$10 / $5 / free
An 1850s Queen Anne Victorian mansion — often called Florida's most haunted house. Tue–Sat 11–3.
Explore the best of Brooksville, one of Hernando County's communities on Florida's Adventure Coast. Below you'll find local attractions, restaurants, parks, events and hidden gems — with prices and details. Looking for more? Browse the full Hernando County guide.
Things To Do in Brooksville
193$20 / $250 group
Evening paranormal tours and late-night investigations of the historic museum (ages 16+, reservations).
$15 / $7 / free
A restored 1885 railroad depot and 1852 one-room schoolhouse; combined docent tour. Fri & Sat noon–3.
Call to confirm
An 1850s antebellum manor on one of the county's highest hilltops; weekend tours (confirm seasonal schedule).
A free self-guided tour of a walkable historic district — architecture, murals, boutiques, and antiques.
A paved rail-trail running east from the historic 1885 depot — a great family bike ride.
Day-use ~$2
157,000 acres for hiking, mountain biking, horseback riding, camping, and off-road riding at the Croom Motorcycle Area.
Free (donations)
Volunteer-run themed gardens with butterfly and rose beds, ponds, and a gazebo. Open daily dawn–dusk.
A nature center with trails, guided walks, wildlife programs, and a monthly 3D archery shoot (first Saturdays).
Grounds free
A classic old-Florida roadside stop since the 1930s — free-roam wildlife, a 'dinosaur cave,' mini-golf, gem panning, and ice cream.
Standard pricing
A multiplex movie theater with premium large-format GTX auditoriums.
Free entry
The county's flagship craft brewery with a big beer garden, live music, food, and events.
~$7 tasting
Wine tastings at the hilltop muscadine winery (Wed–Sun); most weekends bring tribute-band concerts and food trucks.
Karoo/Roost $275+
A nationally ranked destination golf resort; Citrus/Hernando residents get discounted rates.
Green fees vary
Southern Hills Plantation, Brooksville G&CC, Silverthorn, Sherman Hills, Timber Pines (55+), and Quarry Golf.
Free–$47
A winery with a heavy tribute-band calendar plus reggae, blues, and food-truck nights.
Free (Thu)
A rustic music farm with a weekly Thursday jam and singer-songwriter listening-room shows.
Ticketed
A large outdoor concert and camping venue hosting jam-band and country festivals.
A beloved historic hot-dog drive-in that hosts live music and community gatherings.
An upscale steakhouse with a recurring patio live-music series (Fred Chandler acoustic every 2nd Saturday, 6:30 PM).
A downtown taproom and bourbon bar with occasional acoustic live music.
Free entry
A downtown Brooksville brewery with weekend live music.
Free entry
The flagship brewery's beer garden hosts live music and food trucks on select weekends.
Adults $25
Brooksville's community theater in a seven-show format (mainstage + youth productions).
The arts council's flagship gallery inside City Hall — rotating juried exhibits and opening receptions.
~$35–$45
Scheduled social painting classes with a new guided canvas each session.
Pay per pumpkin
Family fall festivals and u-pick pumpkin fields in October.
Seasonal u-pick blueberry and berry farms in spring (~April–May).
Free (park fees may apply)
Free guided birding walks across the county's preserves and parks (roughly monthly, fall–spring).
Free entry
UF/IFAS Master Gardener plant sales and monthly Florida Native Plant Society programs.
A genuinely under-visited 2.3-mile loop through three distinct ecosystems (dogs welcome).
374 acres with rare public horseback trail miles, a lake fishing pier, and cycling paths in the north-county hills.
Free to browse
A salvage and vintage shop known regionally for its impressive vinyl-record collection.
Free to browse
Part antique store, part community hub — vintage furniture and décor plus a community garden and workshops.
Free to browse
A deep, browsable multi-vendor antique mall anchoring walkable downtown Brooksville.
Varies
The county's genuinely hidden eats move around — locals follow the trucks via StreetFoodFinder and the area food-truck Facebook group.
A festival-style market of local farmers, artisans, bakers, and food trucks (themed each month).
A large indoor/outdoor flea and produce market, rain or shine.
Free live music downtown with an artisan market, food trucks, and a full bar.
Free
Free outdoor family movie nights at the bandshell.
Entry fee
A weekly drag-strip test-and-tune and car night.
Storytimes, book clubs, computer classes, and more across four branches.
Call to confirm
Recurring bingo and a Friday fish fry; call for game nights.
Low cost
Low-cost community bingo at the senior center.
