A Winter Weekend in Taylorsville, Spencer County, KY
When winter settles over Taylorsville Lake and the hills get frosted, Spencer County turns into the most snug, welcoming, heartwarming little getaway in Kentucky. Its a safe quick jump from Louisville, Frankfort, or Lexington and let me tell you, Spencer County maintains its winter roads like a boss.
Winter Weekend Itinerary
Enjoy this magical little weekend plan. It’s what I would do with my husband and kiddos if I were visiting Taylorsville!
Friday Night: Margaritas & Music
El Lago Bar & Grill
Start with margaritas and Friday‑night music at El Lago Bar & Grill.
Insider Tip: Be sure to order in advance, place your order on Friday night to ensure Saturday night pickup!
Bubbles + Bourbon
Sip JD Shelburne’s Signature Series Bourbon in your Edgewater cottage’s hot tub for a toasty, relaxed evening. If you are extra lucky it will snow! Distillery Partner: https://www.inclusion-brand.com/ [jdshelburne.com][inclusion-brand.com]
Pick up a bottle at Good Time Liquor: 5471 Taylorsville Road / Fisherville, KY
Store Page: https://www.allinonepaint.com/heirloom-traditions-company-store Hours & Address: https://www.allinonepaint.com/ Local Feature: https://visittaylorsville.com/tag/heirloom-paints/
After a weekend in Taylorsville you will head home, happy and relaxed. There is nothing quite like a small-town reset to focus on what truly matters!
See you soon! Kat (Mom of 4, Small-Town enthusiast, Tourism Director)
Discover Historic Main Street in Taylorsville, Kentucky
Welcome to Historic Downtown Taylorsville, a beautifully preserved small‑town district where 200 years of Kentucky history remain alive and walkable. Main Street and the surrounding blocks are home to extraordinary historic buildings, many dating from 1818–1938, and the district is proudly listed on the National Register of Historic Places.
Below is your self‑guided walking tour with Google Maps links for easy navigation.
Look for cast‑iron columns, window caps, and detailing at:
Greenwell Building (c.1914)
W.P. Beard Buildings (302 & 306 Main, c.1899)
W.T. Froman Building (314 Main, 1899)
James L. Cox Building #2 (307–311 Main, c.1917)
A Rare Main Street Community & National Register Historic District
Taylorsville also holds a rare official Main Street designation, giving our community both statewide recognition and powerful tools for preservation and revitalization. The intact historic environment adds value for property owners, strengthens local businesses, and provides an authentic, charming experience for visitors.
How to Explore Historic Main Street
Walking Time: 60–90 minutes
Start Point: Public Square (Main & Main Cross Streets)
Parking: Available on all three historic corners of the square
One of Kentucky’s only “Philadelphia‑style” courthouse squares. Three corners remain open public spaces used since the 1820s. 📍 Google Maps: https://www.google.com/maps/search/?api=1&query=Main+St+%26+Main+Cross+St+Taylorsville+KY
CIVIC CORE (Main & Main Cross)
1. Spencer County Courthouse (1914)
Address: Main Street at NW corner of Main Cross Street 📍 https://www.google.com/maps/search/?api=1&query=Spencer+County+Courthouse+Taylorsville+KY A monumental Classical Revival courthouse with Ionic columns, rebuilt after the 1913 fires.
2. Spencer County Jail (1922)
Address: Behind the courthouse 📍 https://www.google.com/maps/search/?api=1&query=Spencer+County+Jail+Taylorsville+KY A remarkably intact early 20th‑century jail with original cell blocks.
SOUTH SIDE OF MAIN STREET (East → West)
3. Greenwell Building (c.1914) ★ Cast‑Iron Storefront
Address: South side of Main Street, east end 📍 https://www.google.com/maps/search/?api=1&query=Greenwell+Building+Taylorsville+KY Cast‑iron columns with decorative palmette capitals and an intact pressed‑metal ceiling. The most original storefront in town.
4. Charles Hough & Co. Building (c.1895)
Address: 316 Main Street 📍 https://www.google.com/maps/search/?api=1&query=316+Main+St+Taylorsville+KY One of the only commercial buildings to survive the 1898 fire.
5. W.P. Beard Building — West Half (c.1899) ★ Cast‑Iron Window Caps
Address: 302 Main Street 📍 https://www.google.com/maps/search/?api=1&query=302+Main+St+Taylorsville+KY Elaborate brick detailing and cast‑iron/metal window caps.
6. W.P. Beard Building — East Half (c.1899) ★ Cast‑Iron Window Caps
Address: 306 Main Street 📍 https://www.google.com/maps/search/?api=1&query=306+Main+St+Taylorsville+KY Twin storefront with matching cast‑iron detailing.
7. Montgomery Building (1899)
Address: 308 Main Street 📍 https://www.google.com/maps/search/?api=1&query=308+Main+St+Taylorsville+KY A classic turn‑of‑the‑century commercial building under restoration.
8. Jablow Building (c.1900)
Address: 310 Main Street 📍 https://www.google.com/maps/search/?api=1&query=310+Main+St+Taylorsville+KY Once home to an important dry‑goods business.
