Events in Winter Haven
Karaoke Tuesdays
Tipsy Hen hosts a weekly karaoke night with Castle Karaoke led by Brooke and Alden. Each Tuesday brings a family friendly setting with an encouraging crowd, where anyone can take the mic and sing. Make it a night out with dinner and drinks as you cheer for others or perform your favorites.
Tipsy HenTrivia Night
Trivia Night takes place every week and gives participants a chance to test their knowledge with trivia questions.
Duke's BrewhouseTaco Tuesday
Enjoy a special on three tacos with your choice of fries or chips and salsa for $8.99. A happy hour is available.
Haines City Rattlers training
A no-cost training session at Ben Graham Park is available for children seeking a football home this fall. It also offers a chance to meet the new 12U coach and ask questions about the upcoming season.
Ben Graham ParkHigh Stax Poker Every Wednesday Night
Play poker for free at Tipsy Hen. Arrive an hour before the first game to receive 1,000 extra chips, or come 30 minutes early for 500. Gift certificates to Tipsy Hen are up for grabs.
Tipsy Hen Wings & BeerJukebox Bingo
Jukebox Bingo is held weekly.
Duke's BrewhouseAYCE Boneless Wings
Settle in for all you can eat boneless wings served throughout the day. A Happy Hour is also available.
Polkemon Midweek Card Show August 5th
Spend your Wednesday evening at the Polkémon Midweek Card Show with other collectors and fans. There will be dozens of vendor tables offering Pokémon cards, trading card games, collectibles, sealed products, accessories, and more. Admission is free, parking is free, and pizza will be available. There will also be raffles throughout the event, and the show is family-friendly for everyone, whether you are just getting started or have been collecting for years.
United Women's ClubCustomize Your Toy - Set
Pick your toy and customize it as you paint, bringing home a finished 16x20 canvas. This is a studio class for painters 15 and up, with the age policy allowing painters ages 15+ to attend with a paid adult. The event runs in the evening, and the studio offers optional upgrades. If you want to sit with friends, you’ll need to put the same group name during registration.
Painting with a TwistPlay for a Day Pass
Bring your child for a day of indoor open play at Little Lake. This pass gives admission to the indoor play space during open play hours, where kids can explore and build their physical skills while using their imagination in a miniature version of Lakeland. Ticket pricing is $20 for children ages 2 to 10, $10 for children ages 6 months to 1 year, and free for children under 6 months. The first adult admission is free with a paying child.
Little LakeBNI - Build Relationships, Build Business
Grow your business through referrals while building meaningful connections at a weekly BNI meeting where professionals come together to network, exchange opportunities, and support one another’s success. Expect time to introduce yourself and your company, connect with fellow business owners and professionals, and learn practical ways referrals can strengthen your bottom line. The focus is on relationships that last, not just transactions, and on proven referral systems that have helped members worldwide generate significant business. Bring plenty of business cards and be ready to share what you do. Whether you are launching a venture or leading an established company, this gathering offers an introduction to BNI’s give-to-get philosophy and a clear path to growing through trusted relationships.
First Baptist Church of AuburndaleKaraoke Night
Step up to the mic for a lively karaoke night packed with sing-alongs and plenty of laughs. Bring friends, pick your favorite songs, and turn an ordinary evening into a full experience. Food and drinks are available to round out the fun, and the welcoming vibe fits both confident performers and first-timers.
KULTURE on 1stPeace Train Karaoke
Peace Train Karaoke brings a sing-along vibe to Jessie’s Lounge, where attendees can take the mic, sing favorite tunes, and groove to the playlist with drinks available from the bar. Set in downtown Winter Haven, it offers a lively, welcoming night of music and good company.
Jessies loungeAYCE Bone-In Wings
Savor unlimited traditional bone-in wings, with a happy hour available.
Duke's Brewhouse(SOLD OUT) Charms and Chapters: A Bookish Collab with Vampire Penguin Lakeland
Join Vampire Penguin Lakeland for a cozy, bookish crafting night where you’ll make two handmade accessories inspired by your favorite reads. You’ll create a custom bookish bag charm and a hook bookmark, choosing from personalized charm ideas based on 5 to 7 book titles you provide during registration. All supplies and full instructions are included, and you can enjoy a treat from Vampire Penguin while you craft. No prior crafting experience is needed, and the event is in person.
