events & deals you can't miss

• Oct 30 @ 3:00 PM - 8:00 PM EDT | 16221 Meadow Plover Rd, Brooksville, FL 34614, USA

  Spooktacularly Sweet Stroll

  🎃 𝐽𝑜𝑖𝑛 𝑈𝑠 𝑓𝑜𝑟 𝑡ℎ𝑒 2𝑛𝑑 𝐴𝑛𝑛𝑢𝑎𝑙 𝑆𝑝𝑜𝑜𝑘𝑡𝑎𝑐𝑢𝑙𝑎𝑟𝑙𝑦 𝑆𝑤𝑒𝑒𝑡 𝑆𝑡𝑟𝑜𝑙𝑙! 👻 𝐺𝑒𝑡 𝑟𝑒𝑎𝑑𝑦 𝑓𝑜𝑟 𝑎 𝑓𝑢𝑛, 𝑓𝑎𝑚𝑖𝑙𝑦-𝑓𝑟𝑖𝑒𝑛𝑑𝑙𝑦 𝐻𝑎𝑙𝑙𝑜𝑤𝑒𝑒𝑛 𝑎𝑑𝑣𝑒𝑛𝑡𝑢𝑟𝑒 𝑜𝑛 𝐹𝑟𝑖𝑑𝑎𝑦, 𝑂𝑐𝑡𝑜𝑏𝑒𝑟 30𝑡ℎ, 2026, 𝑓𝑟𝑜𝑚 3 𝑃𝑀 – 8 𝑃𝑀 𝑖𝑛 𝑜𝑢𝑟 𝑡𝑟𝑖-𝑐...

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• Oct 30 @ 4:00 PM - 9:00 PM EDT | 4340 Calienta St, Hernando Beach, FL 34607, USA

  Hernando Beach Haunted House - DATE CHANGED TO OCT. 30

  🎃 Annual Hernando Beach Haunted House 👻 Saturday, October 17 | 4:00 PM – 9:00 PM 🏴‍☠️ Set Sail Into a Night of Spooky Fun! 🌙 This year, the Annual Hernando Beach Haunted House t...

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• Oct 30 @ 6:00 PM - 10:00 PM EDT | 21509 Snow Hill Road, Brooksville, FL 34601

  Human Clay & Collective Shine @ Sparacia Witherell Winery

  CREED FANS UNITE! We’re Rockin’ Friday, October 30th with Creed & Collective Soul Ultimate Tribute Bands.

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• Oct 30 @ 6:30 PM EDT | Marker 48 Brewing

  Moonshine Abby @ Marker 48 Brewing

  MoonShine Abby makes its debut at Marker 48 Brewing on Friday, October 30th! Join us starting at 6:30 PM for an evening of live rock 'n' roll featuring classic rock favorites, m...

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• Oct 30 @ 6:30 PM EDT | Tom Varn Park, 301 Darby Ln, # 397, Brooksville, FL, United States

  Movie Night: Ghostbusters

  Who ya gonna call? Your friends and family! Kick off Halloween weekend with a spooky-good evening at Movies in the Parks on Friday, October 30! Join us in the pumpkin patch for...

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• Oct 31 @ 7:00 AM - 10:00 AM EDT | 6131 Commercial Way, Spring Hill, FL 34606, USA

  Witches Paddle at Weeki Wachee Springs

  Join us for the first annual Witches Paddle! Wear your best witch or wizard outfit and paddle down the beautiful Weeki Wachee River to kick off Halloween the right way. Breakfas...

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• Nov 6 @ 10:00 AM EST | Countryman Family One-Room Schoolhouse Museum, 66 Russell St, Brooksville, FL, United States

  Dedication of the Countryman Schoolhouse Cupola

  Join us in celebrating the final phase of the construction of the Countryman Family One-Room Schoolhouse Cupola! After the dedication, explore the Schoolhouse and partake in lig...

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• Nov 6 @ 12:00 PM - Nov 8 @ 11:45 PM EST | 85 Myers Rd, Brooksville, FL 34602, USA

  Fox Fam Jam Presents: Phantasmagoria

  FOX FAM JAM Presents:  🎃🦊PHANTASMAGORIA 🦊🎃  Victorian spooky themed Everything!!  This one is going to be fancy!! 🦊🦊Fancy Fall Fox Ball!! 🦊🦊  We are so excit...

