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Historic Sites & Museums

Florida’s Adventure Coast, Brooksville-Weeki Wachee, offers many interesting destinations of historical significance, along with cultural locations.

MORE HISTORY TO DISCOVER

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Florida’s Adventure Coast is brimming with history. Our many historic sites include eight locations listed on the National Register of Historic Places, among others. This itinerary is sure to excite both the curious journeyer and the history buff.

 

Explore  and learn about the many cultures that took part in our Florida’s history – from early Native Americans, to the first settlers who risked everything to uproot and make this their new home.

 

Discover the localities, marked by history, and enjoy the attractions along the way! This includes an interactive tour called, Tour BVL, established to document the history of downtown Brooksville and to provide a resource where people can learn about and explore the historic homes and buildings located in the City of Brooksville.

CHINSEGUT HILL HISTORIC SITE

Built in 1845, the Chinsegut Hill Historic Site is a stately two-story manor house poised atop one of central Florida’s highest hilltops. It is the centerpiece of a 114-acre estate surrounded by ancient Spanish moss-draped oaks and natural habitat.

On the National Register of Historic Places, the Chinsegut Hill manor house is brimming with artifacts and rich history. During the 1920s and 1930s, when owned by Colonel & Elizabeth Robins, the manor hosted such guests as Thomas Edison, Helen Keller, and Marjorie Kinnan Rawlings, among others. Today, the historic site is open to the public for tours on weekends.

Explore the diverse stories of Florida’s past…

HISTORICAL GHOST TOURS

THE MAY-STRINGER HOUSE MUSEUM

The May-Stringer House is a four-story, seven-gable, 14 room, gingerbread trimmed “Painted Lady” Victorian-era home overlooking the City of Brooksville. The Hernando Historical Museum Association has created exhibit rooms with a Victorian feel, with several rooms devoted to specific themes such as an Elegant Dining Room, Victorian Bedrooms, Military Room, an 1880’s Doctor’s Office, and a 1900s Communication Room. The house is on the National Register of Historic Places and open to the public for tours.

The May-Stringer House is considered one of the top five haunted locations in Florida, and they offer ghost tours on weekends for those brave enough to experience it.

THE RICHLOAM GENERAL STORE

The Richloam General Store was built and founded by Sidney Brinson on June 28th, 1922. The building served as the Express office, the Post Office, and the general store for the community of Richloam until January 31st, 1936. 

Today, visitors are transported back in time as they browse vintage cookware, locally canned jams and preserves and old-fashioned sweets; all authentically correct for the era. Sit in the rocking chairs and relax. Chat with the owners and learn the history of this nostalgic gem.

Richloam General Store has now been added to the United States National Register of Historic Places.

Step back in time to 1928…

THE TRAIN DEPOT MUSEUM

The Train Depot has been in the same location since it was built in 1885.  As part of the Rails to Trails program, the old railroad track bed is now the Good Neighbor Trail, running parallel to the Depot. The 1885 Train Depot Museum is made up of four parts. The Office, where passengers came to buy their tickets, arrange for freight shipment, and send telegrams. In this area visitors will learn about the history of Hernando County starting with the Seminole Indian Wars through to early settlements, and the building of the depot.

THE FREIGHT ROOM

The freight room houses train artifacts and displays, including two HO model train exhibits that will delight kids and adults alike. Here you’ll see original objects used by early settlers as they struggled to survive in the wilderness of Florida. On the enclosed dock of the museum, ring the bell or sound the siren of an original 1925 LaFrance Fire Engine; the first fire engine purchased by the City of Brooksville.

COOK UTILITY BOX CAR

After an abandoned box car was discovered in a swampy area southeast of Brooksville in Sumter County, the historic but dilapidated train car was hauled to the Brooksville Train Depot and restored. The work car’s normal function was to transport workers, but the box car could also be used provide space for cooking and eating, sleeping, office work, and machinery operations.

COUNTRYMAN FAMILY ONE-ROOM SCHOOLHOUSE

The Countryman Family One Room Schoolhouse is reminiscent of the First Schoolhouse in Hernando County built in 1852 by Fredrick Lykes. A visit to this charming re-creation will transport you back in time to experience school lessons while sitting in authentic wooden desks. Interactive lessons include the three R’s and life skills like carrying water jugs from the local well.

Experience school day traditions and early life in the state of Florida…

EXPLORE ALL HISTORICAL SITES & MARKERS

florida history lives here

Historic Sites Places to Explore in Brooksville, FL

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  • Lodging, Bed & Breakfast, Bed & Breakfast, Historic Sites, Now Open | 701 Museum Ct, Brooksville, FL 34601, USA

    Dolan House B&B

    Dolan House Bed & Breakfast is a historic inn located in the heart of downtown Brooksville, surrounded by towering oak trees draped with Spanish moss. The turn-of-the-centur...

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  • Church, Place of Worship, Point of Interest, Establishment, Historic Sites | 14249 Citrus Way, Brooksville, FL 34601, USA

    Saint Stanislaus Catholic Church and Saint Joseph Cemetery

    Saint Stanislaus Catholic Church, an architecturally stunning structure, features intricate designs and a serene atmosphere that provides visitors with both a historical and spi...