Vampire PenguinLive and Loud
Live & Loud presents an underground rock showcase in Polk County with $5 admission, and all ages are welcome. Each event highlights new and emerging bands that span a wide range of rock styles, offering an intense night of live music. The atmosphere centers on safety and inclusivity so everyone can be themselves and enjoy the volume.
The RitzAlmost There Live at Somewhere Sports Bar - Winter Haven, FL
Almost There transforms the parking lot at Somewhere Sports Bar into an outdoor stage with a full set that blends rock, metal, alternative, pop, and classic favorites. A few newly learned requests may make an appearance, adding surprises to the mix. Expect a high energy scene with drinks and live music in the open air.
Somewhere Sports BarRidge Country
Ridge Country makes a return appearance at Out-n-About Bar and Music Lounge, delivering an evening of live music and dancing in a festive atmosphere from start to finish.
Out-n-About Bar and Music LoungeComedy Night
Andy Gunnin brings his non offensive brand of comedy to Winter Haven, Florida as he headlines a comedy club for the first time. Two shows on Friday and Saturday provide multiple chances to catch his set.
Laugh Out LoungeFree Fall with Friends - Learning to Fall Fearlessly
Caregivers and seniors can join a free, hands-on in-person session focused on fall prevention, fall safety, and how to get back up after a fall. You’ll practice on mats using fall-protection drills and learn skills designed to help you fall more safely and with more confidence. Two 1-hour sessions are offered, with the first starting at 11:00 AM and the second at 1:00 PM.
Central Florida Speech and Hearing CenterFish Fry Friday
Treat yourself to fish and chips on special, plus a happy hour.
Duke's BrewhouseDeep Well Project
Deep Well Project brings a live set to M.T. Skullz, marking the band’s first show at this venue. Food and drinks are available to accompany the performance.
M.T. Skullz TavernRUSTED at TANNER'S - Sat Night 8/8 - 7pm to 10pm!
This vintage rock showcase features classics from the 1960s through the 1980s, spanning artists from Elvis Presley to the Eagles.
Tanners LakesideReikiMiAlma Marketplace
ReikiMiAlma Marketplace offers a summer indoor market created to help shoppers stay cool while browsing. Enjoy air-conditioned comfort as you explore a carefully selected mix of local makers and fresh baked treats. Outside, an area is set aside for food trucks, trailers, and tents to bring additional flavors and variety. This weekend marketplace has a lively vibe and highlights vendors who share their unique talents with the community.
The Epic CenterWinter Haven Farmers Market
Every Saturday, a community market features farmers, food trucks, and local artisans offering fresh produce, handmade pasta, sweet baked items, meats, seafood, and plants. From June through August, hours are shortened because of the heat.
Winter Haven Farmers MarketROBOCADE Silverball Showdown Pinball Tournament
ROBOCADE’s inaugural IFPA sanctioned Silverball Showdown offers a welcoming pinball competition for every skill level. The tournament uses a 9 Fair Strike Knockout format in which players are grouped each round and receive strikes based on their finishing position. Reaching nine strikes results in elimination, and play continues until the final standings are set. Participation is limited to 28 players. The entry fee is $20 per person, with $6 from each entry added to the cash prize pool. Trophies and cash awards will be presented to the top four finishers, creating a friendly atmosphere with spirited competition for newcomers and seasoned players alike.
RobocadeAnnual Cornhole Tournament
Hosted by the Krewe of St. Florian at Camp Margaritaville, this annual cornhole tournament is a signature tradition that brings together firefighters, their families, and neighbors for a day of friendly competition and community spirit. The event supports the Krewe’s mission to assist Tampa Bay area charities as well as individuals and families in need. In addition to the tournament, attendees can take part in raffles with prizes, browse a silent auction, and enjoy food and drinks in a welcoming setting that highlights the camaraderie of the firefighter community and family fun. Organizers are collecting raffle items, themed baskets, and donations for the silent auction, and they are also accepting sponsorship inquiries via direct message. Each contribution helps make a direct impact in the community.
