Upcoming Brooksville Events

Check out what's happening all around Brooksville, FL

Hernando County Blueberry Festival

 Fri, 08 May at 06:00 pm Florida Classic Park

Brooksville Tangerine Festival

 Sat, 07 Feb at 11:00 am 20 N Main St, Brooksville, FL 34601-2800, United States

🎅 Ugly Christmas Sweater BINGO

 Fri, 19 Dec at 06:00 pm 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601

Family Sensory Christmas Celebration

 Fri, 19 Dec at 05:00 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

Jingle Jog

 Wed, 17 Dec at 06:00 pm Tom Varn Park

TRIBUTE TO DOKKEN - INTO THE FIRE

 Sat, 20 Dec at 07:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Winter Tea: A Christmas Carol

Sun, 14 Dec at 04:30 pm Citrus & Sage Bookshop

Sparacia Winery- The Doors Experience

Sat, 24 Jan at 07:00 pm Sparacia Witherell Family Winery & Vineyard

NYE Tangerine Ball Drop

 Wed, 31 Dec at 07:00 pm 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Stone Tampa Pilots & Trust & Love - Pearl Jam Tribute @ Sparacia Witherell

 Fri, 30 Jan at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Matchbox Thomas - Matchbox20 & Rob Thomas Tribute

 Sat, 10 Jan at 04:00 pm Sparacia Witherell Family Winery & Vineyards USD 29 to 45

UltimateFloyd - Pink Floyd Tribute @ Sparacia Witherell Family Winery

 Sat, 25 Apr at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 29 to 45

Twisted Oddities at Artisan Haven

 Tue, 16 Dec at 06:00 pm Artisan Haven BVL

The Doors Tribute at Brooksville Sparacia

 Sat, 24 Jan at 07:00 pm Sparacia Witherell Family Winery & Vineyard

Karaoke Night at the Post

 Fri, 19 Dec at 06:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

Christmas Market at Masaryk Winery

Sat, 13 Dec at 10:00 am 19121 Phillips Rd, Masaryktown, FL

Made of Steel Show 2026 - Presented by Down4Sound

 Fri, 15 May at 05:00 pm 6436 Broad St Brooksville, FL, 34601

SANTA in the Field

Sat, 13 Dec at 10:00 am Beasley Farms

Preloved Reloved Market

 Sat, 03 Jan at 10:00 am 291 East Jefferson street, Brooksville, FL

First Annual Winter Recital!

 Sat, 17 Jan at 05:00 pm 13422 Chambord St, Brooksville, FL

Author Signing with V.D. Salem

 Sat, 27 Dec at 10:00 am 309 S Main St, Brooksville, FL, United States, Florida 34601

✍️Creative Writing + Coffee for Adults ☕️

 Sat, 10 Jan at 06:00 pm 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601

Friday Fish Fry

 Fri, 19 Dec at 04:00 pm 12091 Cortez Blvd, Brooksville, FL

Book Folding Class

 Fri, 23 Jan at 06:30 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Brooksville Family Sensory Christmas Celebration

Fri, 19 Dec at 04:00 pm Brooksville Flordia

Murder She Wrote: a thriller bookclub

 Wed, 17 Dec at 07:00 pm 309 S Main St, Brooksville, FL

Brooksville Family Sensory Christmas Celebration

 Fri, 19 Dec at 05:00 pm Brooksville Fla

A Night in Prythian: Winter Solstice ENCORE Paint Event!

 Fri, 19 Dec at 07:00 pm Citrus & Sage Bookshop

karaoke on the Porch with SHE-Nanigans

Thu, 18 Dec at 06:00 pm El Sol De Mexico Bar & Grill

December Market at Marker 48 (Live Painting by Ever After Gallery)

 Sun, 14 Dec at 01:00 pm 12147 Cortez Blvd, Brooksville, FL 34613-5551, United States

DNO by TGTBA - December 2025 - North

 Sat, 20 Dec at 08:00 pm The Office at The Crossroads

Hobbit Door Wreath Workshop - Celebrating 25 years of LOTR Movies at Citrus & Sage Bookshop

 Sat, 10 Jan at 07:00 pm Citrus & Sage Bookshop

Bracket Drag Racer Open House for 2026 Bracket Racing Program (Sun, Dec 14th)

 Sun, 14 Dec at 01:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Croom 50m/50k/16m Fools Run

 Sat, 04 Apr at 06:00 am Tucker Hill

Battle In The Jungle 2025

 Sat, 20 Dec at 09:00 am 111 Ernie Chatman Rn., Brooksville, FL

Author Event: Heather Garvin

 Sun, 14 Dec at 11:00 am 309 S Main St, Brooksville, FL, United States, Florida 34601

Sunday FUN Day!