The county's signature destination restaurant — shrimp & grits, chicken & waffles, and an epic wall of bourbon.
Famous footlong chili dogs since 1960, with walls of Hernando County history.
A well-reviewed downtown American restaurant and a cornerstone of the Brooksville dining scene.
A casual downtown sandwich-and-lunch spot popular with the courthouse-square crowd.
A bright, popular breakfast-and-brunch cafe for pancakes, omelets, and fresh-fruit crepes.
$53.25/year
Covers paid-parking county parks for 12 months — pays for itself fast if you use the beaches, boat ramps, and parks often.
Resident discount
Discounted golf rates for Citrus/Hernando residents (with ID) at the nationally ranked resort.
Varies
Seniors (55+/AARP), active and retired military, and first responders: always ask — many local spots discount even when it isn't advertised.
County preserves, trails, and boat ramps plus all Hernando County Library programs are free (some parks charge parking).
Now open
A café pairing coffee with curiosities and collectibles — hosting bike nights and vendor markets. Opened Jan 2026.
Now open
The veteran and first-responder-themed BBQ chain drew big crowds on Cortez Blvd. Opened early 2026.
Now open
The long-awaited Italian-American restaurant landed on Brooksville's 'restaurant row.' Opened May 2025.
Now open
A new community art and creative studio. Opened Feb 2026.
Now open
A new trade school offering cybersecurity, automotive, cosmetology, law enforcement, and more. Opened Apr 2025.
A free outdoor bodyweight-fitness court open to the public at Veterans Memorial Park.
Coming soon
A large 24/7 fitness club coming to the Brookridge Central / SR-50 area in 2026.
Coming soon
The popular drive-thru coffee chain is expanding into Brooksville (confirm opening).
Hernando's Salute to America 250
Free
A 250th-anniversary Independence Day event — fireworks and drone show, family fun zone, and living history.
Rev, White & Brew Drift Fest & Fireworks
Ticketed
A July 4th festival with drift and drag racing, show cars, a concert, and fireworks.
Brooksville Idol (Season 2)
See organizer
A local vocal-talent competition downtown.
Sparacia Winery: LOVESNAKE (Whitesnake/Tesla)
$28–$45
A double tribute concert at the winery.
Moonlight Movies: Willy Wonka
Free
A free outdoor family movie night with a golden-ticket hunt.
Boosted Boiz Birthday Bash
From $12
Drag racing, a burnout comp, show cars, and live music.
St. Anthony the Abbot 50th Anniversary
Free
A parish 50th-anniversary community celebration.
Moonlight Movies: Back-to-School Bash
Free
A free back-to-school-themed outdoor movie night with a DJ.
The Ernie Chatman 5K
$25–$30
A community 5K run/walk.
Runnin' in the Pines Barrel Race
Free to watch
An EBA optional barrel race.
Harvest Mill Party (15th Annual)
See organizer
A mushroom/fungi grow-house festival — learn, taste, and create.
Friday Night Live: The Actual Bank Robbers
Free
The free downtown concert series returns for fall.
Regal Railways Model Train Show & Sale
$6 · under 12 free
A model-train exhibition and marketplace (recurs about quarterly).
Kiwanis 'Boots & Pearls' Casino Night
Ticketed
A signature club fundraiser — proceeds benefit children of Hernando County.
Hernando County Hallow Glow Festival
Ticketed
A nightly walk-through glowing-pumpkin trail.
City of Brooksville Founder's Week
See schedule
A week of activities celebrating the city's founding and heritage.
May-Stringer GhostFest Haunted House
See organizer
A bayou-themed haunted house at Florida's 'most haunted' historic home.
Downtown Street Market: Oktoberfest & Chili Cook-Off
Free
A Bavarian-themed market with a community chili competition.
Halloween Howl & HCSO Safety Fun Fest
Free
Downtown trick-or-treating with first responders, costume contests, and a Touch-A-Truck.
Taste 4 Education: Battle of the Chickens
Ticketed
A chicken cook-off with live music, benefiting the education foundation.
Road to the Finals Rodeo
See organizer
EBA-sanctioned bulls, broncs & barrels — a full rodeo.
Tokyo Takeover — Anime Auto Con & Drift Fest
Ticketed
An anime-themed car convention plus drifting in the arena.
Friday Night Live: The Bearded Brothers
Free
Free downtown concert with an artisan market and food.
Small Business Saturday
Free
A downtown shopping event supporting local merchants.