Camp Margaritaville RV Resort & Cabana CabinsBook Club Spa Experience
Unwind with a spa-style hangout while you chat about books you love. You can relax and enjoy a service chosen from the event’s selection during this in-person 3-hour book club experience.
Manely BeautyKiDz NiGhT OuT - "Coming Soon"
Get ready for a special kids night out with pizza and painting at Art Centric Studio. This event is for children ages 6 to 12 and includes a pizza dinner, games, and a guided painting activity. It’s a fun evening designed to give parents some time to themselves while kids enjoy a creative night out.
Art Centric StudioWings 'n Waffles
Come out for Wings 'n Waffles, a monthly speaker series from the Florida Air Museum. On Saturday, August 8, you can enjoy breakfast with chicken and waffles and then join a short talk on the history of model making. Afterward, head to the Buehler Restoration Building to assemble your own airplane model, an activity designed for ages 7-99.
Florida Air MuseumSunday morning ride
A group ride rolls out from Hobby Lobby in Posner Park in Davenport, Florida, with a tentative route that follows Highway 27 to I-4, continues along 192 and Hoagland Boulevard, then loops back to wrap up. A short midway stop is planned for fuel, drinks, and a quick break. Riders are asked to arrive with full tanks, maintain a safe staggered formation, travel at a pace that feels right for them, and respect traffic for a smooth experience.
Hobby LobbyPlay for a Day Pass
Bring your child for a day of indoor play at Little Lake. This pass gives admission to the indoor play space during the scheduled open play hours, where kids can explore, build physical skills, and use their imagination in a miniature version of Lakeland.
Little LakeMen’s BBQ Night
Open to men from Lake Alfred and nearby communities, this Forge Men’s Night at First Baptist Church Lake Alfred features a BBQ dinner, fellowship, and a message from guest speaker Sheriff Grady Judd of Polk County. The meal includes pulled pork sandwiches with classic sides like baked beans, mac and cheese, coleslaw, and green beans, plus cookies and brownies for dessert. Friends, neighbors, coworkers, sons, and fathers are welcome for an encouraging evening with men from the church and the wider community. Registration is required, and the cost is $10. Guided by the spirit of Proverbs 27:17 about iron sharpening iron, the gathering focuses on building one another up.
First Baptist ChurchKid's Eat Free
Families can take advantage of a dining promotion where children receive a free meal with the purchase of an adult meal. A happy hour is also available.
Duke's BrewhouseKaraoke Tuesdays
Sing your favorite tunes at Tipsy Hen on Tuesdays with Castle Karaoke, hosted by Brooke and Alden. The setting is family friendly with a welcoming crowd that supports every performer. Choose a song, take the mic, and make it a weekly tradition while enjoying dinner and drinks.
Tipsy HenTrivia Night
This classic trivia night offers a simple way to put your knowledge to the test.
Duke's BrewhouseLunch & Learn: What's Bugging Your Garden?
Join UF/IFAS Extension Polk County and Haines City Water Utilities for a lunch and learn session focused on insects in the garden and landscape. You’ll learn how to identify pests correctly and get practical tips for keeping your landscape healthy and thriving using Florida-Friendly Landscaping practices. Registration is preferred, and seating is limited. Lunch is included for pre-registered, in-person participants who register by August 2, 2026.
Haines City Public LibraryTaco Tuesday
Enjoy a special that includes three tacos with your choice of fries or chips and salsa for $8.99. A happy hour is also available.
High Stax Poker
Take part in a free weekly poker night at Tipsy Hen. Show up an hour before the game to receive 1,000 bonus chips, or arrive half an hour early for 500. Winners take home Tipsy Hen gift certificates.
Tipsy HenJukebox Bingo
Jukebox Bingo is a bingo event featuring the classic game.
Duke's BrewhouseAYCE Boneless Wings
Savor unlimited boneless wings. A happy hour is available as part of the event.
