Annual Events & Festivals

Browse our listing of annual events and make your plans! From historic downtown Brooksville to area parks and the sparkling Gulf of Mexico coast, many events celebrate our pleasant Florida weather. Pick from a brimming buffet of culinary celebrations. Step back in time with historical re-enactments and watch demonstrations of other cultures and lifestyles. Explore your interests. Discover unique entertainment. Dance, shop, taste, look and listen throughout an eventful year here in Nature’s Place to Play.

January

January 2019

Croom Zoom Trail Run

The Croom Zoom 100K/50K/25K courses wind through oak hammocks and some of the best cross-country running terrain in Florida. Tucker Hill Fire Tower Parking Lot, 26416 Croom Rd., Brooksville.

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January 2019

Spring Hill Marathon Mania / Hand Cyclists Marathon

Marathon, Half-Marathon, 10K or 5K – this Boston Marathon Qualifier is Central Florida’s first marathon race of the year. Anderson Snow Park, 1360 Anderson Snow Rd., Spring Hill.

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January 2019

AKC Dog Agility Trials

Don’t miss the ultimate in competitions as the dogs and handlers perform at their highest levels. Florida Classic Park, 5360 Lockhart Rd., Brooksville.

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January 2019

Florida Gulf Coast Cluster AKC All-Breed Dog Show

Ten days of competitions featuring ten American Kennel Club All-Breed Dog Shows, two days of specialty shows, Conformation, Junior Showmanship, Obedience and Rally Trials, plus visits with the dogs and their handlers. Florida Classic Park, 5360 Lockhart Rd., Brooksville.

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January 2019

Florida Agriculture & Wildlife Expo

A showcase of Hernando County’s finest agriculture, wildlife, arts, talent, and industry, plus crafts and entertainment. Brooksville-Tampa Bay Regional Airport, Runway Drive entrance (off US-41 S), Brooksville.

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January 2019

Brooksville Raid Re-Enactment

Florida’s largest Civil War Battle re-enactment portrays the 1846 raid on Bayport with artillery demonstrations, entertainment, food, sutlers, and period music. Sand Hill Scout Reservation, 11210 Cortez Blvd. (SR-50), Brooksville.

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January 2019

Greek Festival

Three days of fun with Greek food and pastries, music, traditional folk dance (with lessons), a toga run, kids’ zone, cooking demonstrations, arts and craft vendors, and more. Hernando County Fairgrounds, 6436 Broad St. (US-41S), Brooksville.

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February

February 2019

Croom Zoom Trail Run

TA family-friendly run on one of Brooksville’s finest paved trails, shaded by beautiful old oak trees in Nature’s Play to Play. Corner of Weatherly Rd. and Richbarn Rd., Brooksville.

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February 2019

Brooksville Native American Festival

The family-friendly festival features authentic dancing and music, artists and craftsmen from around the country, primitive skills demonstrations, and Native foods like fry bread and buffalo burgers. Florida Classic Park, 5360 Lockhart Rd., Brooksville.

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February 2019

Celtic Family Jamboree

A unique family-friendly Celtic experience sharing tradition through live performance, workshops and crafts. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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February 2019

Heritage Day

A celebration of 1800’s Hernando County, including historic home tours, carriage rides, museum tours, crafts and heritage activities for all ages. May-Stringer Historical Museum, 601 Museum Court, Brooksville.

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February 2019

Florida Bluegrass Classic

Enjoy five days of live Bluegrass and Classic Country performers, including TG Sheppard, Penny Creek, Big Cypress and more! Florida Classic Park, 5360 Lockhart Rd., Brooksville.

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February 2019

Tin Can Tourists Winter Convention Open House

Tin Can Tourists celebrate the preservation of classic Gulfstream camping trailers and motor coaches dating from the 1940’s to the 1960’s. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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March

March 2019

Weeki Wachee Swamp Fest

One of the premier fine arts, crafts and music festivals in the southeast includes the Swamp Monster contest and over 140 vendors and crafters, entertainment, live bands including country, folk, and toe-tapping get-up-and-dance tunes. Linda Pedersen Park, 6300 Shoal Line Blvd., Weeki Wachee.