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• Nov 6 @ 6:30 PM EST | Marker 48 Brewing

  BORDERLINE @ Marker 48

  BORDERLINE @ Marker 48

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• Nov 7 @ 2:00 PM - 8:00 PM EST | 14311 Spring Hill Dr, Spring Hill, FL 34609, USA

  Art & Ales: Round 2

  Join us for an immersive live art event, Art & Ales! Watch talented artists go head-to-head in a 6-hour live painting challenge, each creating a unique work of art inspired by a...

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• Nov 7 @ 2:00 PM - 10:00 PM EST | 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604, 17109 Old Ayers Rd, Brooksville, FL 34604-6808, United States

  Tokyo Takeover of Lead Foot City - Anime Auto Con, Asian Drift Fest (Nov 7, 2026)

  Tokyo Takeover of "Send it Saturday" Drift Fest at Lead Foot City. This is a special themed event together with the Anime Auto Con. EXPERIENCE the Thrills of.. - Drifting, watch...

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• Nov 7 @ 7:00 PM - 8:30 PM EST | 4242 Lake in the Woods Drive, Spring Hill, FL, United States, Florida 34607, 4242 Lake in the Woods Dr, Spring Hill, FL 34607-2501, United States

  Two Cicks and a Horse Tail: Comedy Special

  Two Chicks and a Horse Tail Get ready for a night of big laughs, bold personalities, and just the right amount of trouble at Two Chicks and a Horse Tail! Featuring three hilario...

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• Nov 11 @ 6:00 PM - Nov 15 @ 10:00 PM EST | 85 Myers Rd, Brooksville, FL 34602, USA

  Florida Winter Music Festival

  www.foggylongbritches.com

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• Nov 13 @ 6:30 PM - 9:30 PM EST | 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601, 205 E Fort Dade Ave, Brooksville, FL 34601-2613, United States

  Friday Night Live- November 2026

  THE FINAL FRIDAY NIGHT LIVE OF THE YEAR IS HERE! Brooksville, are you ready to give 2026 the epic musical send-off it deserves? Pack up the family, grab your friends, and join u...

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• Nov 13 @ 7:00 PM - 10:00 PM EST | 21509 Snow Hill Road, Brooksville, FL 34601

  WRP Presents The Michael Allman Band

  Get ready to rock with WRP and The Michael Allman Band live in concert—pure blues and soul vibes!

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• Nov 14 @ 7:00 PM - 8:30 PM EST | 8390 Forest Oaks Boulevard, Spring Hill, FL 34606

  SPRING HILL COMEDY NIGHT: From Discovery Channel - Carmen Ciricillo - 11/14

  Laffs2Go Presents: Carmen Ciricillo from Discovery Channel, Drybar Comedy & SiriusXM LIVE in Spring Hill on Saturday, November14th 2026!

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• Nov 20 @ 9:00 AM - Nov 22 @ 11:00 PM EST | 85 Myers Rd, Brooksville, FL 34602, USA

  Cornucopia Music Fest 2026

  🌾 CORNUCOPIA MUSIC FEST 2026 🌾 Nov 20-22, 2026 | Florida Sand Music Ranch 386.385.3500 EvansMediaSource.com When everything starts sounding the same... it’s time for Cornucopia.

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• Nov 20 @ 12:00 PM - Dec 6 @ 12:00 PM EST | Stage West Playhouse

  The Game’s Afoot

  Stage West Playhouse presents: The Game’s Afoot\nNovember 20-22, 27-29 & December 5 & 6, 2026\nSherlock Holmes meets Noel Coward in this clever, fast-paced whodunit. When a holi...

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• Nov 20 @ 6:00 PM EST | HH3X+P2, 301 Darby Ln, Brooksville, FL 34601, USA

  Movie Night: G.O.A.T.

  Get ready to shoot, score, and soar at our November Movies in the Parks event! Join us on Friday, November 20 for a slam-dunk evening featuring the animated film G.O.A.T. Before...

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• Nov 21 @ 8:00 AM EST | 15 S Broad St, Brooksville, FL 34601, USA

  2026 Tunnel to Towers Brooksville 5K Run & Walk

  Join us for the 4th Annual Tunnel to Towers Brooksville 5K Run & Walk on Saturday, November 21st, 2026, at Brooksville Commons as we come together to Run. Walk. Honor. this incr...

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• Multiple Dates | Field of Dreams Car Show

  Annual Field of Dreams Car Show 2026

  Annual Field of Dreams Car Show 2026 Field of Dreams Car Show Saturday & Sunday, November 21st & 22nd, 2026 All proceeds to benefit Shriners Hospitals for Children Spectator ent...