Karaoke Night
Grab the mic for a high-energy karaoke night where singers of all levels can belt out favorite songs and share plenty of laughs. Enjoy food, drinks, and memorable moments as you and your crew take the stage. Pick a track and turn a regular night into a whole experience. It takes place every Thursday.
Kulture on 1stPeace Train Karaoke
Peace Train Karaoke brings a sing along vibe to Jessie’s Lounge. Attendees can pick favorite tunes from a varied playlist and take the mic, with a selection of drinks available. Set in downtown Winter Haven, it offers an opportunity to sing together with friends and fellow music fans.
Jessies loungeAYCE Bone-In Wings
Enjoy unlimited classic bone-in wings served all day. A happy hour is also offered.
AGB Thursdays: AGBeats: Music at The Museum
Swing by the Ashley Gibson Barnett Museum of Art for an evening of live jazz with the Swan City Jazz Project. The band will be performing in the museum lobby starting at 6:00 PM, and you can also enjoy the museum galleries while they’re open to the public. Grab a drink and settle in for some great music.
The Ashley Gibson Barnett Museum of Art (The AGB) at Florida Southern CollegeDeep Well Project
Deep Well Project has been invited to perform at The Twisted Prop, a local staple in Winter Haven, for an evening of music complemented by food and drinks. It is a casual gathering where family and friends can enjoy time together.
The Twisted Prop Bar & Grille2nd Friday Night Meet Up
Everyone is welcome at this free automotive meet at Lake Alfred Diner. Enthusiasts can display vehicles of any make, model, or year and connect with others who enjoy sharing their rides.
Lake Alfred DinerFish Fry Friday
Enjoy special pricing on fish and chips, plus a happy hour.
Duke's BrewhouseDaniel Pepin
Daniel Pepin performs live at Grove Roots Brewing Co.
Grove Roots Brewing Co.Line Dancing Night
Camp Margaritaville Auburndale hosts a lively line dancing night infused with island vibes. DJ Gonzo gets the floor moving with crowd-pleasing tracks, followed by guided routines from local instructor Felicia Jones that welcome beginners and seasoned dancers alike, then open dancing to close the evening. Boots and hats are encouraged, and song requests can be submitted in advance. Ticket options include Early Bird at $5, Standard at $7, and Day Of or at the door at $10, with taxes and fees applying. Each Line Dancing Night attended counts as an entry in a boot giveaway, with three winners selected live at the final event of the year for women’s boots up to $400 in value, men’s boots up to $400, and teen boots for ages 13 to 17 up to $300; winners must be present to claim prizes and full terms and conditions apply. The venue accepts cards only, concessions and drinks are available for purchase, guests must be at least 10 years old, and all sales are final with no refunds.
Camp Margaritaville RV Resort & Cabana CabinsCrazy About Rock
Twizted delivers a high-energy performance packed with crowd-favorite rock anthems, lighting up the stage with explosive energy.
Out-n-About Bar and Music LoungeWinter Haven Farmers Market
Every Saturday, the market brings together farmers, food trucks, and local makers with fresh produce, handmade pasta, baked treats, meats, seafood, and plants. From June through August, it operates on a shorter schedule due to the summer heat.
Magnolia Ave, Winter Haven, FL, United States, Florida 33880HER FUTURE IS NOW GIRLS SUMMIT
The Her Future Is NOW Girls Summit is a one-day empowerment event for girls that focuses on helping participants dream boldly, build confidence, and set clear goals for the future. It includes an interactive “Passport to Purpose” experience centered on self-discovery, leadership development, faith, and personal growth. Parents or legal guardians must attend for participants under 18. Doors open at 9:30 AM.
Simpson Park Community Center2nd Annual Cajun Creole Festival @ Lakeland Square Mall 🦞🎺
The 2nd Annual Cajun Creole Festival brings bold Louisiana flavors, lively music, and a fun, family-friendly atmosphere to the community. Enjoy authentic Cajun and Creole cuisine, shop local vendors and makers, and take in live entertainment throughout the day. Admission and parking are free.