Christmas on Main & Tree Lighting
Free
The signature holiday kickoff — live performances, a craft market, Santa photos, and the tree lighting.
Brooksville Kiwanis Christmas Parade
Free
A 50-plus-year tradition with marching bands and floats.
Family Sensory Christmas Celebration
Free
A sensory-friendly holiday event with adaptive lighting, quiet zones, and Santa.
NYE Tangerine Ball Drop
Free (VIP $45/$75)
Brooksville's New Year's Eve street party with a midnight glowing-tangerine drop.
Croom Zoom Trail Races
~$50–90
Endurance and ultra trail races through Florida oak-hammock forest.
Florida Gulf Coast Clusters Dog Show
Spectator free/low
Ten-plus days of AKC all-breed conformation dog shows.
Brooksville MLK Parade
Free
A community parade honoring Dr. Martin Luther King Jr.
Booksville Festival
Free
A literary festival with authors, readings, and family activities.
CroomFest (Mountain Bike Festival)
$65–$110
35- and 50-mile mountain-bike rides on the Croom trail system, plus camping.
Brooksville Tangerine Festival & Art on the Avenue
Free
A citrus-themed street festival with classic cars, artists, food, and small-town charm.
Brooksville Native American Festival (Pow Wow)
Admission charged
Intertribal dancing, drumming, Native crafts, food, and cultural demonstrations.
Big Country 'Trucks for Life' Truck Show
Spectator free/low
A truck show at Florida Classic Park.
Friday Night Live (March)
Free
The free downtown concert series in spring swing.
Art in the Park (40th+ Annual)
Free ($5 parking)
The Fine Arts Council's flagship festival — 100+ artists, live music, and a student art show.
Spring Hill Rotary Community Car Show
$25 / $10 carload
30+ prizes, a kid zone, vendors, and raffles benefiting Rotary charities.
Welcome Back Songbirds Festival
Free
A spring-migration festival with guided bird walks, talks, and kids' activities.
Croom Fools Run (50M / 50K / 16M)
Race registration
A trail ultramarathon with 50-mile, 50K, and 16-mile options.
Friday Night Live (April)
Free
Free downtown concert with a market, food trucks, and full bar.
Rock & Roll Revival (9th Annual)
Multi & single-day
A camping-optional festival celebrating 1960s–70s rock on 80+ acres.
Hernando County Fair
Adults $7 · kids $5 · armband $20
The county's largest annual event — carnival rides, youth livestock shows, exhibits, and concerts.
Hernando County Blueberry Festival
Free admission & parking
A multi-day festival celebrating the local blueberry harvest — vendors, music, food, and a kids' zone.
Sunshine Get Down Festival
Ticketed
A multi-day jam-band music and camping festival.
Moon Over Croom Trail Run
Race registration
An evening moonlight trail run with 21-, 14-, and 7-mile options.
Moonlight Movies (Summer Series)
Free
A free outdoor screening of a classic film with a DJ beforehand.
Juneteenth Celebration
Typically free
A community Juneteenth observance with music and vendors.
Library Summer Reading Kickoff
Free
The free summer reading program launches with family activities and prizes.
Beautify Brooksville (Fall Cleanup)
Free
A community volunteer morning — landscaping, weeding, and painting downtown.
Mixer on Main
See organizer
A downtown business-and-community mixer with the Greater Hernando Chamber.
John Holmes Trail Run
Race registration
A trail-running race through the Croom trail system.
Camping with the Blues (13th Annual)
Ticketed
Three days of 'Blues Under the Stars' with optional camping.
Oktoberfest at Marker 48 Brewing
Free entry
A German-style beer festival at the flagship brewery.
Spooky Spectacular
Free / low cost
A family-friendly, nature-themed Halloween event on the conservation grounds.
Toy Train, Collectible & Hobby Show
$6
A toy-train and collectibles show for hobbyists and families.
Field of Dreams Car Show
$5
A classic car show with vendors, crafts, and food booths.
Thanksgiving Bluegrass Festival
Ticketed
A Thanksgiving-weekend bluegrass festival at the ranch.
Trail of Lights 'Stroll & Roll'
Free
Santa photos, cookie decorating, and a light trail.
2 Guys Gun & Knife Show
$10 (under 16 free)
A gun and knife show with dealers and vendors (recurs several times a year).
Celtic Family Jamboree
~$15–20
Celtic and Scottish-Irish music, Highland demos, competitions, and vendors.
