Sat, 01 Nov at 10:00 am 155 Avenue B SW, Winter Haven, FL

Winter Haven Police Department - 3rd Annual Kickball Tournament

Sat, 08 Nov at 01:00 pm City of Winter Haven, DiamondPlex

Conspiracy Theory Rocks Caribbean Bay!

Sat, 01 Nov at 08:00 pm The Caribbean Bay Bar

Justin Seymour & Friends!

Thu, 20 Nov at 08:00 pm 19 3rd St NW USD 7 to 13

First Time Home Buyer Seminar

Sat, 08 Nov at 01:00 pm Heart For Winter Haven Free

Santa Paws & Friends Holiday Market: Shop, Sip, Snap a Photo!

Sat, 13 Dec at 10:00 am Dog Dayz Cafe Free

Jumpoff “Africa” Casting

Sun, 09 Nov at 01:55 pm 856 Sixth St Nw Winter Haven Fl

Live Music at Bowen Yard

Sat, 01 Nov at 05:30 pm 308 Fourth St SW, Winter Haven, FL, United States, Florida 33880

Amanda Christian's Battle Against Cancer Fundraiser

Sat, 15 Nov at 06:00 pm Jensen's Corner Bar USD 27

November Family Fun Game Night

Sun, 09 Nov at 05:00 pm 560 3rd St SW, Winter Haven, FL

You CAN Grow Orchids: Tips for Success!

Mon, 10 Nov at 10:00 am Winter Haven Public Library Free

The Bucket List!

Thu, 06 Nov at 08:00 pm 19 3rd St NW USD 7 to 13

First Friday Winter Haven

Fri, 07 Nov at 05:00 pm Downtown Winter Haven Historic District

Dia De Los Muertos

Sat, 01 Nov at 02:00 pm 308 Fourth St SW, Winter Haven, FL, United States, Florida 33880

Devin Siebold from Bored Teachers!

Sun, 21 Dec at 08:00 pm 19 3rd St NW USD 24

Angels Among Us

Thu, 13 Nov at 06:00 pm Venue 650

Joe Reid and Heartland

Sat, 01 Nov at 06:00 pm 615 7th St SW, Winter Haven, FL

Fantaseay Dezires Presents Naughty or Nice; A Holiday Social

Sat, 06 Dec at 05:00 pm Venue 650 USD 25 to 59

The Listening Room: Floridaze

Thu, 04 Dec at 08:00 pm 19 3rd St NW USD 19

AGT & Broadway Star: Brian Justin Crum LIVE!

Fri, 07 Nov at 07:30 pm 263 W Central Ave, Winter Haven, FL, United States, Florida 33880

Annie - MainStage

Wed, 26 Nov at 07:30 pm 210 Cypress Gardens Blvd SW, Winter Haven, FL, United States, Florida 33880

Candlelight Christmas Service

Sun, 14 Dec at 06:00 pm 560 3rd St SW, Winter Haven, FL

DOCK N’ ROCK WINTER HAVEN

Sat, 08 Nov at 01:00 pm Old Man Frank's

Buzz Factor at Caribbean Bay

Sat, 08 Nov at 08:00 pm Caribbean Bay Bar Inc. 1004 Lake Howard Dr.

KARAOKE NIGHT AT KULTURE ON 1ST

Thu, 25 Sep KULTURE ON 1ST Free

John McEuen special guest Muriel Anderson

Fri, 21 Nov at 06:00 pm 297 5th St NW, Winter Haven, FL, United States, Florida 33881

Live and Loud at the Ritz

Fri, 05 Dec at 06:00 pm The Ritz

Pokemon - Gym Leader Challenge Holiday Charity Event

Tue, 04 Nov at 06:00 pm 6260 Cypress Gardens Blvd., Winter Haven, FL, United States, Florida 33884

Pokemon - Phantasmal Flames Prerelease

Sat, 01 Nov at 05:00 pm 6260 Cypress Gardens Blvd., Winter Haven, FL, United States, Florida 33884

Dougie Almeida from FOX!

Fri, 05 Dec at 08:00 pm 19 3rd St NW USD 19

Christmas Cookie Decorating Party

Thu, 04 Dec at 06:00 pm SPA HAVEN

Mental Health Art Workshop - Destress and Prep for the Holidays

Sat, 15 Nov at 11:00 am Cypress Ridge Presbyterian Free

Inner Sound with Evelyn

Sat, 01 Nov at 03:00 pm 102 Burns Lane , Winter Haven, FL, United States, Florida 33884

Holidays on Central

Sat, 06 Dec at 10:00 am Central Park in Downtown Winter Haven

Fall Charity Challenge Invite

Sat, 15 Nov at 08:00 am Adventhealth Fieldhouse

Cody’s Comedy Cabaret - A night of magic and sophisticated buffoonery!

Sat, 15 Nov at 07:00 pm Theatre Winter Haven - The GhostLight Lounge USD 13 to 23

Day of the Dead celebration

Sat, 01 Nov at 12:00 pm 130 Cottontail Ln USD 34

Cupid Stunts - Caribbean Bay Tryptophan Jam!