H&MLine Dancing
Get ready for a fun night of line dancing at Camp Margaritaville Auburndale. The evening kicks off with DJ Gonzo spinning crowd favorites to get everyone moving. Later, a local line dance instructor (Felicia Jones) will guide dancers through easy-to-follow routines for all skill levels, then DJ Gonzo wraps up the night with more time for dancing. There will also be an option to request songs in advance, and boots and hats are encouraged. The outside bar opens at 6:00 PM, doors open at 6:30 PM, and food and drinks will be available for purchase. Age requirement is 10 years and older, and this is a card-only facility.
Camp Margaritaville RV Resort & Cabana CabinsA Tribute to Pearl Jam (performed by Given To Fly)
Head to Union Hall for A Tribute to Pearl Jam, performed live by the tribute band Given To Fly. Expect a high-energy night featuring classic Pearl Jam favorites, with doors opening at 7 PM and music running from 8 PM to 11 PM. This is an in-person event for ages 18+ with free parking available.
Union HallTwisted Prop It's Time To Rock!
This lively rock and roll event at Twisted Prop features high-energy music and is open to all ages.
The Twisted Prop Bar & GrilleGrove Roots Brewing
This event highlights tavern-style pizza prepared in small batches.
Grove Roots Brewing Co.Shotgun League
Join Shotgun League at the Lakeland Rifle & Pistol Club. Gate opens at 2:30 PM, with the event running from 2:30 PM to 5:00 PM.
Lakeland Rifle & Pistol Club IncAKA Pro-Am Freestyle Kneeboard Competition
Competitive kneeboarding returns with a first-of-its-kind gathering at Champions Lake in Auburndale, Florida. The program features a Pro Kneeboard Freestyle competition along with a special Pro-Am opportunity that pairs amateur riders with a kneeboard pro for a shot at the title. Registration is open. Camp Margaritaville in Auburndale serves as the host hotel. Additional details will be shared as they become available.
Camp Margaritaville RV Resort & Cabana CabinsThe Cocktail Classic
Main Street Winter Haven is hosting The Cocktail Classic, a week-long tasting experience spotlighting Downtown Winter Haven’s cocktail and dining scene. Participating venues will serve specialty cocktails and mocktails, offer a creative appetizer menu, and include educational mixology experiences. Guests can sample what’s on offer and vote for “Best Cocktail Bar” and “Best Cocktail.”
Downtown Winter HavenRidge Country at Port 27
Ridge Country returns to the stage by the lake at Port 27 with a bold, boot stomping outlaw sound. Look forward to an upbeat set filled with high energy country tunes, a feel good atmosphere, and plenty of two stepping. Arrive early to grab a bite, then settle in for a lively night of music.
Port 27Back to Old School Stepping Party
An old-school stepping party brings classic tracks and lighthearted activities to Lake Eva Event Center. Dress to impress, because standout outfits will be recognized whether you attend solo, as a pair, or with a crew. Food will be served to guests who purchase tickets in advance, and the focus is on Chicago-style stepping.
Lake Eva Event CenterPromise in Paradise - Wedding Expo
Find wedding planning inspiration at Camp Margaritaville Auburndale’s wedding expo. Meet more than 20 wedding professionals, including photographers, DJs, florists, planners, and beauty specialists, all in one place. Tour the property with guided visits to ceremony sites, reception spaces, and on-site accommodations. Sample catering from the in-house culinary team and learn about bar services and wedding package options. Take part in raffles and giveaways for a chance at prizes. Whether you imagine a lakeside ceremony or a lively reception, gather ideas and expert guidance to shape your day. Admission is free.
Camp Margaritaville RV Resort & Cabana Cabins22nd Annual Rotary Bowl
The Rotary Club of Winter Haven presents the 22nd Annual Rotary Bowl at Incredibowl Entertainment Winter Haven, a community gathering that blends bowling, food, and fellowship in support of local causes. Attendees can compete on the lanes and enjoy raffles with prizes, a silent auction, heavy hors d’oeuvres, and complimentary soft drinks, with a cash bar available. Event proceeds benefit local scholarships, Rotary Reads, youth leadership programs, community service projects, Interact Clubs, Relay for Life, and other initiatives that serve the Winter Haven area. Businesses interested in visibility and impact can explore sponsorships, including Lane, Team, and Food options. Now in its twenty-second year, this tradition pairs friendly competition with meaningful community support.