 Sun, 14 Dec at 11:00 am 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

The Christmas Market at Hinkley's Farm

 Sat, 20 Dec at 10:00 am Hinkley's Farm Stand

Stone Book Paint Night at Citrus & Sage!

 Fri, 09 Jan at 06:00 pm Citrus & Sage Bookshop

Masaryk Wine Run 5k

 Sun, 25 Jan at 10:00 am Masaryk Winery

Show Me the Money!

 Wed, 17 Dec at 05:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

Celebrate NYE w/ WOR @ Tangerine Ball Drop

 Wed, 31 Dec at 09:30 pm 13 S Brooksville Ave, Brooksville, FL 34601

🚗✨ NEW Holiday Tradition Alert! ✨🚗 Drive-Thru Nativity at Hernando Christian Academy 🎄

Fri, 19 Dec at 06:00 pm 7200 Emerson Rd, Brooksville, FL, United States, Florida 34601

Station 10 Grand Opening with Santa

Sat, 20 Dec at 10:00 am 85 Veterans Ave

Cozy Shopping Party

Sat, 20 Dec at 08:00 am Citrus & Sage Bookshop

Live at Broad Street Brewing Co. Brooksville

 Fri, 16 Jan at 06:00 pm Broad Street Brewing Co.

Queen of Hearts

 Mon, 15 Dec at 05:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

"BOOKED" For The Holidays at Masaryk Winery

 Sun, 14 Dec at 12:30 pm Masaryk Winery

Lattes & Littles On The Farm

 Fri, 19 Dec at 09:00 am Four Gems Farm Free

🎯 Tuesday Night Darts at Post 186

 Tue, 16 Dec at 05:30 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

SAC/Cambridge AICE meeting

 Tue, 16 Dec at 06:00 pm 14075 Ken Austin Pkwy, Brooksville, FL

All Star Monster Truck Tour

 Fri, 23 Jan at 07:00 pm Hernando County Fairgrounds

BINGO at the POST!

 Tue, 16 Dec at 05:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

December Saturday Morning Market @ BSBC

 Sat, 20 Dec at 10:00 am 291 East Jefferson street, Brooksville, FL

Paint Night at Citrus & Sage Bookshop!

 Fri, 13 Mar at 06:00 pm Citrus & Sage Bookshop

Horse Show Fun Day

 Sat, 24 Jan at 10:00 am 8132 Croom Rital Rd, Brooksville, FL

Santa Sunday!

 Sun, 14 Dec at 12:00 pm 19410 Cortez Blvd, Brooksville, FL 34601

Beginner Archery

 Sat, 20 Dec at 11:30 am Chinsegut Conservation Center

Yuletide Celebration 2025! (Winter Solstice)

 Sat, 20 Dec at 05:30 pm 9 N Georgia Ave, Brooksville, FL, United States, Florida 34601

Ed Hildreth Live at Florida Cracker Cook Shack

 Fri, 19 Dec at 05:30 pm Florida Cracker Cook Shack & Mercantile

Twisted Oddities & Traveling Art Parties Mandalas & Moths!

 Sat, 03 Jan at 06:00 pm Artisan Haven BVL

Live music with Justin Phillips

 Sat, 20 Dec at 07:00 pm Florida Cracker Tap Room & Bourbon Bar

MERRY “CAR”ISTMAS

Sat, 20 Dec at 05:00 pm 291 East Jefferson street, Brooksville, FL

"I AM" Visionboards for 2026

 Sat, 03 Jan at 05:30 pm 9 N Georgia Ave, Brooksville, FL, United States, Florida 34601

Year End Holiday Drag Racing, Burnouts, Showcase Festival at Lead Foot City

Sat, 20 Dec at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Christmas Fest at the Farm

 Sat, 20 Dec at 01:00 pm 17125 Citrus Way, Brooksville, FL

The Inconceivables Rock The Wheel In!