9. Bank of Taylorsville (1899)
Address: 312 Main Street 📍 https://www.google.com/maps/search/?api=1&query=312+Main+St+Taylorsville+KY Historic bank with arched transoms, brick detailing, and original vault.
10. W.T. Froman Building (1899) ★ Cast‑Iron Column
Address: 314 Main Street 📍 https://www.google.com/maps/search/?api=1&query=314+Main+St+Taylorsville+KY Cast‑iron column still present beneath updated façade; home to the long‑standing drugstore and early telephone office.
11. Bank of Taylorsville No. 2 (remodeled 1960)
Address: 318 Main Street 📍 https://www.google.com/maps/search/?api=1&query=318+Main+St+Taylorsville+KY Modernized mid‑century storefront.
NORTH SIDE OF MAIN STREET (East → West)
12. The Spencer House Hotel (c.1838)
Address: 303 Main Street 📍 https://www.google.com/maps/search/?api=1&query=303+Main+St+Taylorsville+KY Beautiful Federal‑style hotel with Flemish‑bond brickwork.
13. James L. Cox Building #2 (c.1917) ★ Cast‑Iron Storefront Columns
Address: 307–311 Main Street 📍 https://www.google.com/maps/search/?api=1&query=307+Main+St+Taylorsville+KY Cast‑iron columns remain hidden under later coverings.
14. James L. Cox Building #1 (c.1915)
Address: 313–317 Main Street 📍 https://www.google.com/maps/search/?api=1&query=313+Main+St+Taylorsville+KY Two storefronts framed in wood with a central stair entry.
15. People’s Bank Building (1903)
Address: 319 Main Street 📍 https://www.google.com/maps/search/?api=1&query=319+Main+St+Taylorsville+KY Elegant Classical Revival design with stone trim and quoins.
CHURCHES & WEST‑MAIN RESIDENTIAL
16. Taylorsville Methodist Church (c.1842)
Address: South side of Main Street, 3rd lot east of Point Street 📍 https://www.google.com/maps/search/?api=1&query=Taylorsville+Methodist+Church+Main+St+KY Raised after flooding in 1913–14; Gothic arched windows.
17. Barker Sisters’ House (c.1900)
Address: South side of Main between Point & Washington 📍 https://www.google.com/maps/search/?api=1&query=Barker+House+Main+St+Taylorsville+KY Lovely T‑plan Victorian with original spindlework porch.
18. First Baptist Church (1915)
Address: South side of Main, 3rd lot west of Washington 📍 https://www.google.com/maps/search/?api=1&query=First+Baptist+Church+Taylorsville+KY Collegiate Gothic style with crenellated tower.
19. Thomas Humphrey House (c.1938)
Address: South side of Main, second lot west of Washington 📍 https://www.google.com/maps/search/?api=1&query=Thomas+Humphrey+House+Taylorsville+KY One of the last historic‑period homes built before WWII.
20. William McClain House (c.1920)
Address: 209 Main Street 📍 https://www.google.com/maps/search/?api=1&query=209+Main+St+Taylorsville+KY A classic early‑20th‑century Craftsman home.
21. Isaac & Mary Jewell House (c.1915)
Address: 211 Main Street 📍 https://www.google.com/maps/search/?api=1&query=211+Main+St+Taylorsville+KY Decorative brickwork, gables, and leaded glass.
22. Lee–Miller House (1840s; moved c.1906)
Address: 213 Main Street 📍 https://www.google.com/maps/search/?api=1&query=213+Main+St+Taylorsville+KY Moved back from its lot line in the early 1900s.
23. First Baptist Parsonage (1965)
Address: 215 Main Street 📍 https://www.google.com/maps/search/?api=1&query=215+Main+St+Taylorsville+KY Modern parsonage.
24. William Polk House (c.1835)
Address: SW corner of Main & Point Streets 📍 https://www.google.com/maps/search/?api=1&query=Main+St+%26+Point+St+Taylorsville+KY An imposing early brick tavern anchoring the western entry to the district.
GARRARD STREET & WASHINGTON STREET
25. Enoch Holsclaw House (c.1830)
Address: 205 Garrard Street 📍 https://www.google.com/maps/search/?api=1&query=205+Garrard+St+Taylorsville+KY Early hall‑and‑parlor residence.
26. Patrick McShane House (c.1890)
Address: 209 Garrard Street 📍 https://www.google.com/maps/search/?api=1&query=209+Garrard+St+Taylorsville+KY Contains one of Taylorsville’s only surviving clusters of historic outbuildings.
27. Richard Basye House (c.1818)
Address: SW corner of Garrard & Washington 📍 https://www.google.com/maps/search/?api=1&query=Garrard+St+%26+Washington+St+Taylorsville+KY Taylorsville’s oldest surviving structure—a two‑story log dog‑trot tavern.
28. 100 Washington Street (c.1910–16)
Address: 100 Washington Street 📍 https://www.google.com/maps/search/?api=1&query=100+Washington+St+Taylorsville+KY A historic central‑passage house that reflects early‑20th‑century infill development.
Enjoy Historic Taylorsville
From antebellum taverns to Victorian homes and cast‑iron storefronts, Taylorsville’s Historic Main Street offers a uniquely preserved glimpse into Kentucky’s past. We invite you to shop, dine, stroll, learn, and be part of the story.