Incredibowl EntertainmentEast Polk County Market Movers
A monthly in-person meetup brings together investors, realtors, lenders, entrepreneurs, and deal-makers from Winter Haven and East Polk County for real estate pitching and networking. Hosted at Union Taproom & Pizza Kitchen, the program features live presentations of active deals and projects, direct conversations that focus on real opportunities, and meaningful connections in a laid-back setting. Guest speaker Kim Ice-Couch, a licensed insurance agent with Florida Platinum Insurance Group, will share insights on hurricane preparedness as well as roof and inspection requirements. The atmosphere encourages participants to bring opportunities, discover deals, and build partnerships within the local market.
Union Taproom & Pizza KitchenClinical Hiring Event
Candidates can connect with hiring leaders from AdventHealth Heart of Florida, AdventHealth Lake Wales, AdventHealth Sebring, and additional sites to explore clinical career opportunities that support compassionate, faith-based care. The event takes place at two locations at the same time, with attendees selecting their preferred site during registration. At AdventHealth Sebring, hiring focuses on AdventHealth Sebring. At the AdventHealth Fieldhouse meeting rooms, hiring spans AdventHealth Centra Care, AdventHealth Heart of Florida, AdventHealth Home Health, AdventHealth Lake Wales, AdventHealth Medical Group, AdventHealth Primary Care Network, and AdventHealth Well 65+. Open roles include medical assistants across Centra Care, the Primary Care Network, the Medical Group, and Well 65+, front desk positions within the Medical Group, registered nurses for Home Health, and hospital-based positions at Heart of Florida, Lake Wales, and Sebring such as emergency medical services, patient care technicians, radiology, critical care registered nurses, and respiratory therapists.
AdventHealth FieldHouse & Conference CenterThe Highway 41
The Highway 41 Band returns to Out-n-About Bar and Music Lounge for an evening of country music performed by this Central Florida group.
Out-n-About Bar and Music LoungeDirty Licks
Dirty Licks delivers a high energy mix of rock and dance favorites at Caribbean Bay, a premier live music spot in Winter Haven. Expect familiar hits, driving rhythms, and a fun, upbeat atmosphere.
The Caribbean Bay BarFree "Dinner & Movie"
This free monthly community evening features dinner followed by a movie, creating a relaxed outing for families. Attendees are asked to call the church office at (863) 439-1268 to share how many people will be attending.
Dundee Methodist ChurchLive and Loud
Live & Loud brings Polk County a raucous underground music night built around emerging rock acts. The series takes place on the first Friday of each month, costs $5, and welcomes all ages. Attendees can expect a friendly, inclusive atmosphere and sounds that span rock’s many styles. There is no August edition while The Ritz is on summer break.
The RitzCome Together
This high-energy night in signature Twizted fashion channels the spirit of a classic 1999 party. The tiki scene stays lively well into the night.
Caribbean BayIt's Time To Rock
X it 7 takes the stage live at Out-n-About Bar and Music Lounge for a rock-focused night. The event carries a weekend party atmosphere, with live music setting the tone.
Out-n-About Bar and Music LoungeGrace Point Church
Psalm 101 and the Shirah Brothers come together for an FGMA awareness concert at Grace Point Church. The program features live music focused on bringing attention to FGMA.
Grace Pointe ChurchA Night of Magic and Sophisticated Buffoonery
Award-winning entertainer and TEDx speaker Cody Byrns presents an intimate evening of magic, juggling, clean comedy, and interactive fun that unfolds just steps from the audience. Inside Theatre Winter Haven’s Ghostlight Lounge, every moment is up close, with playful participation and surprising feats that keep the room buzzing. Expect roughly 75 minutes of laughs and astonishment suitable for ages 12 and up. Tickets range from $24 to $44, and seating in the lounge is limited. Free on-site parking is available. Cody Byrns brings a spirited blend of wonder and purpose to the stage for a lively night of sophisticated buffoonery.