Hernando Home & Garden Show
Free
A home-improvement, remodeling, and garden vendor expo (Chamber of Commerce).
Pedal Play Day
Free
A family bike-riding day with safety demos and wellness stations.
Earth Day Celebration at WellCome OM
Free / donation
An environmental-awareness Earth Day event.
Spring Lake Memorial Classic (2mi / 5K / 10K)
Race registration
Memorial-themed races benefiting The Arc Nature Coast.
Florida Emancipation Day Celebration
See organizer
A celebration of African American heritage with historians, readings, and line dancing.
Small admission
A monthly classic car show and automotive swap meet.
Weekend live music and Sunday karaoke at the market's Center Stage tiki bar.
Summerween Market (Airport Flea Market)
Free
A Halloween-in-summer themed market with live music and costume/oddity vendors.
Airport Flea Market Chili Cook-Off
Free
An amateur chili competition with prize money and food vendors.
Monster Dash Wiener Dog Race
Free
A Halloween dachshund costume race at the flea market.
Trick-or-Treat at the Airport Flea Market
Free
Halloween trick-or-treating through the vendor booths.
The Ultimate Sinatra Concert (Peacock Theater)
$19–$22
A Frank Sinatra tribute in the winery's intimate Peacock Theater.
Sparacia Winery: Steely Dan & Peter Frampton Tributes
$30–$47
A double-feature classic-rock tribute bill at the winery.
Sparacia Winery: GNR Reloaded & Skid Row
$30–$47
Guns N' Roses and Skid Row tributes.
Sparacia Winery: Human Clay & Collective Shine
$30–$47
Creed and Collective Soul tributes.
Sparacia Winery: The Pure Zeppelin Experience
$30–$47
A Led Zeppelin tribute on Thanksgiving weekend.
Merry Driftmas Holiday Drift Festival
Ticketed
A holiday-themed drift festival.
Blues Bash at the Ranch
Ticketed
A multi-day blues festival with camping at the music ranch.
Hernando Sportsman's Club Gun & Knife Show
$8 (under 16 free)
A gun and knife show with free parking and food on site.
Hernando Sportsman's Club Gun & Knife Show (Fall)
$8 (under 16 free)
The fall edition of the gun and knife show.
Salute to Veterans Market
Free
A military-appreciation vendor market downtown.
Brooksville Raid Festival (Civil War Re-enactment)
Paid admission
A large Civil War re-enactment by the Hernando de Soto Historical Society.
Deafstock Art & Music Festival
Ticketed
A four-day music, art, and community festival.
Florida Agriculture & Wildlife Expo
Varies
A regional farming, wildlife, and natural-resources showcase.
Hernando Hustle 5K Walk & Run
$35 · $15 youth
A community 5K at Tom Varn Park, 8:30 AM.
Responders First 5K & 1-Mile Fun Run
$35 / $30
A first-responder benefit 5K plus a family fun run.
Tunnel to Towers 5K — Brooksville
~$40
The national T2T charity 5K honoring first responders and military.
Sand Hill Adventure Run (5K / 2.5K / 0.8K)
$45–$50
A trail 'adventure run' with a costume turkey-trot option.
Kiwanis Brooksville Turkey Trot (5K & 1-Mile)
$25
A Thanksgiving-morning 5K benefiting Shop With a Cop.
Road to Throw Down (Disc Golf, PDGA)
See registration
A one-day PDGA disc-golf tournament at Florida's top-rated course.
The Global @ Olympus (Disc Golf, PDGA)
See registration
A PDGA charity disc-golf tournament.
DGPT Supreme Flight Open (Disc Golf Pro Tour)
Spectator tickets
The Disc Golf Pro Tour comes to town — the county's biggest disc-golf event.
Brooksville Winter Showdown (Pickleball)
Per-event entry
A skill-bracket pickleball tournament.
Brooksville March Madness (Pickleball)
Per-event entry
A multi-bracket pickleball tournament.
de Soto Society Cornhole Tournament
$50–$60/team
A two-division charity cornhole tournament.
Croom Crusher MTB Race
Series/day entry
A timed cross-country mountain-bike race in the Florida Endurance Series.
Hilly Hundred Cycling Ride
Registration
A long-distance road-cycling ride through Hernando's hills.
Brooksville Christmas Bird Count
Free
An annual citizen-science bird census with Hernando Audubon.
Bark Bingo Night (Humane Society)
Food/drink for purchase
An animal-rescue bingo fundraiser with prizes and raffles.