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• Nov 21 @ 10:00 AM - 2:00 PM EST | 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States, 110 S Brooksville Ave, Brooksville, FL 34601-3309, United States

  Downtown Street Market- November 2026

  CALLING ALL BESTIES: IT'S FRIENDSGIVING DOWNTOWN! As the season of gratitude approaches, it’s time to step back in time and celebrate friendship, nostalgia, and classic small-to...

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• Nov 21 @ 6:00 PM - 10:00 PM EST | Timber Pines Performing Arts Center

  Chas Collins

  Find tickets for Chas Collins at Timber Pines Performing Arts Center in Spring Hill on 11/21/2026 at 6:00 PM

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• Nov 21 @ 6:00 PM - 10:00 PM EST | 21509 Snow Hill Road, Brooksville, FL 34601

  Beer For My Horses - Toby Keith Tribute @ Sparacia Witherell Family Winery

  We’re Going Country. We’ve Got The Red Solo Cups & We’re Gonna Be Filling Them Up. Saturday, November 21st! Check-In Starts @ 6pm.

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• Nov 23 @ 1:00 PM - 4:00 PM EST | The City of Praise

  The City of Praise 4th Annual Community Thanksgiving Dinner

  Join us for our 4th Annual Community Thanksgiving Dinner. Come and gather, give thanks, and Fellowship together! Everyone is Invited!

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• Multiple Dates | 85 Myers Rd, Brooksville, FL 34602, USA

  Thanksgiving Bluegrass Festival 2026

  Bring a lawn chair for Seating in the concert areas. We will have a Thanksgiving Pot Luck dinner on Thursday afternoon for all campers in the park. Turkey will be provided. Brin...

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• Nov 28 @ 10:00 AM - 2:00 PM EST | Historic Downtown Brooksville, Florida, 122 S Main St, Brooksville, FL 34601-3335, United States

  Small Business Saturday

  Small Business Saturday: Shop the Heart of Brooksville! Saturday, November 28th 10:00 AM – 2:00 PM Downtown Brooksville (South Brooksville Ave & Liberty Street) This holiday...

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• Nov 28 @ 6:00 PM - 9:45 PM EST | 21509 Snow Hill Road, Brooksville, FL 34601

  The Pure Zeppelin Experience @ Sparacia Witherell Family Winery

  Get Ready To Rock Brooksville! 2nd Annual Thanksgiving Weekend w/ The Pure Zeppelin Experience. Ultimate Tribute To: LED ZEPPELIN!

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• Dec 4 @ 6:00 PM - 10:00 PM EST | 21509 Snow Hill Road, Brooksville, FL 34601

  The Sting Police @ Sparacia Witherell Family Winery (The Police Tribute)

  GET READY TO ROCK BROOKSVILLE! Sting & The Police Tribute Show makes its way to Sparacia Witherell Winery. Friday, Dec. 4th. - Check-In @ 6.

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• Dec 5 @ 2:00 PM - 4:00 PM EST | Spring Hill United Church of Christ

  Holiday Concert Series - Saturday

  Holiday Concerts - Save the date. Saturday 10/10/26 Spring Hill United Church of Christ and Sunday 10/11/26 Nativity Lutheran Church.

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• Dec 5 @ 3:00 PM - 9:00 PM EST | 20 N Main St, Brooksville, FL 34601-2800, United States, 20 N Main St, Brooksville, FL 34601-2800, United States

  Christmas on Main

  SAVE THE DATE: THE MAGIC RETURNS TO MAIN STREET! Mark your calendars! The most enchanting night of the year is officially on the horizon. Brooksville Main Street, alongside our...

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• Dec 6 @ 10:00 AM - 2:00 PM EST | 4242 Lake in the Woods Drive, Spring Hill, FL, United States, Florida 34607, 4242 Lake in the Woods Dr, Spring Hill, FL 34607-2501, United States

  Om Grown Market: Your Local Farmer’s Market! 🌿

  Om Grown Market: Your Local Farmer’s Market! Hosted by: Wellcome OM & Om Grown Community Garden Dates: Sunday, December 6th (Outdoor)Time: 10:00 AM – 2:00 PM Location: Wellc...

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• Dec 6 @ 2:00 PM - 4:00 PM EST | Nativity Lutheran Church of Weeki Wachee

  Holiday Concert Series - Sunday

  Holiday Concerts - Save the date. Saturday 10/10/26 Spring Hill United Church of Christ and Sunday 10/11/26 Nativity Lutheran Church.

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• Dec 11 @ 6:00 PM - 9:00 PM EST | 601 Museum Ct, Brooksville, FL 34601-2631, United States, 601 Museum Ct, Brooksville, FL 34601-2631, United States

  Night of Lights: Victorian Christmas Party

  Step right up for an evening of Victorian Christmas magic at the historic May-Stringer House! Marvel at twinkling holiday décor, wander through a beautifully decorated Victorian...