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March 2019

Long Play (LP) Race (33.3M)/ Half and Full Marathons

The races start from Lake Townsend Regional Park and include portions of the Croom off-road trails and the paved Withlacoochee State Trail. Lake Townsen Regional Park, 28011 Lake Lindsey Rd., Nobleton.

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March 2019

Art in the Park: Art, Crafts & Music Festival

The Gulf Coast’s largest Art Festival with over 115 artisans participating in the annual juried show featuring fine art, fine craft, craft artist vendors, student art, and live entertainment. Tom Varn Park, 306 Darby Ln., Brooksville.

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March 2019

The Will McLean Music Festival

Named for the Father of Florida Folk Music, this festival features entertainment by Florida’s singers and songwriters, including workshops, arts, crafts, poetry reading, storytelling, and children’s activities. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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March 2019

Spring Bluegrass Festival

Enjoy four days of the best in Bluegrass music, stage shows, open mic, workshops, movies, children’s activities, and a Sunday morning Gospel Sing. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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March 2019

Weeki Wachee Springs Easter Egg Hunt

The annual Water Egg Hunt takes place at Buccaneer Bay…be sure the kids bring their bathing suits and a basket! Weeki Wachee Springs State Park, 6131 Commercial Way, Weeki Wachee.

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March 2019

Hop n’ Glow Easter Egg Hunt

Share some fun after the sun with games, crafts, field activities, food vendors, free give-a-ways, and photos with the Easter Bunny. Dance the night away at the Black Light Bunny Hop! Anderson Snow Park, 1360 Anderson Snow Rd., Spring Hill.

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March 2019

Throw Down the Mountain Disc Golf Tournament

Experience the fastest growing sport in the nation! Enjoy the thrilling and challenging disc moves by the competitors in the PDGA-sanctioned Vibram Open Qualifier. If you have never watched disc golf, this is a competition not to be missed. Gran Canyon, 9020 Cooper Terrace (off Mondon Hill Rd.), Brooksville.

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March 2019

Croom 50M/50K/16M Fools Trail Run

The beautiful and challenging 50-mile course follows three repeat loops on the Croom Hiking Trail, through central Florida’s long leaf pines and scrub oak covered hills, past creek bottoms and cypress ponds. Tucker Hill Fire Tower Lot, 26416 Croom Rd., Brooksville.

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April

April 5-8, 2018

Stringbreak Music Festival

This multi-stage Americana music fest features Roots Rock, Alternative Country, Newgrass and Bluegrass. Camping, vendors, and well-planned activities make for a great weekend. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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April 13-21, 2018

Hernando County Fair

You know it’s Spring when the Fair is here! The whole family will enjoy exhibits, Midway rides, games, livestock shows, vendors, food and live entertainment, including evening shows. Hernando County Fairgrounds, 6436 Broad St. (US-41S), Brooksville.

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May

Weekends in May

Sunflower Maze, Spring Crops and Farm Activities

Maze your way through the paths of 8 to 10-foot-tall sunflowers in search of the exit. Six acres of fun, including hay rides, picnic area, family activities and spring produce. Sweetfields Farm, 17250 Benes Roush Rd., Masaryktown.

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May 5, 2018

Hogan Law Charity Fishing Tournament

This annual event brings out anglers of all ages for a day of flats fishing, prizes, great food, and a silent auction, all in support of HPH Hospice. Bayport Park, 4140 Cortez Blvd., Brooksville.

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May 12, 2018

Mermaid Chase Paddling Race

Join the Mermaid Chase Paddling Race along our Bayport – Linda Pedersen Paddling Trail. Proceeds from the 3.5 mile race are used for marine and coastal restoration projects in Hernando County.

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May 17-20, 2018

Orange Blossom Jamboree

This family-friendly music festival features an outdoor pavilion and three stages for continuous entertainment with more than 60 bands. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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May 18, 2018

Hernando County Food Truck Fiesta

Over two dozen top-ranked gourmet food trucks with a wide range of culinary delights. From American to Mexican, and all points in between, enjoy samplings of their of their fabulous food. Anderson Snow Park, 1360 Anderson Snow Rd., Spring Hill.