Hernando County Walk to End Alzheimer's
Free to register
The Alzheimer's Association awareness and fundraising walk.
Dash for the Dawn Center (1-Mile Walk)
See organizer
A walk supporting survivors of domestic and sexual violence.
~$10–12/plate
Knights of Columbus fish-fry dinners at St. Anthony the Abbot and St. Frances Cabrini.
The Fancy Flea Vintage Market
Free to browse
A large curated vintage and craft market.
Florida Winter Music Festival
Ticketed
A multi-day music festival.
Florida Americana Music Fest
Ticketed
An Americana roots-music festival weekend.
South Brooksville Avenue Halloween Stroll
Free
A neighborhood Halloween stroll with trick-or-treating.
South Brooksville Avenue Christmas Stroll
Free
A festive holiday neighborhood stroll.
Lakewood Family Church Fall Festival & Trunk-or-Treat
Free
A church fall festival with trunk-or-treating for families.
$85/mo unlimited
Vinyasa, Yin, Hot Yoga, 26&2, chair yoga, restorative, meditation and sound baths in downtown Brooksville.
$5 per class · $30/mo unlimited
Hatha, Yin and Chair yoga for all levels — beginners always welcome. One of the most affordable studios in the county.
Donation-based
Hot Power, Warm Vinyasa Flow, Stretch & Tone, unheated and Yin yoga — plus a free monthly outdoor community yoga class.
Intro: 1-hr private lesson $25
Ballroom, Latin and social dance for adults — Foxtrot, Tango, Waltz, Cha Cha, Rumba, Salsa, Swing and Hustle.
Price varies
Children's dance instruction in a welcoming, beginner-friendly studio.
Free trial class · tuition varies
Artistic gymnastics, trampoline & tumbling, boys gymnastics, aerial silks/circus arts and adult classes — toddlers to teens. Step Up For Students accepted.
$70–$80/mo · free trial
Gymnastics and tumbling for ages 1 through teens, boys-only tumbling & trampoline, and tricks/martial-arts tumbling.
Price varies
Tumbling for all ages, recreational and All-Star competitive cheer, private lessons and summer camp. USASF member gym.
$$$$ · entrees $32–68
An independent fine-dining steakhouse with premium hand-cut steaks, fresh seafood and lobster tail in an upscale, wine-focused room.
$$$ · entrees $15–39
A long-standing white-tablecloth date-night spot — upscale Italian with prime steaks and seafood. Try the Shrimp Joe or Zuppa di Pesce.
$$–$$$ · entrees $16–39
An eclectic American bistro in historic downtown — wood-fired pizzas, handmade pasta, swordfish with lobster glace and surf & turf.
$$–$$$ · entrees $18–42
An urban-style steakhouse & grill — steak au poivre, ribeye, lamb chops and mahi mahi in a casual-but-elevated setting.
$$$ · entrees $18–32
Polished-casual wood-grilled seafood with a strong wine & martini bar — home of the famous Bang Bang Shrimp. A reliable date-night option.
$6 Bargain Tuesdays · ~$10 adult evening
The county's multiplex — 2D, 3D and GTX large-format screens. Bargain Tuesdays are the best deal in town.
From $199/week (55+)
An upscale 55+ RV resort — full-hookup concrete sites, heated pool, hot tub, fitness center and pickleball.
Price varies
A gated RV park with 66 paved sites, a geothermal heated pool, Sparkman Lake fishing, shuffleboard and a rec hall.
Price varies (call for rates)
A value-focused RV park with clean sites, showers and a community garden, minutes from Weeki Wachee Springs.
A 113-acre youth sports park with baseball/softball and soccer fields, basketball courts, a playground, picnic shelters and grills.
Free
A City of Brooksville park with a paved trail around a pond (a National Recreation Trail), a splash pad, playground, ball diamond, volleyball and pavilions.
Free drop-in open-court basketball and pickleball at the Jerome Brown Community Center — plus a first-responder open-court night on Wednesdays.
Free / low-cost
A City of Brooksville senior program (55+) — aerobics, resistance-band training and fun athletic games at the Jerome Brown Community Center.
Free family open gym with games and crafts, plus a monthly toddler sensory playdate, at the Jerome Brown Community Center.
Keep exploring
Thinking About Buying or Selling in Hernando County?
I built this guide to help neighbors and newcomers fall in love with the area. When it's time to make a move, I'd be honored to help you or anyone you refer.
Keith Rainville
REALTOR® · Keller Williams Realty Elite Partners
keithrainville.com