Theatre Winter HavenGrove Roots Brewing in Winter Haven
This event highlights tavern style small batch pizza.
Grove Roots Brewing Co.Open Mic Night
Performers of any age can take the stage at this all-acoustic open mic in the historic Gram Parsons Derry Down. Add your name to the signup list on arrival to play up to three songs. Beginners, seasoned acts, singer-songwriters, and anyone refining their craft will find a supportive setting. Listeners are welcome to enjoy the music. Admission is free, and the event is hosted by Jay Hill.
Gram Parsons Derry DownWe're Headed to Out N About For Twizted FUN!
Out-n-About Bar and Music Lounge sets the scene for a high energy night as the stage heats up with rock and roll in a distinct Twizted style. It is a lively start to the weekend filled with powerful tunes and the company of great friends.
Out-n-About Bar and Music LoungeLittle Birdies @ Winter Haven Farmers Market (Winter Haven, FL)
At the Winter Haven Farmers Market, browse locally grown produce, fresh pasta, baked treats, juices, meats and seafood, plants, and handmade goods from local makers. Live music comes from The Little Birdies, a Central Virginia group sharing the traditional sound of Appalachian bluegrass. Families can explore the vendors, pick up something tasty from the food trucks, and enjoy a relaxed outing with good food, shopping, and music.
Project Leader Workshop
At Christ Community Church in Winter Haven, the annual Project Leader Workshop welcomes both experienced Project Leaders and those exploring how to get involved with the ministry of Operation Christmas Child. Attendees can expect fresh content and an exclusive behind the scenes look at the ministry, plus practical resources to help churches and groups pack shoeboxes. The gathering offers time for fellowship with snacks, new materials to take back to your congregation or group, and ideas to encourage deeper involvement. It is also an opportunity to connect with like-minded people in the community and learn more about the impact being made in the lives of children around the world. Preprinted decorative shoeboxes will be available for distribution, and there will be door prizes.
Christ Community Church ~ Winter Haven, FL2026 Veteran's Summer Picnic
A summer picnic for veterans at Lake Shipp Park welcomes family members and friends. Admission is $15 for ages 16 and up, $10 for ages 10 to 15, and free for children 9 and under. Money will be collected at June's Breakfast by 1st Sargent Johnson. Attendees are encouraged to spread the word to relatives and friends.
Lake Shipp ParkLake Alfred Heroes and Hot Rods
Now in its fourth year, this car show is presented in partnership with the City of Lake Alfred and welcomes enthusiasts and families alike. Last year 147 vehicles participated, setting the stage for another lively showcase. Expect a festive atmosphere with food, music, a 50/50, door prizes, trophies, and more. The event benefits Meals on Wheels Polk County and The Mission Winter Haven. Participants can pre-register by mailing in a form or register in person at Lions Park. Registration materials, a map to Lions Park, and information about the benefiting charities are available from the organizers.
Lions ParkOpen Barn Friday
Experience a behind-the-scenes visit at Hope Equine Rescue with an open barn event that highlights how rescued horses heal, grow, and prepare for new homes. Meet the horses, explore the barn, and learn how the team supports animals that have suffered mistreatment or have been left without care, guiding them back to health and toward adoption. An RSVP is requested to help ensure a calm and safe visit for both guests and the herd.
Hope Equine RescueGrand Opening Sept 26th 2026
A new entertainment venue is launching with Pavilion Poolside set to host live comedy and music across every genre. Look forward to a wide-ranging mix of performances for different tastes. Updates and announcements about upcoming shows will be shared soon.
Buzz Factor at Caribbean Bay
Enjoy a classic rock showcase featuring songs made popular by Journey, Loverboy, Van Halen and STP, plus other favorites, at Caribbean Bay Bar Inc.
Caribbean Bay Bar Inc. 1004 Lake Howard Dr.We'll Be Rockin' till the morning Light!