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May 2018

Cause FORE Paws Golf Tournament

Join the Humane Center of the Nature Coast for a fun-filled day of golf to benefit the animals in our care. A 9:00 am shotgun start will kick off this four-person scramble which includes contests, prizes, breakfast and lunch. Location TBA.

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May 27, 2018

Spring Lake 5K Run & 2 Mile Fun Walk

The annual run and walk wind through scenic terrain, including a nature trail through the woods, a horse barn and up and down some challenging hills! The ARC Nature Coast, 5283 Neff Lake Rd., Brooksville.

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June

June 2, 2018

Annual Jerome Brown Golf Classic

This annual fundraiser for the Jerome Brown Youth Foundation features a four-person scramble format with awards presented for the three highest-placing teams. Location TBA.

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June 2018

Cruising for Critters Poker Run

Enjoy this motorcycle journey for a “paw-some” cause. Meet up with other riders for a great day of fun on the highway in the Poker Run. Starting Location TBA.

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June 30, 2018

Moon Over Croom – 21M, 14M, 7M Trail Run

Experience Croom like you never have before; running in the dark. The main day-run trail is a well-marked 7-mile loop; glow sticks will mark the course for night. Tucker Hill Fire Tower Lot, 26416 Croom Rd., Brooksville.

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July

First Saturday in July

Scallop Season Opens

Grab your snorkel gear and Diver-down flag and head for the water! The much-anticipated annual scallop season opens and runs into September. Bayport Park, 4140 Cortez Blvd., Brooksville or Hernando Beach Boat Ramp, 4483 Calienta St., Hernando Beach.

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July 4, 2018

Firecracker Smash ‘m Up

Celebrate America with fireworks and fun for the entire family! Come out to the fairgrounds for music, games, a Kid Zone, contests, and the Demolition Derby. Hernando County Fairgrounds, 6436 Broad St. (US-41S), Brooksville.

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August

August 25, 2018

Ernie Chatman Labor Day 5K

Run on a flat, cross country course shaded by old oak trees wrapped around McKethan Lake. Enjoy music, food, prizes, and awards for each age bracket. McKethan Lake Park, 15185 Broad St. (US-41), Brooksville.

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September

September 2018

Adventure Coast Sporting & Outdoors Expo

Explore this outdoor recreation showcase with shows, activities and demonstrations, features on hunting, fishing, boating, cycling, camping, shooting and more. Hernando County Fairgrounds, 6436 Broad St. (US-41), Brooksville.

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OCTOBER

Weekends in October

Fall Corn Maze and Farm Activities

Enjoy the corn and other mazes, hayrides, entertainment, family activities and more. Harvest Moon Farm, 15990 Stur St., Masaryktown.

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Weekends in October

Fall RoundUp Farm Fun

Enjoy mazes, hayrides, entertainment, family activities, storytelling, games, produce barn and more. Sweetfields Farm, 7250 Benes Roush Rd., Masaryktown.

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First Tuesday in October

Papa Joe’s Annual Pasta Fest

Bring your appetite to the 99¢ All-You-Can-Eat pasta event with children’s activities and entertainment. Papa Joe’s Italian Restaurant, 6244 Spring Lake Hwy., Brooksville.

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October 12, 2018

Hernando Untapped

One of the most talked about craft beer and wine festivals in the area, the event features outstanding regional craft beer and wine makers. American Aviation Flight Academy, 17076 Helicopter Dr., Brooksville.

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October 2018

Halloween Harvest Festival

Enjoy fall fun for the entire family with face painting, games, food, hay rides, costume and pet-masquerade contests, plus a haunted house. Hernando County Fairgrounds, 6436 Broad St. (US-41), Brooksville.

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October 2018

Founders’ Week Celebration

Celebrating the 162nd anniversary of the founding of Brooksville, the entire family will enjoy a variety of events throughout the week. Throughout Historic Brooksville, 20 N. Main Street Area, Brooksville.

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October 2018

Harvest Pumpkin Festival, Arts & Crafts Show

Visit the “Punkin” Patch, taste some wine, take a walk to the vineyard or a horse-drawn carriage ride. Start your Christmas shopping. Strong Tower Vineyard & Winery, 17810 Forge Drive, Spring Hill.