 Sat, 20 Dec at 04:00 pm The wheel in

Sumter Swap Meets 33rd Annual WINTER EXTRAVAGANZA

 Fri, 30 Jan at 07:30 am 5360 Lockhart Rd, Brooksville, FL, United States, Florida 34602

Saturday Afternoon Delight at The Wheel In!!!

 Sat, 20 Dec at 04:00 pm The wheel in

$1 Wing Wednesdays at Bob's 🍗

 Wed, 17 Dec at 11:00 am 14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601

Croom Zoom 50K, 20M, & 10M

 Sat, 03 Jan at 07:00 am Tucker Hill

Fairies Are Evil

 Sat, 17 Jan at 06:00 pm Artisan Haven BVL

✨📚 Event: Bedazzled Books & Brews

 Sat, 20 Dec at 02:00 pm 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601

Music Night at Stable Faith Cowboy Church

 Fri, 30 Jan at 07:00 pm 12077 Broad Street , Brooksville, FL, United States, Florida 34601

Prime Rib Thursdays 🥩 at Brooksville Oyster Bar (Bob's)

 Thu, 18 Dec at 04:00 pm 14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601

LOVESONG - Tribute To: The Cure w/ Special Guest: First Wave

 Fri, 16 Jan at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Hernando County Flea Fest

 Sat, 21 Mar at 10:00 am 5360 Lockhart Rd, Brooksville, FL 34602-7411, United States

Build A Basket

 Sat, 20 Dec at 10:00 am Hinkley's Farm Stand

SOLD OUT Bedazzle Your Book Night

 Fri, 16 Jan at 06:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

41st Annual Art In The Park

 Sat, 14 Mar at 10:00 am Tom Varn Park

Velvet Vixens After Dark- Galentines Goes Nocturnal

 Sat, 07 Feb at 06:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Polar Party!

Wed, 17 Dec at 07:00 pm 14494 Cortez Blvd, Spring Hill, FL

Liverpool Live - Ultimate Beatles Tribute @ Sparacia Witherell Winery

 Fri, 20 Mar at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 29 to 45

Water Wellness & Lemonade Tasting

 Sun, 14 Dec at 01:00 pm Artisan Haven BVL

BINGO!

 Wed, 14 Jan at 06:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Christmas Fest at the Farm

 Sun, 14 Dec at 02:00 pm 17125 Citrus Way, Brooksville, FL

Year End Holiday Fest, Santa, Drag Racing, Concert, Show Cars & Family Fun!

 Sat, 20 Dec at 02:00 pm Lead Foot City USD 126,272

Author Signing Event: Paxtyn Ferdelman

 Sat, 28 Feb at 12:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

2026 Man Up Men's Retreat

 Fri, 16 Jan at 03:00 pm Lakewood Retreat USD 200

2026 Winter Ball

 Thu, 26 Feb at 06:30 pm 21030 Cortez Boulevard, Brooksville, FL, United States, Florida 34601

Heritage Day 2026

Sat, 21 Feb at 10:00 am 601 Museum Ct, Brooksville, FL

Christmas Fest at the Farm

 Sun, 21 Dec at 02:00 pm 17125 Citrus Way, Brooksville, FL

Brooksville Tangerine Festival

 Sat, 07 Feb at 04:00 am Downtown Brooksville

The Fancy Flea - Brooksville

 Sat, 07 Mar at 09:00 am 15 N Main St, Brooksville, FL 34601-2847, United States

Ultimate Black Sabbath Tribute @ Sparacia Witherell Family Winery

 Sat, 21 Feb at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Pints and Paints Bob Ross Edition!

 Wed, 17 Dec at 05:30 pm Broad Street Brewing Co.

Veteran Pro Wrestling Rumble at The Dog Pound

 Sat, 24 Jan at 04:00 pm 8405 Sunshine Grove Rd, Brooksville, FL 34613-4801, United States

Great Life Family Christmas

 Sun, 21 Dec at 09:00 am 14494 Cortez Blvd, Spring Hill, FL, United States, Florida 34613

Jr. Leopards Winter Cheerleading Camp

 Mon, 05 Jan at 10:00 am 111 Ernie Chatman Rn., Brooksville, FL

Silent Book Club- Brooksville

 Wed, 28 Jan at 06:30 pm 309 S Main St, Brooksville, FL, United States, Florida 34601
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