Start the weekend with a burst of Twizted rock and high spirits. Look forward to time on the dance floor, lots of laughs with friends, and tasty food to keep the fun rolling.
Out-n-About Bar and Music LoungeA Night of Magic and Sophisticated Buffoonery
Cody Byrns, an award-winning performer and TEDx speaker, brings a mix of clean comedy, astonishing magic, world-class juggling, and lively audience involvement to Theatre Winter Haven. After a life-changing accident, he shares humor, wonder, resilience, and authenticity onstage, creating moments that both dazzle and connect. Designed for couples, friends, and anyone seeking something refreshingly different, this intimate live show runs approximately 75 minutes and brims with laughter and surprising turns. Ages 12 and up. Seating is limited, and free on-site parking is available.
Theatre Winter HavenCommunity YARD SALE
A community yard sale at Spring Pines brings together Greenlefe, Sequoia Ridge, Spring Pines and neighboring communities for a combined sale.
Spring PinesCulpeppers Cardiac Foundation “SAVING LIVES MATTERS “
At Tanners Lakeside, Culpeppers Cardiac Foundation hosts a community fundraiser dedicated to expanding access to AEDs in local communities under its Saving Lives Matters mission. The event offers live entertainment, raffles, a live auction, a 50/50 drawing, food plates, a Chest of Cheer, a Lotto Hat, gun raffles, a Kid Zone, and more. Emcee Joey Foley guides the program with sound by Dave Arnold. The music lineup features the Jim & Judy Duo, Ryan Joyce, Blake Free, Korey Ketchum, Eric Grubb, Amanda Smith, Brandon Marshall, Spankin’ Sadie, and the Got Ur 6 Band, with a special guest performance by Tristan Tritt. Title sponsorship is provided by Winter Haven Hospital Bostic Heart Center, with media support from Daily Ridge.
For The Love Of Rock!
Caribbean Bay hosts a rock and roll experience that lifts the spirit. Fans of Twizted can look forward to a dose of what they love, all centered on a shared passion for rock.
Caribbean BayOpen Mic Night Gram Parsons Derry Down
At the historic Gram Parsons Derry Down, performers of all ages can sign up on arrival to share up to three songs. The format is entirely acoustic, creating a welcoming space for beginners, seasoned players, and singer songwriters to hone their craft. Listeners are welcome as well, admission is free, and the event is hosted by Jay Hill.
Gram Parsons Derry DownCustom Pet Bowls & Ornament
Celebrate your pet with a drop in ceramics experience at Paw Printz Inc, created in partnership with Austin Snedden Ceramics. Choose a custom wheel thrown food or water bowl crafted by Austin Snedden, a keepsake paw print ornament made on site using your pet's print, or bundle both. Pricing is $50 for a bowl, $20 for an ornament, or $50 for the pair. Every piece is glazed in the color you select and professionally fired, with finished work ready for pickup at Paw Printz in two weeks. Pre ordering is available to secure items, and spaces and clay supplies are limited, so reserving ahead is recommended. Simply choose a glaze color and the team handles the rest.
Paw Printz Inc.RocTober is here !!!
A date night vibe sets the mood as Halloween approaches. X it 7 will rock into RocTober at Out-n-About Bar and Music Lounge, setting the stage for an evening of rock and seasonal excitement.
Out-n-About Bar and Music LoungeFound Twizted at the Twisted Prop
Friends, food, and high energy rock music come together for a lively time... why not have them all at once.
The Twisted Prop Bar & GrilleClassic Rock Legacy Presents A Night Of Clapton
An evening dedicated to the music of Eric Clapton's career arrives at the Ritz Theatre Winter Haven, presented by Classic Rock Legacy. This concert celebrates his songs and the chapters of his musical journey.
ritz theatre winter havenACOTAR 6 Midnight Release Party
A midnight celebration of ACOTAR 6 brings the world of A Court of Thorns and Roses to life with books, themed treats, and fun activities. Attendees are encouraged to wear court colors or come as a favorite character, and to bring fellow readers for a night many have been waiting for. Pre-ordering ensures a copy will be available at midnight.