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• Dec 11 @ 6:00 PM - 9:45 PM EST | 21509 Snow Hill Road, Brooksville, FL 34601

  Sounds Of Simon & Garfunkel @ Sparacia Witherell Family Winery

  National Touring Act: Sounds Of Simon & Garfunkel RETURN to Sparacia Witherell Winery. Friday, December 11th.

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• Dec 13 @ 12:00 PM - 5:00 PM EST | 14311 Spring Hill Dr, Spring Hill, FL 34609, USA

  Christkindlmarket Grove Market at Tidal Brewing

  We look forward to celebrating the holidays with our Grove Market family for our 9th annual Christkindlmarket event! See you all soon, friends 🤍💙🩵 Since 2018, we have teamed up...

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• Dec 17 @ 12:00 PM - Dec 20 @ 12:00 PM EST | Stage West Playhouse

  Candy Cane Chaos #2

  Stage West Playhouse presents: Candy Cane Chaos #2\nDecember 17-20, 2026\nBack by popular demand! A high-spirited youth holiday show full of festive fun, laughter, and seasonal...

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• Dec 18 @ 5:00 PM - 9:00 PM EST | 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601, 205 E Fort Dade Ave, Brooksville, FL 34601-2613, United States

  Family Sensory Christmas Celebration

  A GENTLE GLOW & CANDY-COATED MAGIC: THE 4th ANNUAL FAMILY SENSORY CHRISTMAS CELEBRATION Brooksville, imagine a holiday celebration where the lights are soft, the music is a...

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• Dec 19 @ 10:00 AM - 3:00 PM EST | 4242 Lake in the Woods Drive, Spring Hill, FL, United States, Florida 34607, 4242 Lake in the Woods Dr, Spring Hill, FL 34607-2501, United States

  The Once Upon an OM Winter Faire

  Hear ye, hear ye! The story begins with you... Step into a world of wonder at Once Upon an OM Winter Faire! Join us for a magical celebration where fairytales, fantasy, and Rena...

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• Dec 19 @ 2:00 PM - 9:00 PM EST | 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604, 17109 Old Ayers Rd, Brooksville, FL 34604-6808, United States

  Merry Driftmas Holiday Drift Festival at Lead Foot City (Dec 19, 2026)

  CALL 844-532-3366 FOR ANY QUESTIONSMerry Driftmas Holiday Drift Fest at Lead Foot City. This is an open drift event that will have different themes and layouts throughout the ye...

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• Dec 19 @ 4:00 PM EST | Tom Varn Park, 301 Darby Ln, Brooksville, FL 34601-3178, United States

  Movie Night- Polar Express

  All Aboard the Polar Express Movie Night! All aboard! The conductor is calling, and the train is preparing to depart from Tom Varn Park for a magical evening filled with Christm...

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• Dec 31 @ 7:00 PM - 1:00 AM EST | 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States, 110 S Brooksville Ave, Brooksville, FL 34601-3309, United States

  NYE Tangerine Ball Drop 2026

  MAIN STREET IS GLOWING: THE TANGERINE BALL DROP 2027! Brooksville, are you ready to squeeze every last drop of fun out of 2026? We’re throwing the ultimate New Year’s Eve street...

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• Jan 9 @ 12:00 PM - 5:00 PM EST | 1300 Mariner Boulevard, Spring Hill, FL 34609

  3 KINGS DAY FESTIVAL / Festival de los 3 Reyes (5th Annual)

  ​3 KINGS DAY FESTIVAL IN SPRING HILL (5th Annual) Festival de los 3 Reyes en Spring Hill Saturday, Jan 9th, 2027 @ Hernando County YMCA.

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• Multiple Dates | 5360 Lockhart Rd, Brooksville, FL 34602, USA

  Florida Gulf Coast Clusters Dog Show

  FOR INFORMATION CALL 813-928-2022 Over 250 breeds to be seen Many days for Obedience & Rally (check schedule) Numerous Specialty shows throughout the week Vendor Chair: Judy Sel...

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• Jan 14 @ 10:00 AM - Jan 17 @ 11:00 AM EST | 85 Myers Rd, Brooksville, FL 34602, USA

  HangCon 2027

  HangCon.com The largest hammock hang in the region.

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• Jan 15 @ 12:00 PM - Jan 24 @ 12:00 PM EST | Stage West Playhouse

  She Loves Me

  Stage West Playhouse presents: She Loves Me\nJanuary 15-17 & January 22-24, 2027\nA tender, romantic musical with lush melodies and timeless charm. Two shop clerks can’t stand e...