Sat, 29 Nov at 08:00 pm The Caribbean Bay Bar

Magic - Spider-Man Final Battle (Standard)

Fri, 07 Nov at 06:00 pm 6260 Cypress Gardens Blvd., Winter Haven, FL, United States, Florida 33884

Grinchmas at Gourmet Goodies 2025

Fri, 12 Dec at 04:00 pm 68 4th St NW, Winter Haven, FL, United States, Florida 33881

ELC Polk 8th Annual Gala

Wed, 05 Nov at 06:00 pm Venue 650

Daniel Pepin live at The Social Cocktail Lounge

Sat, 08 Nov at 09:00 pm The Social Cocktail Lounge

Christmas Charcuterie Workshop

Sat, 06 Dec at 11:00 am SPA HAVEN

Kairos Church Vendor Market

Fri, 07 Nov at 10:00 am 5624 Cypress Gardens Blvd, Winter Haven, FL, United States, Florida 33884

4th Annual Holiday Shopping Event

Thu, 13 Nov at 02:00 pm 400 Ave K SE, Suite 1, Winter Haven, FL, United States, Florida 33880

Disney Inspired Princess Pole Night

Fri, 19 Dec at 06:00 pm 3580 Recker Hwy Suite 2, Winter Haven, FL

Free Mini-Workshop: Saturday Spotlight

Sat, 08 Nov at 11:00 am 6405 Thornhill Rd, Winter Haven, FL 33880-5037, United States

April Macie from Netflix!

Fri, 20 Feb at 08:00 pm 19 3rd St NW USD 30

Break Your Fall Festival

Sat, 15 Nov at 04:00 pm 3379 Cypress Garden Rd, Winter Haven, FL, United States, Florida 33884

6th Annual Patriot Golf Day Scramble VIP BBQ & Concert

Sat, 08 Nov at 11:00 am Cypresswood Golf & Country Club

33rd Annual Golf Tournament

Sat, 22 Nov at 08:00 am Cypresswood Golf & Country Club

Pancakes with Santa

Sat, 06 Dec at 09:00 am 560 3rd St SW, Winter Haven, FL

The Roast of Christmas!

Thu, 18 Dec at 08:00 pm 19 3rd St NW USD 19

Fall Festival

Sat, 01 Nov at 03:30 pm 6230 Cypress Gardens Blvd, Winter Haven, FL, United States, Florida 33884

Youth Music Night!!!

Sat, 22 Nov at 05:00 pm Central Park Downtown Winter Haven

Winter Haven, FL & Surrounding, 20 Ribeyes $39, 40% off Steak, Chicken, Seafood, & More! MEGA SALE!

Thu, 30 Oct at 10:00 am 19 Spirit Lake Rd, Winter Haven, FL 33880

Star Wars Unlimited - Secrets of Power Prerelease

Sat, 01 Nov at 01:30 pm 6260 Cypress Gardens Blvd., Winter Haven, FL, United States, Florida 33884

Yoga on the lawn at SoCe Market

Sun, 02 Nov at 10:00 am SoCe Market

Culpepper’s Cardiac Foundation “SAVING LIVES MATTERS”

Sat, 15 Nov at 11:00 am Tanners Lakeside

CenterPoint Women Craft

Sat, 01 Nov at 10:00 am 6950 Eloise Loop Road, Winter Haven, FL, United States, Florida 33884

Free Mini-Workshop: Food Forest Friday

Fri, 07 Nov at 11:00 am 6405 Thornhill Rd, Winter Haven, FL 33880-5037, United States

Smokepoint Returns to Tanners Lakeside

Sat, 27 Dec at 07:00 pm Tanners Lakeside

Free Mini-Workshop: Tropical Fruit Tuesday

Tue, 11 Nov at 11:00 am 6405 Thornhill Rd, Winter Haven, FL 33880-5037, United States

Free Mini-Workshop: Saturday Spotlight

Sat, 22 Nov at 11:00 am 6405 Thornhill Rd, Winter Haven, FL 33880-5037, United States

Ranch Clinic with Jennifer Sawyer

Sat, 15 Nov at 10:00 am 3805 High Street, Winter Haven, FL, United States, Florida 33881

Miss Golden Glamour 2025

Thu, 20 Nov at 06:00 pm Olde Town Square, 301 3rd St. Winter Haven, FL 33881

Guitars 4 Veterans - Union Tap Room - Winter Haven

Tue, 11 Nov at 05:30 pm Union Taproom & Pizza Kitchen

Portrait Mini Sessions - Limited Availability!

Sat, 01 Nov at 07:30 am Overlook Dr, Winter Haven, FL, United States

"We're Here To Fight For Shelly"

Sat, 08 Nov at 11:00 am Winter Haven Moose Lodge

Basic Handgun Training: A class that trains you to defend your life

Sat, 08 Nov at 09:00 am 3812 Cypress Gardens Rd USD 82

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