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October 2018

Cardboard Boat Race

Join or watch this annual event on the Weeki Wachee River, with prizes and fun for all, including the coveted “Titanic Award” for the most dramatic sinking. A seafood fest follows at the Hernando Beach Yacht Club. Hernando Beach Marina, 4139 Shoal Line Blvd., Hernando Beach.

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October 2018

Wild n’ Wicked Nights

Family fun includes the Mermaids in their legendary Spooktacular underwater show, the Haunted House, Goblin’s Revenge, Terror in the Woods, Kid’s Fun Maze, Peek-a-Boo Trail, a costume contest, a scream contest, and more! Weeki Wachee Springs State Park, 6131 Commercial Way, Weeki Wachee.

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October 19-21, 2018

Camping with the Blues

Enjoy three days and three nights of “Blues Under the Stars With The Stars Of The Blues.” Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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October 2018

Halloween Haunted House

Enjoy spooky hauntings and a fun-filled evening of children’s games, face painting, story-telling, roasting marshmallows around the bonfire, and more! May-Stringer House Historical Museum, 601 Museum Court, Brooksville.

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October 2018

Taste of the Fields

A fabulous feast, from appetizers to desserts, prepared from local harvests by local chefs; served on the picturesque lawn of historic Chinsegut Hill. Chinsegut Hill Retreat, 22495 Chinsegut Hill Rd., Brooksville.

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October 2018

Olive Grove Fall Harvest Festival

Dinner and gala at 5:30 with live entertainment by Amber Lynn Nichols. After dinner, enjoy “The Rocky Horror Picture Show” and have some interactive fun. Costumes welcome! The Olive Grove, 15016 Rester Dr., Brooksville.

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November

November 2018

Hernando County Kennel Club Annual Fall AKC Dog Show

Enjoy the competition of this highly acclaimed AKC All-Breed show with obedience and rally trials; a prelude to the southeast’s largest annual 10-day AKC All-Breed show in January. Florida Classic Park, 5360 Lockhart Rd., Brooksville.

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November 2018

Riverhawk Music Festival

Four days of incredible music and entertainment, workshops and jam sessions. The eclectic array of music, includes Americana, Bluegrass, Jamgrass, Celtic, Newgrass, Cajun and more. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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November 2018

Thanksgiving Bluegrass Festival

Enjoy Thanksgiving dinner, camping, bluegrass and more. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.

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December

December 2018

Candy Cane Acres

Visit Mrs. Claus’ kitchen, the Parade of Trees and Santa’s Workshop. Take a sleigh ride, enjoy the lights and the Magical Playland. Hernando County Fairgrounds, 6436 Broad St. (US-41), Brooksville.

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December 2018

Dirthead Off-Road Duathlon

The Dirthead takes place on the exhilarating off-road trails of Croom. There is a race for all levels – Sprint Duathlon (10M bike, 3.8M run) or Middle Earth Duathlon (10M bike, 8M run, 13M bike). Tucker Hill Fire Tower Lot, 26416 Croom Rd., Brooksville.

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December 2018

Christmas on Main Street

Stroll down Main Street, enjoy an old-fashioned Christmas and shop the downtown merchants, open extended hours and offering holiday treats and specials. Historic Brooksville, 20 N. Main St., Brooksville.

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December 2018

Annual Downton Abbey Christmas

Downton Abbey comes to life on Florida’s Adventure Coast where Lady Grantham will learn there is never a dull moment on a weekend in Brooksville! The Tilted Teacup Tea Room & Boutique, 103 S. Saxon Ave., Brooksville.

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December 2018

Winter Waterland

The Weeki Wachee Mermaids, Santa and his elves welcome you to an underwater performance, light show and holiday activities in the Park. Weeki Wachee Springs State Park, 6131 Commercial Way, Weeki Wachee.

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December 2018

Kiwanis Christmas Parade

One of the largest and most colorful holiday parades in Florida kicks off at 10am, followed by special activities and shopping in the historic downtown. Historic Brooksville, 20 N. Main St., Brooksville.

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December 2018

Weeki Wachee River Lighted Boat Parade

Always one of the most anticipated holiday happenings, the lighted boats cruising the Weeki Wachee River are a magical site for all ages. Rogers Park, 7244 Shoal Line Blvd., Weeki Wachee.

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