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• Jan 16 @ 10:00 AM EST | Masaryk Winery, 19121 Phillips Rd, Masaryktown, FL, United States

  Masaryk Wine Run 5k

  Like Running or Walking? Love Wine? This race is for you! Join us on Saturday, January 16, 2027 at 10:00am for an exciting event that features the scenic views of Masaryk Winery...

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• Jan 16 @ 12:00 PM EST | Florida Classic Park

  Pasco Florida Kennel Club

  AKC dog show: Pasco Florida Kennel Club in Brooksville, FL, January 16, 2027. Hosted by Pasco Florida Kennel Club. View judges, location, and entry info.

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• Feb 4 @ 10:00 AM - Feb 6 @ 11:45 PM EST | 85 Myers Rd, Brooksville, FL 34602, USA

  Antemesaris 36 - The Peoples Party

  https://www.facebook.com/groups/587248248030147/media

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• Feb 6 @ 11:00 AM - 6:00 PM EST | 20 N Main St, Brooksville, FL 34601-2800, United States, 20 N Main St, Brooksville, FL 34601-2800, United States

  Tangerine Festival

  SQUEEZE THE DAY AND SAVE THE DATE FOR THE 3rd ANNUAL BROOKSVILLE TANGERINE FESTIVAL! Brooksville Main Street is beyond thrilled to announce the most vibrant, zestiest, and most...

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• Feb 17 @ 10:00 AM - Feb 20 @ 11:45 PM EST | 85 Myers Rd, Brooksville, FL 34602, USA

  Whippersnap Music And Arts Festival 2027

  Whippersnapfest.com

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• Feb 19 @ 12:00 PM - Mar 7 @ 12:00 PM EST | Stage West Playhouse

  Social Security

  Stage West Playhouse presents: Social Security\nFebruary 19-21, 26-28 & March 6 & 7, 2027\nA smart, laugh-out-loud comedy about family, aging parents, and the well-meaning chaos...

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• Multiple Dates | Linda Pedersen Park

  Weeki Wachee Swampfest

  Celebrate authentic Florida fun at the Weeki Wachee Swamp Fest! This family-friendly festival features live entertainment, arts and crafts vendors, delicious food and plenty of...

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• Mar 8 @ 5:30 PM - 9:30 PM EST | Bayport Inn

  Nature Coast Parrot Head Club Phlocking

  From the Midwest to the South and performing on cruise lines to the Caribbean, Bahamas, Mexico and the Panama Canal, singer and musician Mike Archer (who prefers to just be call...

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• Mar 12 @ 9:00 AM - Mar 14 @ 11:00 AM EDT | 85 Myers Rd, Brooksville, FL 34602, USA

  Will McLean Music Festival 2027

  🎶🌴 Join Us for the Will McLean Music Festival! 🌴🎶 March 12-14, 2027 📍 Florida Sand Music Ranch • Brooksville, Florida Come celebrate Florida’s rich musical heritage at the belov...

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• Multiple Dates | Tom Varn Park

  Art in the Park

  Join the Arts Council & Pinot's Palette in Tom Varn Park for Hernando County's largest Art Show! Art in the Park is an annual event dedicated to fine art, craftsmanship, and com...

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• Mar 18 @ 9:00 AM - Mar 21 @ 6:00 PM EDT | 2248 Culbreath Rd, Brooksville, FL 34602, USA

  Deafstock Art & Music Festival

  🎉 Deafstock Music & Art Festival 2027 🎶 March 18–21, 2027 • Farm of Dreams Resort • Brooksville, FL Get ready for four unforgettable days at the beautiful Farm of Dreams Resort!...

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• Apr 17 @ 10:00 AM - 3:00 PM EDT | 4242 Lake in the Woods Drive, Spring Hill, FL, United States, Florida 34607, 4242 Lake in the Woods Dr, Spring Hill, FL 34607-2501, United States

  WellCome OM's 8th Annual Earth Day Celebration

  SAVE THE DATE: Earth Day 2027! Mark your calendars! The WellCome OM Center is thrilled to announce our 8th Annual Earth Day Celebration is happening on Saturday, April 17th, 202...

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• Apr 22 @ 12:00 PM - May 9 @ 12:00 PM EDT | Stage West Playhouse

  Rumors

  Stage West Playhouse presents: Rumors by Niel Simon\nApril 22-25, 30 & May 1-2 & 8-9, 2027\nNeil Simon at his absolute funniest. A dinner party goes hilariously off the rails as...

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