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  • Arts & Culture, Historic Sites, Landmark | 3483 Sam Pearson Way, Brooksville, FL 34604, USA

    WWII Gunnery Backstop Memorial

    WWII Gunnery Backstop Memorial Arts & Culture, Historic Sites, Landmark located at 3483 Sam Pearson Way, Brooksville, FL 34604, USA

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  • Establishment, Point of Interest, Historic Sites, Venues | 103 S Saxon Ave, Brooksville, FL 34601, USA

    Saxon Manor Weddings

    ​Saxon Manor Weddings has three venues the beautiful Garden Room , the Shabby Chic Wedding Barn and the Boho Wedding Venue. We are located in Brooksville Fl. about 45 minutes no...

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  • Store, Point of Interest, Establishment, Attractions, Historic Sites, Shop Local | 38219 Richloam Claysink Rd, Webster, FL 33597, USA

    Richloam General Store

    Richloam General Store is a charming, rustic establishment that serves as a hub for the local community. It offers a variety of snacks and beverages, along with some unique loca...

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  • Attractions, Point of Interest, Gift Shop, Museum, Arts & Culture, History Tours, Attractions, Historic Sites, Now Open | Chinsegut Hill, Florida 34601, USA

    Chinsegut Hill

    ​Located atop one of the highest points in Florida, Chinsegut Hill is home to a historic house situated in a 114-acre preserve. From prehistoric people to pioneer settlers, from...

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  • Point of Interest, Establishment, Historic Sites | 4184 Spring Lake Hwy, Brooksville, FL 34601, USA

    Spring Lake Community Center

    This building was constructed in 1938 by the Works Progress Administration to be used as a community recreation hall, and continues to host clubs and events to this day.

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  • Point of Interest, Establishment, Historic Sites | FL-50, Brooksville, FL 34601, USA

    Chocochatti landmark

    This historic marker notes the first colony of Muskogee-speaking Upper Creek Indians who resettled in Florida, in an area that became known as Tcuko tcati, or "Chocochatti," mea...

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  • Museum, Point of Interest, Tourist Attraction, Attractions, Historic Sites | 601 Museum Ct, Brooksville, FL 34601, USA

    May-Stringer House

    The May-Stringer House is a historic home located in Brooksville, Florida, serving as a museum that offers visitors an intriguing peek into the region's past. Built in the late...

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  • Cemetery, Point of Interest, Historic Sites, Arts & Culture | Olmes Road and, Jasmine Dr, Brooksville, FL 34601, USA

    Brooksville Cemetery

    Brooksville Cemetery is a historic city cemetery set beneath old oak trees and spread across more than 51 acres, creating a peaceful setting for reflection in Brooksville. With...

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  • Church, Place of Worship, Point of Interest, Establishment, Historic Sites | 20428 Cortez Blvd, Brooksville, FL 34601, USA

    Saint Anthony Catholic Church

    This historic marker tells the history of the oldest Catholic Parish in Hernando County, which expanded and moved to this current location.

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  • Car Repair, Point of Interest, Store, Establishment, Landmark, Historic Sites | HAROLD'S GARAGE (BIG GRAY DINOSAUR), 5299 Commercial Way, Spring Hill, FL 34606, USA

    Harolds Auto Center

    The dinosaur at Harold’s Auto Center is one of those quirky roadside sights that adds a little fun and personality to the local landscape. It is a playful photo stop for visitor...

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  • Tourist Attraction, Museum, Attractions, Historic Sites | 70 Russell St, Brooksville, FL 34601, USA

    1885 Brooksville Train Depot

    The 1885 Brooksville Train Depot is a cherished historical landmark that operates as a museum, showcasing the significance of rail transport in the development of Brooksville. V...

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  • Point of Interest, Establishment, Historic Sites, Venues | 131 S Main St, Brooksville, FL 34601, USA

    GFWC Historic Brooksville Woman's Club

    The GFWC Historic Brooksville Woman’s Club is a longstanding part of downtown Brooksville’s civic and cultural fabric, with roots reaching back to 1910. Located on Main Street,...

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  • Point of Interest, Historic Sites, Cemetery | Fort Dade Ave, Brooksville, FL 34601, USA

    Spring Hill Cemetery

    Spring Hill Cemetery is a local historic site that offers a quieter window into the heritage of the west Brooksville area, once known as 'Spring Hill'. For visitors interested i...

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  • Point of Interest, Establishment, Historic Sites | Chinsegut Hill Rd, Brooksville, FL 34601, USA

    Chinsegut Hill Historical Marker

    Chinsegut Hill Historical Marker Point of Interest, Establishment, Historic Sites located at Chinsegut Hill Rd, Brooksville, FL 34601, USA

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  • Arts & Culture, Historic Sites | 398 Broad St, Masaryktown, FL 34604, USA

    Masaryktown Historical Marker

    This historic marker notes the early farming community settled by a group of Slovak and Czech immigrants in 1924-26. The building on this site was erected in 1925 as the "Masary...

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  • Arts & Culture, Historic Sites | Garden Grove, FL 34604, USA

    Garden Grove

    This historic marker notes the plans and development of the Garden Grove community, originally started in 1926.

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  • Arts & Culture, Historic Sites | 38294 Richloam Claysink Rd, Webster, FL 33597, USA

    Richloam Historic Marker

    This is the site of the former Schroder Land and Timber Company (SLTC) clubhouse. John Schroder, owner of the SLTC, purchased large tracts of land in Hernando and Pasco counties...

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  • Arts & Culture, Historic Sites | 38219 Richloam Claysink Rd, Webster, FL 33597, USA

    Richloam General Store and Post Office Historic Marker

    This general store was listed on the National Register of Historic Places in 2017, and is the only remaining building from the Richloam community.

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The Rich History of Florida's Adventure Coast

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